diff --git a/crates/repo-actor/src/handlers/load_config_from_repo.rs b/crates/repo-actor/src/handlers/load_config_from_repo.rs
index 7213dad..4a64a45 100644
--- a/crates/repo-actor/src/handlers/load_config_from_repo.rs
+++ b/crates/repo-actor/src/handlers/load_config_from_repo.rs
@@ -2,7 +2,7 @@
 use actix::prelude::*;
 use tracing::Instrument as _;
 
-use crate as actor;
+use crate::{self as actor};
 
 impl Handler<actor::messages::LoadConfigFromRepo> for actor::RepoActor {
     type Result = ();
@@ -26,8 +26,10 @@ impl Handler<actor::messages::LoadConfigFromRepo> for actor::RepoActor {
                     actor::logger(&log, "send: LoadedConfig");
                     addr.do_send(actor::messages::ReceiveRepoConfig::new(repo_config))
                 }
-                Err(err) => tracing::warn!(?err, "Failed to load config"),
-                // TODO: (#95) should notify user
+                Err(err) => {
+                    tracing::warn!(?err, "Failed to load config");
+                    // self.notify_user(UserNotification::RepