diff --git a/PluralKit.API/Controllers/PKControllerBase.cs b/PluralKit.API/Controllers/PKControllerBase.cs
index d2540ab4..a9a3e8d8 100644
--- a/PluralKit.API/Controllers/PKControllerBase.cs
+++ b/PluralKit.API/Controllers/PKControllerBase.cs
@@ -22,12 +22,14 @@ namespace PluralKit.API
         protected readonly ApiConfig _config;
         protected readonly IDatabase _db;
         protected readonly ModelRepository _repo;
+        protected readonly DispatchService _dispatch;
 
         public PKControllerBase(IServiceProvider svc)
         {
             _config = svc.GetRequiredService<ApiConfig>();
             _db = svc.GetRequiredService<IDatabase>();
             _repo = svc.GetRequiredService<ModelRepository>();
+            _dispatch = svc.GetRequiredService<DispatchService>();
         }
 
         protected Task<PKSystem?> ResolveSystem(string systemRef)
diff --git a/PluralKit.API/Controllers/v2/GroupControllerV2.cs b/PluralKit.API/Controllers/v2/GroupControllerV2.cs
index 33525a62..730dc178 100644
--- a/PluralKit.API/Controllers/v2/GroupControllerV2.cs
+++ b/PluralKit.API/Controllers/v2/GroupControllerV2.cs
@@ -78,6 +78,14 @@ namespace PluralKit.API
             var newGroup = await _repo.CreateGroup(system.Id, patch.Name.Value, conn);
             newGroup = await _repo.UpdateGroup(newGroup.Id, patch, conn);
 
+
+            _ = _dispatch.Dispatch(newGroup.Id, new UpdateDispatchData()
+            {
+                Event = DispatchEvent.CREATE_GROUP,
+                EventData = patch.ToJson(),
+            });
+
+
             await tx.CommitAsync();
 
             return Ok(newGroup.ToJson(LookupContext.ByOwner));
diff --git a/PluralKit.API/Controllers/v2/MemberControllerV2.cs b/PluralKit.API/Controllers/v2/MemberControllerV2.cs
index 94c92571..966ed588 100644
--- a/PluralKit.API/Controllers/v2/MemberControllerV2.cs
+++ b/PluralKit.API/Controllers/v2/MemberControllerV2.cs
@@ -60,6 +60,12 @@ namespace PluralKit.API
             var newMember = await _repo.CreateMember(system.Id, patch.Name.Value, conn);
             newMember = await _repo.UpdateMember(newMember.Id, patch, conn);
 
+            _ = _dispatch.Dispatch(newMember.Id, new()
+            {
+                Event = DispatchEvent.CREATE_MEMBER,
+                EventData = patch.ToJson(),
+            });
+
             await tx.CommitAsync();
 
             return Ok(newMember.ToJson(LookupContext.ByOwner, v: APIVersion.V2));
diff --git a/PluralKit.Bot/CommandSystem/ContextChecksExt.cs b/PluralKit.Bot/CommandSystem/ContextChecksExt.cs
index dacfaa76..b4a137ea 100644
--- a/PluralKit.Bot/CommandSystem/ContextChecksExt.cs
+++ b/PluralKit.Bot/CommandSystem/ContextChecksExt.cs
@@ -18,6 +18,12 @@ namespace PluralKit.Bot
             throw new PKError("This command can not be run in a DM.");
         }
 
+        public static Context CheckDMContext(this Context ctx)
+        {
+            if (ctx.Channel.GuildId == null) return ctx;
+            throw new PKError("This command must be run in a DM.");
+        }
+
         public static Context CheckSystemPrivacy(this Context ctx, PKSystem target, PrivacyLevel level)
         {
             if (level.CanAccess(ctx.LookupContextFor(target))) return ctx;
diff --git a/PluralKit.Bot/Commands/Token.cs b/PluralKit.Bot/Commands/Api.cs
similarity index 59%
rename from PluralKit.Bot/Commands/Token.cs
rename to PluralKit.Bot/Commands/Api.cs
index 8b4c8dfd..0b594d1c 100644
--- a/PluralKit.Bot/Commands/Token.cs
+++ b/PluralKit.Bot/Commands/Api.cs
@@ -1,3 +1,5 @@
+using System;
+using System.Text.RegularExpressions;
 using System.Threading.Tasks;
 
 using Myriad.Extensions;
@@ -9,14 +11,15 @@ using PluralKit.Core;
 
 namespace PluralKit.Bot
 {
-    public class Token
+    public class Api
     {
-        private readonly IDatabase _db;
         private readonly ModelRepository _repo;
-        public Token(IDatabase db, ModelRepository repo)
+        private readonly DispatchService _dispatch;
+        private static readonly Regex _webhookRegex = new("https://(?:\\w+.)?discord(?:app)?.com/api(?:/v.*)?/webhooks/(.*)");
+        public Api(ModelRepository repo, DispatchService dispatch)
         {
-            _db = db;
             _repo = repo;
+            _dispatch = dispatch;
         }
 
         public async Task GetToken(Context ctx)
@@ -91,5 +94,63 @@ namespace PluralKit.Bot
                     await ctx.Reply($"{Emojis.Error} Could not send token in DMs. Are your DMs closed?");
             }
         }
+
+        public async Task SystemWebhook(Context ctx)
+        {
+            ctx.CheckSystem().CheckDMContext();
+
+            if (!ctx.HasNext(false))
+            {
+                if (ctx.System.WebhookUrl == null)
+                    await ctx.Reply("Your system does not have a webhook URL set. Set one with `pk;system webhook <url>`!");
+                else
+                    await ctx.Reply($"Your system's webhook URL is <{ctx.System.WebhookUrl}>.");
+                return;
+            }
+
+            if (await ctx.MatchClear("your system's webhook URL"))
+            {
+                await _repo.UpdateSystem(ctx.System.Id, new()
+                {
+                    WebhookUrl = null,
+                    WebhookToken = null,
+                });
+
+                await ctx.Reply($"{Emojis.Success} System webhook URL removed.");
+                return;
+            }
+
+            var newUrl = ctx.RemainderOrNull();
+            if (!await DispatchExt.ValidateUri(newUrl))
+                throw new PKError($"The URL {newUrl.AsCode()} is invalid or I cannot access it. Are you sure this is a valid, publicly accessible URL?");
+
+            if (_webhookRegex.IsMatch(newUrl))
+                throw new PKError("PluralKit does not currently support setting a Discord webhook URL as your system's webhook URL.");
+
+            try
+            {
+                await _dispatch.DoPostRequest(ctx.System.Id, newUrl, null, true);
+            }
+            catch (Exception e)
+            {
+                throw new PKError($"Could not verify that the new URL is working: {e.Message}");
+            }
+
+            var newToken = StringUtils.GenerateToken();
+
+            await _repo.UpdateSystem(ctx.System.Id, new()
+            {
+                WebhookUrl = newUrl,
+                WebhookToken = newToken,
+            });
+
+            await ctx.Reply($"{Emojis.Success} Successfully the new webhook URL for your system."
+                + $"\n\n{Emojis.Warn} The following token is used to authenticate requests from PluralKit to you."
+                + " If it leaks, you should clear and re-set the webhook URL to get a new token."
+                + "\ntodo: add link to docs or something"
+            );
+
+            await ctx.Reply(newToken);
+        }
     }
 }
\ No newline at end of file
diff --git a/PluralKit.Bot/Commands/CommandTree.cs b/PluralKit.Bot/Commands/CommandTree.cs
index 4c81feaa..fc47b3c8 100644
--- a/PluralKit.Bot/Commands/CommandTree.cs
+++ b/PluralKit.Bot/Commands/CommandTree.cs
@@ -152,9 +152,9 @@ namespace PluralKit.Bot
                 return ctx.Execute<SystemLink>(Unlink, m => m.UnlinkAccount(ctx));
             if (ctx.Match("token"))
                 if (ctx.Match("refresh", "renew", "invalidate", "reroll", "regen"))
-                    return ctx.Execute<Token>(TokenRefresh, m => m.RefreshToken(ctx));
+                    return ctx.Execute<Api>(TokenRefresh, m => m.RefreshToken(ctx));
                 else
-                    return ctx.Execute<Token>(TokenGet, m => m.GetToken(ctx));
+                    return ctx.Execute<Api>(TokenGet, m => m.GetToken(ctx));
             if (ctx.Match("import"))
                 return ctx.Execute<ImportExport>(Import, m => m.Import(ctx));
             if (ctx.Match("export"))
@@ -286,6 +286,8 @@ namespace PluralKit.Bot
                 await ctx.Execute<SystemEdit>(SystemAvatar, m => m.Avatar(ctx));
             else if (ctx.Match("delete", "remove", "destroy", "erase", "yeet"))
                 await ctx.Execute<SystemEdit>(SystemDelete, m => m.Delete(ctx));
+            else if (ctx.Match("webhook", "hook"))
+                await ctx.Execute<Api>(null, m => m.SystemWebhook(ctx));
             else if (ctx.Match("timezone", "tz"))
                 await ctx.Execute<SystemEdit>(SystemTimezone, m => m.SystemTimezone(ctx));
             else if (ctx.Match("proxy"))
diff --git a/PluralKit.Bot/Commands/Groups.cs b/PluralKit.Bot/Commands/Groups.cs
index a7d21cc6..1f83f6d7 100644
--- a/PluralKit.Bot/Commands/Groups.cs
+++ b/PluralKit.Bot/Commands/Groups.cs
@@ -10,6 +10,8 @@ using Dapper;
 
 using Humanizer;
 
+using Newtonsoft.Json.Linq;
+
 using NodaTime;
 
 using Myriad.Builders;
@@ -24,13 +26,15 @@ namespace PluralKit.Bot
         private readonly ModelRepository _repo;
         private readonly EmbedService _embeds;
         private readonly HttpClient _client;
+        private readonly DispatchService _dispatch;
 
-        public Groups(IDatabase db, ModelRepository repo, EmbedService embeds, HttpClient client)
+        public Groups(IDatabase db, ModelRepository repo, EmbedService embeds, HttpClient client, DispatchService dispatch)
         {
             _db = db;
             _repo = repo;
             _embeds = embeds;
             _client = client;
+            _dispatch = dispatch;
         }
 
         public async Task CreateGroup(Context ctx)
@@ -59,6 +63,12 @@ namespace PluralKit.Bot
 
             var newGroup = await _repo.CreateGroup(ctx.System.Id, groupName);
 
+            _ = _dispatch.Dispatch(newGroup.Id, new UpdateDispatchData()
+            {
+                Event = DispatchEvent.CREATE_GROUP,
+                EventData = JObject.FromObject(new { name = groupName }),
+            });
+
             var eb = new EmbedBuilder()
                 .Description($"Your new group, **{groupName}**, has been created, with the group ID **`{newGroup.Hid}`**.\nBelow are a couple of useful commands:")
                 .Field(new("View the group card", $"> pk;group **{newGroup.Reference()}**"))
diff --git a/PluralKit.Bot/Commands/Member.cs b/PluralKit.Bot/Commands/Member.cs
index f46e034b..e600bcc6 100644
--- a/PluralKit.Bot/Commands/Member.cs
+++ b/PluralKit.Bot/Commands/Member.cs
@@ -21,13 +21,15 @@ namespace PluralKit.Bot
         private readonly ModelRepository _repo;
         private readonly EmbedService _embeds;
         private readonly HttpClient _client;
+        private readonly DispatchService _dispatch;
 
-        public Member(EmbedService embeds, IDatabase db, ModelRepository repo, HttpClient client)
+        public Member(EmbedService embeds, IDatabase db, ModelRepository repo, HttpClient client, DispatchService dispatch)
         {
             _embeds = embeds;
             _db = db;
             _repo = repo;
             _client = client;
+            _dispatch = dispatch;
         }
 
         public async Task NewMember(Context ctx)
@@ -62,12 +64,20 @@ namespace PluralKit.Bot
             // Try to match an image attached to the message
             var avatarArg = ctx.Message.Attachments.FirstOrDefault();
             Exception imageMatchError = null;
+            bool sentDispatch = false;
             if (avatarArg != null)
             {
                 try
                 {
                     await AvatarUtils.VerifyAvatarOrThrow(_client, avatarArg.Url);
-                    await _repo.UpdateMember(member.Id, new MemberPatch { AvatarUrl = avatarArg.Url });
+                    await _db.Execute(conn => _repo.UpdateMember(member.Id, new MemberPatch { AvatarUrl = avatarArg.Url }, conn));
+
+                    _ = _dispatch.Dispatch(member.Id, new()
+                    {
+                        Event = DispatchEvent.CREATE_MEMBER,
+                        EventData = JObject.FromObject(new { name = memberName, avatar_url = avatarArg.Url }),
+                    });
+                    sentDispatch = true;
                 }
                 catch (Exception e)
                 {
@@ -75,6 +85,13 @@ namespace PluralKit.Bot
                 }
             }
 
+            if (!sentDispatch)
+                _ = _dispatch.Dispatch(member.Id, new()
+                {
+                    Event = DispatchEvent.CREATE_MEMBER,
+                    EventData = JObject.FromObject(new { name = memberName }),
+                });
+
             // Send confirmation and space hint
             await ctx.Reply($"{Emojis.Success} Member \"{memberName}\" (`{member.Hid}`) registered! Check out the getting started page for how to get a member up and running: https://pluralkit.me/start#create-a-member");
             // todo: move this to ModelRepository
diff --git a/PluralKit.Bot/Modules.cs b/PluralKit.Bot/Modules.cs
index 6072a3a7..95d34e41 100644
--- a/PluralKit.Bot/Modules.cs
+++ b/PluralKit.Bot/Modules.cs
@@ -73,6 +73,7 @@ namespace PluralKit.Bot
             // Commands
             builder.RegisterType<CommandTree>().AsSelf();
             builder.RegisterType<Admin>().AsSelf();
+            builder.RegisterType<Api>().AsSelf();
             builder.RegisterType<Autoproxy>().AsSelf();
             builder.RegisterType<Checks>().AsSelf();
             builder.RegisterType<Fun>().AsSelf();
@@ -94,7 +95,6 @@ namespace PluralKit.Bot
             builder.RegisterType<SystemFront>().AsSelf();
             builder.RegisterType<SystemLink>().AsSelf();
             builder.RegisterType<SystemList>().AsSelf();
-            builder.RegisterType<Token>().AsSelf();
 
             // Bot core
             builder.RegisterType<Bot>().AsSelf().SingleInstance();
diff --git a/PluralKit.Bot/Proxy/ProxyService.cs b/PluralKit.Bot/Proxy/ProxyService.cs
index 3b13e95f..6b186a45 100644
--- a/PluralKit.Bot/Proxy/ProxyService.cs
+++ b/PluralKit.Bot/Proxy/ProxyService.cs
@@ -30,17 +30,19 @@ namespace PluralKit.Bot
         private readonly ModelRepository _repo;
         private readonly ILogger _logger;
         private readonly WebhookExecutorService _webhookExecutor;
+        private readonly DispatchService _dispatch;
         private readonly ProxyMatcher _matcher;
         private readonly IMetrics _metrics;
         private readonly IDiscordCache _cache;
         private readonly LastMessageCacheService _lastMessage;
         private readonly DiscordApiClient _rest;
 
-        public ProxyService(LogChannelService logChannel, ILogger logger, WebhookExecutorService webhookExecutor, IDatabase db,
+        public ProxyService(LogChannelService logChannel, ILogger logger, WebhookExecutorService webhookExecutor, DispatchService dispatch, IDatabase db,
             ProxyMatcher matcher, IMetrics metrics, ModelRepository repo, IDiscordCache cache, DiscordApiClient rest, LastMessageCacheService lastMessage)
         {
             _logChannel = logChannel;
             _webhookExecutor = webhookExecutor;
+            _dispatch = dispatch;
             _db = db;
             _matcher = matcher;
             _metrics = metrics;
@@ -297,6 +299,8 @@ namespace PluralKit.Bot
 
             Task LogMessageToChannel() => _logChannel.LogMessage(ctx, sentMessage, triggerMessage, proxyMessage).AsTask();
 
+            Task DispatchWebhook() => _dispatch.Dispatch(ctx.SystemId.Value, sentMessage);
+
             async Task DeleteProxyTriggerMessage()
             {
                 // Wait a second or so before deleting the original message
@@ -315,11 +319,11 @@ namespace PluralKit.Bot
             }
 
             // Run post-proxy actions (simultaneously; order doesn't matter)
-            // Note that only AddMessage is using our passed-in connection, careful not to pass it elsewhere and run into conflicts
             await Task.WhenAll(
                 DeleteProxyTriggerMessage(),
                 SaveMessageInDatabase(),
-                LogMessageToChannel()
+                LogMessageToChannel(),
+                DispatchWebhook()
             );
         }
 
diff --git a/PluralKit.Core/Database/Migrations/20.sql b/PluralKit.Core/Database/Migrations/20.sql
new file mode 100644
index 00000000..ea3c02e2
--- /dev/null
+++ b/PluralKit.Core/Database/Migrations/20.sql
@@ -0,0 +1,7 @@
+-- schema version 20: insert date
+-- add outgoing webhook to systems
+
+alter table systems add column webhook_url text;
+alter table systems add column webhook_token text;
+
+update info set schema_version = 20;
\ No newline at end of file
diff --git a/PluralKit.Core/Database/Repository/ModelRepository.Account.cs b/PluralKit.Core/Database/Repository/ModelRepository.Account.cs
index bba07815..2839df38 100644
--- a/PluralKit.Core/Database/Repository/ModelRepository.Account.cs
+++ b/PluralKit.Core/Database/Repository/ModelRepository.Account.cs
@@ -10,6 +10,7 @@ namespace PluralKit.Core
         {
             _logger.Information("Updated account {accountId}: {@AccountPatch}", id, patch);
             var query = patch.Apply(new Query("accounts").Where("uid", id));
+            _ = _dispatch.Dispatch(id, patch);
             await _db.ExecuteQuery(query, extraSql: "returning *");
         }
     }
diff --git a/PluralKit.Core/Database/Repository/ModelRepository.Group.cs b/PluralKit.Core/Database/Repository/ModelRepository.Group.cs
index ddf1f26d..f3bc27a3 100644
--- a/PluralKit.Core/Database/Repository/ModelRepository.Group.cs
+++ b/PluralKit.Core/Database/Repository/ModelRepository.Group.cs
@@ -2,12 +2,20 @@
 using System;
 using System.Threading.Tasks;
 
+using Newtonsoft.Json.Linq;
+
 using SqlKata;
 
 namespace PluralKit.Core
 {
     public partial class ModelRepository
     {
+        public Task<PKGroup?> GetGroup(GroupId id)
+        {
+            var query = new Query("groups").Where("id", id);
+            return _db.QueryFirst<PKGroup?>(query);
+        }
+
         public Task<PKGroup?> GetGroupByName(SystemId system, string name)
         {
             var query = new Query("groups").Where("system", system).WhereRaw("lower(name) = lower(?)", name.ToLower());
@@ -60,18 +68,31 @@ namespace PluralKit.Core
             return group;
         }
 
-        public Task<PKGroup> UpdateGroup(GroupId id, GroupPatch patch, IPKConnection? conn = null)
+        public async Task<PKGroup> UpdateGroup(GroupId id, GroupPatch patch, IPKConnection? conn = null)
         {
             _logger.Information("Updated {GroupId}: {@GroupPatch}", id, patch);
             var query = patch.Apply(new Query("groups").Where("id", id));
-            return _db.QueryFirst<PKGroup>(conn, query, extraSql: "returning *");
+            var group = await _db.QueryFirst<PKGroup>(conn, query, extraSql: "returning *");
+
+            if (conn == null)
+                _ = _dispatch.Dispatch(id, new()
+                {
+                    Event = DispatchEvent.UPDATE_GROUP,
+                    EventData = patch.ToJson(),
+                });
+            return group;
         }
 
-        public Task DeleteGroup(GroupId group)
+        public async Task DeleteGroup(GroupId group)
         {
+            var oldGroup = await GetGroup(group);
+
             _logger.Information("Deleted {GroupId}", group);
             var query = new Query("groups").AsDelete().Where("id", group);
-            return _db.ExecuteQuery(query);
+            await _db.ExecuteQuery(query);
+
+            if (oldGroup != null)
+                _ = _dispatch.Dispatch(oldGroup.System, oldGroup.Uuid, DispatchEvent.DELETE_GROUP);
         }
     }
 }
\ No newline at end of file
diff --git a/PluralKit.Core/Database/Repository/ModelRepository.Guild.cs b/PluralKit.Core/Database/Repository/ModelRepository.Guild.cs
index 851c83d2..df36dffc 100644
--- a/PluralKit.Core/Database/Repository/ModelRepository.Guild.cs
+++ b/PluralKit.Core/Database/Repository/ModelRepository.Guild.cs
@@ -39,14 +39,15 @@ namespace PluralKit.Core
             );
         }
 
-        public Task<SystemGuildSettings> UpdateSystemGuild(SystemId system, ulong guild, SystemGuildPatch patch)
+        public async Task<SystemGuildSettings> UpdateSystemGuild(SystemId system, ulong guild, SystemGuildPatch patch)
         {
             _logger.Information("Updated {SystemId} in guild {GuildId}: {@SystemGuildPatch}", system, guild, patch);
             var query = patch.Apply(new Query("system_guild").Where("system", system).Where("guild", guild));
-            return _db.QueryFirst<SystemGuildSettings>(query, extraSql: "returning *");
+            var settings = await _db.QueryFirst<SystemGuildSettings>(query, extraSql: "returning *");
+            _ = _dispatch.Dispatch(system, guild, patch);
+            return settings;
         }
 
-
         public Task<MemberGuildSettings> GetMemberGuild(ulong guild, MemberId member, bool defaultInsert = true)
         {
             if (!defaultInsert)
@@ -69,6 +70,7 @@ namespace PluralKit.Core
         {
             _logger.Information("Updated {MemberId} in guild {GuildId}: {@MemberGuildPatch}", member, guild, patch);
             var query = patch.Apply(new Query("member_guild").Where("member", member).Where("guild", guild));
+            _ = _dispatch.Dispatch(member, guild, patch);
             return _db.QueryFirst<MemberGuildSettings>(query, extraSql: "returning *");
         }
     }
diff --git a/PluralKit.Core/Database/Repository/ModelRepository.Member.cs b/PluralKit.Core/Database/Repository/ModelRepository.Member.cs
index d2cf4e4f..889f550b 100644
--- a/PluralKit.Core/Database/Repository/ModelRepository.Member.cs
+++ b/PluralKit.Core/Database/Repository/ModelRepository.Member.cs
@@ -1,7 +1,10 @@
 #nullable enable
 using System;
+using System.Collections.Generic;
 using System.Threading.Tasks;
 
+using Newtonsoft.Json.Linq;
+
 using SqlKata;
 
 namespace PluralKit.Core
@@ -46,6 +49,15 @@ namespace PluralKit.Core
             return _db.QueryFirst<PKMember?>(query);
         }
 
+        public Task<IEnumerable<Guid>> GetMemberGuids(IEnumerable<MemberId> ids)
+        {
+            var query = new Query("members")
+                .Select("uuid")
+                .WhereIn("id", ids);
+
+            return _db.Query<Guid>(query);
+        }
+
         public async Task<PKMember> CreateMember(SystemId systemId, string memberName, IPKConnection? conn = null)
         {
             var query = new Query("members").AsInsert(new
@@ -64,14 +76,27 @@ namespace PluralKit.Core
         {
             _logger.Information("Updated {MemberId}: {@MemberPatch}", id, patch);
             var query = patch.Apply(new Query("members").Where("id", id));
+
+            if (conn == null)
+                _ = _dispatch.Dispatch(id, new()
+                {
+                    Event = DispatchEvent.UPDATE_MEMBER,
+                    EventData = patch.ToJson(),
+                });
             return _db.QueryFirst<PKMember>(conn, query, extraSql: "returning *");
         }
 
-        public Task DeleteMember(MemberId id)
+        public async Task DeleteMember(MemberId id)
         {
+            var oldMember = await GetMember(id);
+
             _logger.Information("Deleted {MemberId}", id);
             var query = new Query("members").AsDelete().Where("id", id);
-            return _db.ExecuteQuery(query);
+            await _db.ExecuteQuery(query);
+
+            // shh, compiler
+            if (oldMember != null)
+                _ = _dispatch.Dispatch(oldMember.System, oldMember.Uuid, DispatchEvent.DELETE_MEMBER);
         }
     }
 }
\ No newline at end of file
diff --git a/PluralKit.Core/Database/Repository/ModelRepository.Switch.cs b/PluralKit.Core/Database/Repository/ModelRepository.Switch.cs
index 0a8a5533..8282d8ad 100644
--- a/PluralKit.Core/Database/Repository/ModelRepository.Switch.cs
+++ b/PluralKit.Core/Database/Repository/ModelRepository.Switch.cs
@@ -5,6 +5,8 @@ using System.Threading.Tasks;
 
 using Dapper;
 
+using Newtonsoft.Json.Linq;
+
 using NodaTime;
 
 using NpgsqlTypes;
@@ -42,8 +44,19 @@ namespace PluralKit.Core
             await tx.CommitAsync();
 
             _logger.Information("Created {SwitchId} in {SystemId}: {Members}", sw.Id, system, members);
+            _ = _dispatch.Dispatch(sw.Id, new()
+            {
+                Event = DispatchEvent.CREATE_SWITCH,
+                EventData = JObject.FromObject(new
+                {
+                    id = sw.Uuid.ToString(),
+                    timestamp = sw.Timestamp.FormatExport(),
+                    members = await GetMemberGuids(members),
+                }),
+            });
             return sw;
         }
+
         public async Task EditSwitch(IPKConnection conn, SwitchId switchId, IReadOnlyCollection<MemberId> members)
         {
             // Use a transaction here since we're doing multiple executed commands in one
@@ -69,28 +82,52 @@ namespace PluralKit.Core
             // Finally we commit the tx, since the using block will otherwise rollback it
             await tx.CommitAsync();
 
+            _ = _dispatch.Dispatch(switchId, new()
+            {
+                Event = DispatchEvent.UPDATE_SWITCH_MEMBERS,
+                EventData = JObject.FromObject(new
+                {
+                    members = await GetMemberGuids(members),
+                }),
+            });
+
             _logger.Information("Updated {SwitchId} members: {Members}", switchId, members);
         }
 
-        public Task MoveSwitch(SwitchId id, Instant time)
+        public async Task MoveSwitch(SwitchId id, Instant time)
         {
             _logger.Information("Updated {SwitchId} timestamp: {SwitchTimestamp}", id, time);
             var query = new Query("switches").AsUpdate(new { timestamp = time }).Where("id", id);
-            return _db.ExecuteQuery(query);
+            await _db.ExecuteQuery(query);
+            _ = _dispatch.Dispatch(id, new()
+            {
+                Event = DispatchEvent.UPDATE_SWITCH,
+                EventData = JObject.FromObject(new
+                {
+                    timestamp = time.FormatExport(),
+                }),
+            });
         }
 
-        public Task DeleteSwitch(SwitchId id)
+        public async Task DeleteSwitch(SwitchId id)
         {
-            _logger.Information("Deleted {Switch}", id);
+            var existingSwitch = await GetSwitch(id);
+
             var query = new Query("switches").AsDelete().Where("id", id);
-            return _db.ExecuteQuery(query);
+            await _db.ExecuteQuery(query);
+            _logger.Information("Deleted {Switch}", id);
+            _ = _dispatch.Dispatch(existingSwitch.System, existingSwitch.Uuid, DispatchEvent.DELETE_SWITCH);
         }
 
-        public Task DeleteAllSwitches(SystemId system)
+        public async Task DeleteAllSwitches(SystemId system)
         {
             _logger.Information("Deleted all switches in {SystemId}", system);
             var query = new Query("switches").AsDelete().Where("system", system);
-            return _db.ExecuteQuery(query);
+            await _db.ExecuteQuery(query);
+            _ = _dispatch.Dispatch(system, new UpdateDispatchData()
+            {
+                Event = DispatchEvent.DELETE_ALL_SWITCHES
+            });
         }
 
         public IAsyncEnumerable<PKSwitch> GetSwitches(SystemId system)
@@ -100,6 +137,9 @@ namespace PluralKit.Core
             return _db.QueryStream<PKSwitch>(query);
         }
 
+        public Task<PKSwitch?> GetSwitch(SwitchId id)
+            => _db.QueryFirst<PKSwitch?>(new Query("switches").Where("id", id));
+
         public Task<PKSwitch> GetSwitchByUuid(Guid uuid)
         {
             var query = new Query("switches").Where("uuid", uuid);
diff --git a/PluralKit.Core/Database/Repository/ModelRepository.System.cs b/PluralKit.Core/Database/Repository/ModelRepository.System.cs
index 805892c9..5ba19fc3 100644
--- a/PluralKit.Core/Database/Repository/ModelRepository.System.cs
+++ b/PluralKit.Core/Database/Repository/ModelRepository.System.cs
@@ -78,17 +78,27 @@ namespace PluralKit.Core
             });
             var system = await _db.QueryFirst<PKSystem>(conn, query, extraSql: "returning *");
             _logger.Information("Created {SystemId}", system.Id);
+
+            // no dispatch call here - system was just created, we don't have a webhook URL
             return system;
         }
 
-        public Task<PKSystem> UpdateSystem(SystemId id, SystemPatch patch, IPKConnection? conn = null)
+        public async Task<PKSystem> UpdateSystem(SystemId id, SystemPatch patch, IPKConnection? conn = null)
         {
             _logger.Information("Updated {SystemId}: {@SystemPatch}", id, patch);
             var query = patch.Apply(new Query("systems").Where("id", id));
-            return _db.QueryFirst<PKSystem>(conn, query, extraSql: "returning *");
+            var res = await _db.QueryFirst<PKSystem>(conn, query, extraSql: "returning *");
+
+            _ = _dispatch.Dispatch(id, new UpdateDispatchData()
+            {
+                Event = DispatchEvent.UPDATE_SYSTEM,
+                EventData = patch.ToJson(),
+            });
+
+            return res;
         }
 
-        public Task AddAccount(SystemId system, ulong accountId, IPKConnection? conn = null)
+        public async Task AddAccount(SystemId system, ulong accountId, IPKConnection? conn = null)
         {
             // We have "on conflict do nothing" since linking an account when it's already linked to the same system is idempotent
             // This is used in import/export, although the pk;link command checks for this case beforehand
@@ -100,7 +110,13 @@ namespace PluralKit.Core
             });
 
             _logger.Information("Linked account {UserId} to {SystemId}", accountId, system);
-            return _db.ExecuteQuery(conn, query, extraSql: "on conflict do nothing");
+            await _db.ExecuteQuery(conn, query, extraSql: "on conflict do nothing");
+
+            _ = _dispatch.Dispatch(system, new UpdateDispatchData()
+            {
+                Event = DispatchEvent.LINK_ACCOUNT,
+                EntityId = accountId.ToString(),
+            });
         }
 
         public async Task RemoveAccount(SystemId system, ulong accountId)
@@ -108,6 +124,11 @@ namespace PluralKit.Core
             var query = new Query("accounts").AsDelete().Where("uid", accountId).Where("system", system);
             await _db.ExecuteQuery(query);
             _logger.Information("Unlinked account {UserId} from {SystemId}", accountId, system);
+            _ = _dispatch.Dispatch(system, new UpdateDispatchData()
+            {
+                Event = DispatchEvent.UNLINK_ACCOUNT,
+                EntityId = accountId.ToString(),
+            });
         }
 
         public Task DeleteSystem(SystemId id)
diff --git a/PluralKit.Core/Database/Repository/ModelRepository.cs b/PluralKit.Core/Database/Repository/ModelRepository.cs
index a3a35574..51bbdae3 100644
--- a/PluralKit.Core/Database/Repository/ModelRepository.cs
+++ b/PluralKit.Core/Database/Repository/ModelRepository.cs
@@ -6,10 +6,12 @@ namespace PluralKit.Core
     {
         private readonly ILogger _logger;
         private readonly IDatabase _db;
-        public ModelRepository(ILogger logger, IDatabase db)
+        private readonly DispatchService _dispatch;
+        public ModelRepository(ILogger logger, IDatabase db, DispatchService dispatch)
         {
             _logger = logger.ForContext<ModelRepository>();
             _db = db;
+            _dispatch = dispatch;
         }
     }
 }
\ No newline at end of file
diff --git a/PluralKit.Core/Database/Utils/DatabaseMigrator.cs b/PluralKit.Core/Database/Utils/DatabaseMigrator.cs
index 40740b43..a76c329d 100644
--- a/PluralKit.Core/Database/Utils/DatabaseMigrator.cs
+++ b/PluralKit.Core/Database/Utils/DatabaseMigrator.cs
@@ -12,7 +12,7 @@ namespace PluralKit.Core
     internal class DatabaseMigrator
     {
         private const string RootPath = "PluralKit.Core.Database"; // "resource path" root for SQL files
-        private const int TargetSchemaVersion = 19;
+        private const int TargetSchemaVersion = 20;
         private readonly ILogger _logger;
 
         public DatabaseMigrator(ILogger logger)
diff --git a/PluralKit.Core/Dispatch/DispatchModels.cs b/PluralKit.Core/Dispatch/DispatchModels.cs
new file mode 100644
index 00000000..ce6ed715
--- /dev/null
+++ b/PluralKit.Core/Dispatch/DispatchModels.cs
@@ -0,0 +1,117 @@
+using System;
+using System.Linq;
+using System.Net;
+using System.Net.Http;
+using System.Net.Sockets;
+using System.Threading.Tasks;
+
+using Newtonsoft.Json;
+using Newtonsoft.Json.Linq;
+
+using NodaTime;
+
+namespace PluralKit.Core
+{
+    public enum DispatchEvent
+    {
+        PING,
+        UPDATE_SYSTEM,
+        CREATE_MEMBER,
+        UPDATE_MEMBER,
+        DELETE_MEMBER,
+        CREATE_GROUP,
+        UPDATE_GROUP,
+        UPDATE_GROUP_MEMBERS,
+        DELETE_GROUP,
+        LINK_ACCOUNT,
+        UNLINK_ACCOUNT,
+        UPDATE_SYSTEM_GUILD,
+        UPDATE_MEMBER_GUILD,
+        CREATE_MESSAGE,
+        CREATE_SWITCH,
+        UPDATE_SWITCH,
+        UPDATE_SWITCH_MEMBERS,
+        DELETE_SWITCH,
+        DELETE_ALL_SWITCHES,
+        SUCCESSFUL_IMPORT,
+    }
+
+    public struct UpdateDispatchData
+    {
+        public DispatchEvent Event;
+        public string SystemId;
+        public string? EntityId;
+        public ulong? GuildId;
+        public string SigningToken;
+        public JObject? EventData;
+    }
+
+    public static class DispatchExt
+    {
+        public static StringContent GetPayloadBody(this UpdateDispatchData data)
+        {
+            var o = new JObject();
+
+            o.Add("type", data.Event.ToString());
+            o.Add("signing_token", data.SigningToken);
+            o.Add("system_id", data.SystemId);
+            o.Add("id", data.EntityId);
+            o.Add("guild_id", data.GuildId);
+            o.Add("data", data.EventData);
+
+            return new StringContent(JsonConvert.SerializeObject(o));
+        }
+
+        public static JObject ToDispatchJson(this PKMessage msg, string memberRef)
+        {
+            var o = new JObject();
+
+            o.Add("timestamp", Instant.FromUnixTimeMilliseconds((long)(msg.Mid >> 22) + 1420070400000).FormatExport());
+            o.Add("id", msg.Mid.ToString());
+            o.Add("original", msg.OriginalMid.ToString());
+            o.Add("sender", msg.Sender.ToString());
+            o.Add("channel", msg.Channel.ToString());
+            o.Add("member", memberRef);
+
+            return o;
+        }
+
+        public static async Task<bool> ValidateUri(string url)
+        {
+            IPHostEntry host = null;
+
+            try
+            {
+                var uri = new Uri(url);
+                host = await Dns.GetHostEntryAsync(uri.DnsSafeHost);
+            }
+            catch (Exception)
+            {
+                return false;
+            }
+
+            if (host == null || host.AddressList.Length == 0)
+                return false;
+
+#pragma warning disable CS0618
+
+            foreach (var address in host.AddressList.Where(address => address.AddressFamily is AddressFamily.InterNetwork))
+            {
+                if ((address.Address & 0x7f000000) == 0x7f000000) // 127.0/8
+                    return false;
+                if ((address.Address & 0x0a000000) == 0x0a000000) // 10.0/8
+                    return false;
+                if ((address.Address & 0xa9fe0000) == 0xa9fe0000) // 169.254/16
+                    return false;
+                if ((address.Address & 0xac100000) == 0xac100000) // 172.16/12
+                    return false;
+            }
+
+            if (host.AddressList.Any(address => address.IsIPv6LinkLocal))
+                return false;
+
+            // we only support IPv4 in prod :(
+            return host.AddressList.Any(address => address.AddressFamily is AddressFamily.InterNetwork);
+        }
+    }
+}
\ No newline at end of file
diff --git a/PluralKit.Core/Dispatch/DispatchService.cs b/PluralKit.Core/Dispatch/DispatchService.cs
new file mode 100644
index 00000000..c911101b
--- /dev/null
+++ b/PluralKit.Core/Dispatch/DispatchService.cs
@@ -0,0 +1,232 @@
+using System;
+using System.Linq;
+using System.Collections.Generic;
+using System.Net.Http;
+using System.Threading.Tasks;
+
+using Autofac;
+
+using Serilog;
+
+namespace PluralKit.Core
+{
+    public class DispatchService
+    {
+        private readonly ILogger _logger;
+        private readonly ILifetimeScope _provider;
+        private readonly HttpClient _client = new();
+        public DispatchService(ILogger logger, ILifetimeScope provider, CoreConfig cfg)
+        {
+            _logger = logger;
+            _provider = provider;
+        }
+
+        public async Task DoPostRequest(SystemId system, string webhookUrl, HttpContent content, bool isVerify = false)
+        {
+            if (!await DispatchExt.ValidateUri(webhookUrl))
+            {
+                _logger.Warning("Failed to dispatch webhook for system {SystemId}: URL is invalid or points to a private address", system);
+                return;
+            }
+
+            try
+            {
+                await _client.PostAsync(webhookUrl, content);
+            }
+            catch (HttpRequestException e)
+            {
+                if (isVerify)
+                    throw;
+                else
+                    _logger.Error("Could not dispatch webhook request!", e);
+            }
+        }
+
+        public async Task Dispatch(SystemId systemId, UpdateDispatchData data)
+        {
+            if (data.EventData != null && data.EventData.Count == 0)
+                return;
+
+            var repo = _provider.Resolve<ModelRepository>();
+            var system = await repo.GetSystem(systemId);
+            if (system.WebhookUrl == null)
+                return;
+
+            data.SigningToken = system.WebhookToken;
+            data.SystemId = system.Uuid.ToString();
+
+            _logger.Debug("Dispatching webhook for system {SystemId}", systemId);
+            await DoPostRequest(system.Id, system.WebhookUrl, data.GetPayloadBody());
+        }
+
+        public async Task Dispatch(MemberId memberId, UpdateDispatchData data)
+        {
+            if (data.EventData != null && data.EventData.Count == 0)
+                return;
+
+            var repo = _provider.Resolve<ModelRepository>();
+            var member = await repo.GetMember(memberId);
+            var system = await repo.GetSystem(member.System);
+            if (system.WebhookUrl == null)
+                return;
+
+            data.SigningToken = system.WebhookToken;
+            data.SystemId = system.Uuid.ToString();
+            data.EntityId = member.Uuid.ToString();
+
+            _logger.Debug("Dispatching webhook for member {MemberId} (system {SystemId})", memberId, system.Id);
+            await DoPostRequest(system.Id, system.WebhookUrl, data.GetPayloadBody());
+        }
+
+        public async Task Dispatch(GroupId groupId, UpdateDispatchData data)
+        {
+            if (data.EventData != null && data.EventData.Count == 0)
+                return;
+
+            var repo = _provider.Resolve<ModelRepository>();
+            var group = await repo.GetGroup(groupId);
+            var system = await repo.GetSystem(group.System);
+            if (system.WebhookUrl == null)
+                return;
+
+            data.SigningToken = system.WebhookToken;
+            data.SystemId = system.Uuid.ToString();
+            data.EntityId = group.Uuid.ToString();
+
+            _logger.Debug("Dispatching webhook for group {GroupId} (system {SystemId})", groupId, system.Id);
+            await DoPostRequest(system.Id, system.WebhookUrl, data.GetPayloadBody());
+        }
+
+        public async Task Dispatch(Dictionary<GroupId, MemberId> dict, DispatchEvent evt)
+        {
+            var repo = _provider.Resolve<ModelRepository>();
+            var g = await repo.GetGroup(dict.Keys.FirstOrDefault());
+            var system = await repo.GetSystem(g.System);
+            if (system.WebhookUrl == null)
+                return;
+
+            var data = new UpdateDispatchData();
+            data.Event = DispatchEvent.UPDATE_GROUP_MEMBERS;
+            data.SystemId = system.Uuid.ToString();
+
+
+            _logger.Debug("Dispatching webhook for group member update (system {SystemId})", system.Id);
+            await DoPostRequest(system.Id, system.WebhookUrl, data.GetPayloadBody());
+        }
+
+        public async Task Dispatch(SwitchId swId, UpdateDispatchData data)
+        {
+            var repo = _provider.Resolve<ModelRepository>();
+            var sw = await repo.GetSwitch(swId);
+            var system = await repo.GetSystem(sw.System);
+            if (system.WebhookUrl == null)
+                return;
+
+            data.SigningToken = system.WebhookToken;
+            data.SystemId = system.Uuid.ToString();
+            data.EntityId = sw.Uuid.ToString();
+
+            _logger.Debug("Dispatching webhook for switch {SwitchId} (system {SystemId})", sw.Id, system.Id);
+            await DoPostRequest(system.Id, system.WebhookUrl, data.GetPayloadBody());
+        }
+
+        public async Task Dispatch(SystemId systemId, PKMessage newMessage)
+        {
+            var repo = _provider.Resolve<ModelRepository>();
+            var system = await repo.GetSystem(systemId);
+            if (system.WebhookUrl == null)
+                return;
+
+            var member = await repo.GetMember(newMessage.Member);
+
+            var data = new UpdateDispatchData();
+            data.Event = DispatchEvent.CREATE_MESSAGE;
+            data.SigningToken = system.WebhookToken;
+            data.SystemId = system.Uuid.ToString();
+            data.EventData = newMessage.ToDispatchJson(member.Uuid.ToString());
+
+            _logger.Debug("Dispatching webhook for message create (system {SystemId})", system.Id);
+            await DoPostRequest(system.Id, system.WebhookUrl, data.GetPayloadBody());
+        }
+
+        public async Task Dispatch(SystemId systemId, ulong guild_id, SystemGuildPatch patch)
+        {
+            var repo = _provider.Resolve<ModelRepository>();
+            var system = await repo.GetSystem(systemId);
+            if (system.WebhookUrl == null)
+                return;
+
+            string memberRef = null;
+            if (patch.AutoproxyMember.Value != null)
+            {
+                var member = await repo.GetMember(patch.AutoproxyMember.Value.Value);
+                memberRef = member.Uuid.ToString();
+            }
+
+            var data = new UpdateDispatchData();
+            data.Event = DispatchEvent.UPDATE_SYSTEM_GUILD;
+            data.SigningToken = system.WebhookToken;
+            data.SystemId = system.Uuid.ToString();
+            data.GuildId = guild_id;
+            data.EventData = patch.ToJson(memberRef);
+
+            _logger.Debug("Dispatching webhook for system {SystemId} in guild {GuildId}", system.Id, guild_id);
+            await DoPostRequest(system.Id, system.WebhookUrl, data.GetPayloadBody());
+        }
+
+        public async Task Dispatch(MemberId memberId, ulong guild_id, MemberGuildPatch patch)
+        {
+            var repo = _provider.Resolve<ModelRepository>();
+            var member = await repo.GetMember(memberId);
+            var system = await repo.GetSystem(member.System);
+            if (system.WebhookUrl == null)
+                return;
+
+            var data = new UpdateDispatchData();
+            data.Event = DispatchEvent.UPDATE_MEMBER_GUILD;
+            data.SigningToken = system.WebhookToken;
+            data.SystemId = system.Uuid.ToString();
+            data.EntityId = member.Uuid.ToString();
+            data.GuildId = guild_id;
+            data.EventData = patch.ToJson();
+
+            _logger.Debug("Dispatching webhook for member {MemberId} (system {SystemId}) in guild {GuildId}", member.Id, system.Id, guild_id);
+            await DoPostRequest(system.Id, system.WebhookUrl, data.GetPayloadBody());
+        }
+
+        public async Task Dispatch(ulong accountId, AccountPatch patch)
+        {
+            var repo = _provider.Resolve<ModelRepository>();
+            var system = await repo.GetSystemByAccount(accountId);
+            if (system.WebhookUrl == null)
+                return;
+
+            var data = new UpdateDispatchData();
+            data.Event = DispatchEvent.UPDATE_MEMBER_GUILD;
+            data.SigningToken = system.WebhookToken;
+            data.EntityId = accountId.ToString();
+            data.EventData = patch.ToJson();
+
+            _logger.Debug("Dispatching webhook for account {AccountId} (system {SystemId})", accountId, system.Id);
+            await DoPostRequest(system.Id, system.WebhookUrl, data.GetPayloadBody());
+        }
+
+        public async Task Dispatch(SystemId systemId, Guid uuid, DispatchEvent evt)
+        {
+            var repo = _provider.Resolve<ModelRepository>();
+            var system = await repo.GetSystem(systemId);
+            if (system.WebhookUrl == null)
+                return;
+
+            var data = new UpdateDispatchData();
+            data.Event = evt;
+
+            data.SigningToken = system.WebhookToken;
+            data.SystemId = system.Uuid.ToString();
+            data.EntityId = uuid.ToString();
+
+            _logger.Debug("Dispatching webhook for entity delete (system {SystemId})", system.Id);
+            await DoPostRequest(system.Id, system.WebhookUrl, data.GetPayloadBody());
+        }
+    }
+}
\ No newline at end of file
diff --git a/PluralKit.Core/Models/PKSystem.cs b/PluralKit.Core/Models/PKSystem.cs
index 3512669b..e743c9fc 100644
--- a/PluralKit.Core/Models/PKSystem.cs
+++ b/PluralKit.Core/Models/PKSystem.cs
@@ -46,6 +46,8 @@ namespace PluralKit.Core
         public string BannerImage { get; }
         public string Color { get; }
         public string Token { get; }
+        public string WebhookUrl { get; }
+        public string WebhookToken { get; }
         public Instant Created { get; }
         public string UiTz { get; set; }
         public bool PingsEnabled { get; }
@@ -100,6 +102,10 @@ namespace PluralKit.Core
 
                         if (ctx == LookupContext.ByOwner)
                         {
+                            // todo: should this be moved to a different JSON model?
+                            o.Add("webhook_url", system.WebhookUrl);
+                            o.Add("webhook_token", system.WebhookToken);
+
                             var p = new JObject();
 
                             p.Add("description_privacy", system.DescriptionPrivacy.ToJsonString());
diff --git a/PluralKit.Core/Models/Patch/AccountPatch.cs b/PluralKit.Core/Models/Patch/AccountPatch.cs
index 9f2480d0..a1dca69d 100644
--- a/PluralKit.Core/Models/Patch/AccountPatch.cs
+++ b/PluralKit.Core/Models/Patch/AccountPatch.cs
@@ -1,5 +1,7 @@
 using SqlKata;
 
+using Newtonsoft.Json.Linq;
+
 namespace PluralKit.Core
 {
     public class AccountPatch: PatchObject
@@ -9,5 +11,15 @@ namespace PluralKit.Core
         public override Query Apply(Query q) => q.ApplyPatch(wrapper => wrapper
             .With("allow_autoproxy", AllowAutoproxy)
         );
+
+        public JObject ToJson()
+        {
+            var o = new JObject();
+
+            if (AllowAutoproxy.IsPresent)
+                o.Add("allow_autoproxy", AllowAutoproxy.Value);
+
+            return o;
+        }
     }
 }
\ No newline at end of file
diff --git a/PluralKit.Core/Models/Patch/GroupPatch.cs b/PluralKit.Core/Models/Patch/GroupPatch.cs
index 293b3d66..507dcd4d 100644
--- a/PluralKit.Core/Models/Patch/GroupPatch.cs
+++ b/PluralKit.Core/Models/Patch/GroupPatch.cs
@@ -91,5 +91,51 @@ namespace PluralKit.Core
 
             return patch;
         }
+
+        public JObject ToJson()
+        {
+            var o = new JObject();
+
+            if (Name.IsPresent)
+                o.Add("name", Name.Value);
+            if (Hid.IsPresent)
+                o.Add("id", Hid.Value);
+            if (DisplayName.IsPresent)
+                o.Add("display_name", DisplayName.Value);
+            if (Description.IsPresent)
+                o.Add("description", Description.Value);
+            if (Icon.IsPresent)
+                o.Add("icon", Icon.Value);
+            if (BannerImage.IsPresent)
+                o.Add("banner", BannerImage.Value);
+            if (Color.IsPresent)
+                o.Add("color", Color.Value);
+
+            if (
+                   DescriptionPrivacy.IsPresent
+                || IconPrivacy.IsPresent
+                || ListPrivacy.IsPresent
+                || Visibility.IsPresent
+            )
+            {
+                var p = new JObject();
+
+                if (DescriptionPrivacy.IsPresent)
+                    p.Add("description_privacy", DescriptionPrivacy.Value.ToJsonString());
+
+                if (IconPrivacy.IsPresent)
+                    p.Add("icon_privacy", IconPrivacy.Value.ToJsonString());
+
+                if (ListPrivacy.IsPresent)
+                    p.Add("list_privacy", ListPrivacy.Value.ToJsonString());
+
+                if (Visibility.IsPresent)
+                    p.Add("visibilithy", Visibility.Value.ToJsonString());
+
+                o.Add("privacy", p);
+            }
+
+            return o;
+        }
     }
 }
\ No newline at end of file
diff --git a/PluralKit.Core/Models/Patch/MemberGuildPatch.cs b/PluralKit.Core/Models/Patch/MemberGuildPatch.cs
index 7a51df25..9b463128 100644
--- a/PluralKit.Core/Models/Patch/MemberGuildPatch.cs
+++ b/PluralKit.Core/Models/Patch/MemberGuildPatch.cs
@@ -38,5 +38,18 @@ namespace PluralKit.Core
 
             return patch;
         }
+
+        public JObject ToJson()
+        {
+            var o = new JObject();
+
+            if (DisplayName.IsPresent)
+                o.Add("display_name", DisplayName.Value);
+
+            if (AvatarUrl.IsPresent)
+                o.Add("avatar_url", AvatarUrl.Value);
+
+            return o;
+        }
     }
 }
\ No newline at end of file
diff --git a/PluralKit.Core/Models/Patch/MemberPatch.cs b/PluralKit.Core/Models/Patch/MemberPatch.cs
index edf47289..fe21266f 100644
--- a/PluralKit.Core/Models/Patch/MemberPatch.cs
+++ b/PluralKit.Core/Models/Patch/MemberPatch.cs
@@ -192,5 +192,77 @@ namespace PluralKit.Core
 
             return patch;
         }
+
+        public JObject ToJson()
+        {
+            var o = new JObject();
+
+            if (Name.IsPresent)
+                o.Add("name", Name.Value);
+            if (Hid.IsPresent)
+                o.Add("id", Hid.Value);
+            if (DisplayName.IsPresent)
+                o.Add("display_name", DisplayName.Value);
+            if (AvatarUrl.IsPresent)
+                o.Add("avatar_url", AvatarUrl.Value);
+            if (BannerImage.IsPresent)
+                o.Add("banner", BannerImage.Value);
+            if (Color.IsPresent)
+                o.Add("color", Color.Value);
+            if (Birthday.IsPresent)
+                o.Add("birthday", Birthday.Value?.FormatExport());
+            if (Pronouns.IsPresent)
+                o.Add("pronouns", Pronouns.Value);
+            if (Description.IsPresent)
+                o.Add("description", Description.Value);
+            if (ProxyTags.IsPresent)
+            {
+                var tagArray = new JArray();
+                foreach (var tag in ProxyTags.Value)
+                    tagArray.Add(new JObject { { "prefix", tag.Prefix }, { "suffix", tag.Suffix } });
+                o.Add("proxy_tags", tagArray);
+            }
+
+            if (KeepProxy.IsPresent)
+                o.Add("keep_proxy", KeepProxy.Value);
+
+            if (
+                   Visibility.IsPresent
+                || NamePrivacy.IsPresent
+                || DescriptionPrivacy.IsPresent
+                || PronounPrivacy.IsPresent
+                || BirthdayPrivacy.IsPresent
+                || AvatarPrivacy.IsPresent
+                || MetadataPrivacy.IsPresent
+            )
+            {
+                var p = new JObject();
+
+                if (Visibility.IsPresent)
+                    p.Add("visibility", Visibility.Value.ToJsonString());
+
+                if (NamePrivacy.IsPresent)
+                    p.Add("name_privacy", NamePrivacy.Value.ToJsonString());
+
+                if (DescriptionPrivacy.IsPresent)
+                    p.Add("description_privacy", DescriptionPrivacy.Value.ToJsonString());
+
+                if (PronounPrivacy.IsPresent)
+                    p.Add("pronoun_privacy", PronounPrivacy.Value.ToJsonString());
+
+                if (BirthdayPrivacy.IsPresent)
+                    p.Add("birthday_privacy", BirthdayPrivacy.Value.ToJsonString());
+
+                if (AvatarPrivacy.IsPresent)
+                    p.Add("avatar_privacy", AvatarPrivacy.Value.ToJsonString());
+
+                if (MetadataPrivacy.IsPresent)
+                    p.Add("metadata_privacy", MetadataPrivacy.Value.ToJsonString());
+
+                o.Add("privacy", p);
+            }
+
+            return o;
+        }
     }
 }
\ No newline at end of file
diff --git a/PluralKit.Core/Models/Patch/SystemGuildPatch.cs b/PluralKit.Core/Models/Patch/SystemGuildPatch.cs
index 3410fc6b..366ac033 100644
--- a/PluralKit.Core/Models/Patch/SystemGuildPatch.cs
+++ b/PluralKit.Core/Models/Patch/SystemGuildPatch.cs
@@ -55,5 +55,27 @@ namespace PluralKit.Core
 
             return patch;
         }
+
+        public JObject ToJson(string memberRef)
+        {
+            var o = new JObject();
+
+            if (ProxyEnabled.IsPresent)
+                o.Add("proxying_enabled", ProxyEnabled.Value);
+
+            if (AutoproxyMode.IsPresent)
+                o.Add("autoproxy_mode", AutoproxyMode.Value.ToString().ToLower());
+
+            if (AutoproxyMember.IsPresent)
+                o.Add("autoproxy_member", memberRef);
+
+            if (Tag.IsPresent)
+                o.Add("tag", Tag.Value);
+
+            if (TagEnabled.IsPresent)
+                o.Add("tag_enabled", TagEnabled.Value);
+
+            return o;
+        }
     }
 }
\ No newline at end of file
diff --git a/PluralKit.Core/Models/Patch/SystemPatch.cs b/PluralKit.Core/Models/Patch/SystemPatch.cs
index 65c7e535..77a4e9d6 100644
--- a/PluralKit.Core/Models/Patch/SystemPatch.cs
+++ b/PluralKit.Core/Models/Patch/SystemPatch.cs
@@ -20,6 +20,8 @@ namespace PluralKit.Core
         public Partial<string?> BannerImage { get; set; }
         public Partial<string?> Color { get; set; }
         public Partial<string?> Token { get; set; }
+        public Partial<string?> WebhookUrl { get; set; }
+        public Partial<string?> WebhookToken { get; set; }
         public Partial<string> UiTz { get; set; }
         public Partial<PrivacyLevel> DescriptionPrivacy { get; set; }
         public Partial<PrivacyLevel> MemberListPrivacy { get; set; }
@@ -40,6 +42,8 @@ namespace PluralKit.Core
             .With("banner_image", BannerImage)
             .With("color", Color)
             .With("token", Token)
+            .With("webhook_url", WebhookUrl)
+            .With("webhook_token", WebhookToken)
             .With("ui_tz", UiTz)
             .With("description_privacy", DescriptionPrivacy)
             .With("member_list_privacy", MemberListPrivacy)
@@ -126,5 +130,57 @@ namespace PluralKit.Core
 
             return patch;
         }
+
+        public JObject ToJson()
+        {
+            var o = new JObject();
+
+            if (Name.IsPresent)
+                o.Add("name", Name.Value);
+            if (Hid.IsPresent)
+                o.Add("id", Hid.Value);
+            if (Description.IsPresent)
+                o.Add("description", Description.Value);
+            if (Tag.IsPresent)
+                o.Add("tag", Tag.Value);
+            if (AvatarUrl.IsPresent)
+                o.Add("avatar_url", AvatarUrl.Value);
+            if (BannerImage.IsPresent)
+                o.Add("banner", BannerImage.Value);
+            if (Color.IsPresent)
+                o.Add("color", Color.Value);
+            if (UiTz.IsPresent)
+                o.Add("timezone", UiTz.Value);
+
+            if (
+                   DescriptionPrivacy.IsPresent
+                || MemberListPrivacy.IsPresent
+                || GroupListPrivacy.IsPresent
+                || FrontPrivacy.IsPresent
+                || FrontHistoryPrivacy.IsPresent
+            )
+            {
+                var p = new JObject();
+
+                if (DescriptionPrivacy.IsPresent)
+                    p.Add("description_privacy", DescriptionPrivacy.Value.ToJsonString());
+
+                if (MemberListPrivacy.IsPresent)
+                    p.Add("member_list_privacy", MemberListPrivacy.Value.ToJsonString());
+
+                if (GroupListPrivacy.IsPresent)
+                    p.Add("group_list_privacy", GroupListPrivacy.Value.ToJsonString());
+
+                if (FrontPrivacy.IsPresent)
+                    p.Add("front_privacy", FrontPrivacy.Value.ToJsonString());
+
+                if (FrontHistoryPrivacy.IsPresent)
+                    p.Add("front_history_privacy", FrontHistoryPrivacy.Value.ToJsonString());
+
+                o.Add("privacy", p);
+            }
+
+            return o;
+        }
     }
 }
\ No newline at end of file
diff --git a/PluralKit.Core/Modules/DataStoreModule.cs b/PluralKit.Core/Modules/DataStoreModule.cs
index 1daf5150..7f8b37a4 100644
--- a/PluralKit.Core/Modules/DataStoreModule.cs
+++ b/PluralKit.Core/Modules/DataStoreModule.cs
@@ -14,6 +14,8 @@ namespace PluralKit.Core
             builder.RegisterType<Database>().As<IDatabase>().SingleInstance();
             builder.RegisterType<ModelRepository>().AsSelf().SingleInstance();
 
+            builder.RegisterType<DispatchService>().AsSelf().SingleInstance();
+
             builder.Populate(new ServiceCollection().AddMemoryCache());
         }
     }
diff --git a/PluralKit.Core/Services/DataFileService.cs b/PluralKit.Core/Services/DataFileService.cs
index 7e96f8be..235b10cc 100644
--- a/PluralKit.Core/Services/DataFileService.cs
+++ b/PluralKit.Core/Services/DataFileService.cs
@@ -18,12 +18,14 @@ namespace PluralKit.Core
         private readonly IDatabase _db;
         private readonly ModelRepository _repo;
         private readonly ILogger _logger;
+        private readonly DispatchService _dispatch;
 
-        public DataFileService(IDatabase db, ModelRepository repo, ILogger logger)
+        public DataFileService(IDatabase db, ModelRepository repo, ILogger logger, DispatchService dispatch)
         {
             _db = db;
             _repo = repo;
             _logger = logger;
+            _dispatch = dispatch;
         }
 
         public async Task<JObject> ExportSystem(PKSystem system)
@@ -72,7 +74,7 @@ namespace PluralKit.Core
             await using var conn = await _db.Obtain();
             await using var tx = await conn.BeginTransactionAsync();
 
-            return await BulkImporter.PerformImport(conn, tx, _repo, _logger, userId, system, importFile, confirmFunc);
+            return await BulkImporter.PerformImport(conn, tx, _repo, _logger, _dispatch, userId, system, importFile, confirmFunc);
         }
 
     }
diff --git a/PluralKit.Core/Utils/BulkImporter/BulkImporter.cs b/PluralKit.Core/Utils/BulkImporter/BulkImporter.cs
index c7bae342..be609196 100644
--- a/PluralKit.Core/Utils/BulkImporter/BulkImporter.cs
+++ b/PluralKit.Core/Utils/BulkImporter/BulkImporter.cs
@@ -34,7 +34,7 @@ namespace PluralKit.Core
         private ImportResultNew _result = new();
 
         internal static async Task<ImportResultNew> PerformImport(IPKConnection conn, IPKTransaction tx, ModelRepository repo, ILogger logger,
-            ulong userId, PKSystem? system, JObject importFile, Func<string, Task> confirmFunc)
+            DispatchService dispatch, ulong userId, PKSystem? system, JObject importFile, Func<string, Task> confirmFunc)
         {
             await using var importer = new BulkImporter()
             {
@@ -82,6 +82,11 @@ namespace PluralKit.Core
                     throw new ImportException("File type is unknown.");
                 importer._result.Success = true;
                 await tx.CommitAsync();
+
+                _ = dispatch.Dispatch(system.Id, new UpdateDispatchData()
+                {
+                    Event = DispatchEvent.SUCCESSFUL_IMPORT
+                });
             }
             catch (ImportException e)
             {
diff --git a/docs/content/.vuepress/config.js b/docs/content/.vuepress/config.js
index b08f097b..bcb9debc 100644
--- a/docs/content/.vuepress/config.js
+++ b/docs/content/.vuepress/config.js
@@ -66,7 +66,7 @@ module.exports = {
           "/api/endpoints",
           "/api/models",
           "/api/errors",
-          // "/api/integrations",
+          "/api/dispatch",
           "/api/legacy"
         ]
       },
diff --git a/docs/content/api/dispatch.md b/docs/content/api/dispatch.md
new file mode 100644
index 00000000..e3b0b72c
--- /dev/null
+++ b/docs/content/api/dispatch.md
@@ -0,0 +1,60 @@
+---
+title: Dispatch
+permalink: /api/dispatch
+---
+
+# Dispatch Webhooks
+
+Dispatch webhooks are a way to get notified when you update your system information on PluralKit. It can be used for integrations where you want to perform some action when you run a bot command on Discord, but also don't want to (or can't) set up a Discord bot to listem to messages.
+
+You will need a publicly-accessible webserver that can receive and process JSON-formatted POST requests.
+
+## Security
+
+::: warning
+On the internet, security is important! Don't skip this section.
+:::
+
+To get dispatch events from PluralKit, you must set up a *public* HTTP endpoint. As such, anyone who knows the URL to the endpoint - **not only PluralKit** - can send POST requests and "pretend" to be PluralKit.
+
+For this reason, when you register a webhook URL, PluralKit generates a secret token, and then includes it with every event sent to you in the `signing_token` key. If you receive an event with an invalid `signing_token`, you **must** stop processing the request and **respond with a 401 status code**.
+
+PluralKit will send invalid requests to your endpoint, with `PING` event type, once in a while to confirm that you are correctly validating requests.
+
+## Dispatch Event Model
+
+|key|type|description|
+|---|---|---|
+|type|string|[event type](#dispatch-events)|
+|signing_token|string|the [signing token](#security) for your webhook URL|
+|system_id|string|the system ID associated with this event|
+|id|string?|the ID of the entity referenced by the event (can be a system/member/group/switch/Discord user ID)|
+|guild_id|snowflake?*|the ID of the guild where this event occurred|
+|data|object?|event data|
+
+\* only sent for guild settings update events. in message create events, the guild id is sent in the `data` object
+
+## Dispatch Events
+
+|name|description|content of `data` object|notes|
+|---|---|---|---|
+|PING|PluralKit is checking if your webhook URL is working.|null|Reply with a 200 status code if the `signing_token` is correct, or a 401 status code if it is invalid.|
+|UPDATE_SYSTEM|your system was updated|[system object](/api/models#system-model) only containing modififed keys|
+|CREATE_MEMBER|a new member was created|[member object](/api/models#member-model) only containing `name` key|new member ID can be found in the top-level `id` key`|
+|UPDATE_MEMBER|a member was updated|[member object](/api/models#member-model) only containing modified keys|member ID can be found in the top-level `id` key`|
+|DELETE_MEMBER|a member was deleted|null|old member ID can be found in the top-level `id` key`|
+|CREATE_GROUP|a new group was created|[group object](/api/models#group-model) only containing `name` key|new group ID can be found in the top-level `id` key`|
+|UPDATE_GROUP|a group was updated|[group object](/api/models#group-model) only containing modified keys|group ID can be found in the top-level `id` key`|
+|UPDATE_GROUP_MEMBERS|the member list of a group was updated|unknown|This event is currently non-functional|
+|DELETE_GROUP|a group was deleted|null|old group ID can be found in the top-level `id` key`|
+|LINK_ACCOUNT|a new Discord account was linked to your system|null|new account ID can be found in the top-level `id` key|
+|UNLINK_ACCOUNT|a Discord account was unlinked from your system|null|old account ID can be found in the top-level `id` key|
+|UPDATE_SYSTEM_GUILD|your system settings in a specific server were updated|[system guild settings](/api/models#system-guild-settings-model) with only modified keys|
+|UPDATE_MEMBER_GUILD|the settings for a member in a specific server were updated|[member guild settings](/api/models#member-guild-settings-model) with only modified keys|
+|CREATE_MESSAGE|a message was sent|[message object](/api/models#message-model)|
+|CREATE_SWITCH|a new switch was logged|[switch object](/api/models#switch-model)|
+|UPDATE_SWITCH|a switch was updated|[switch object](/api/models#switch-model) with only modified keys|
+|UPDATE_SWITCH_MEMBERS|the member list of a switch was updated|list of member IDs|
+|DELETE_SWITCH|a switch was deleted|null|old switch ID can be found in top-level `id` key|
+|DELETE_ALL_SWITCHES|your system's switches were bulk deleted|null|
+|SUCCESSFUL_IMPORT|some information was successfully imported through the `pk;import` command to your system|null|
diff --git a/docs/content/command-list.md b/docs/content/command-list.md
index 43cc999b..35cb0be7 100644
--- a/docs/content/command-list.md
+++ b/docs/content/command-list.md
@@ -135,6 +135,7 @@ Some arguments indicate the use of specific Discord features. These include:
 *(for using the [PluralKit API](./api-documentation.md), useful for developers)*
 - `pk;token` - DMs you a token for using the PluralKit API.
 - `pk;token refresh` - Refreshes your API token and invalidates the old one.
+- `pk;s webhook [url]` - Shows or updates the [dispatch webhook](/api/dispatch) URL for your system.
 
 ## Help
 - `pk;help` - Displays a basic help message describing how to use the bot.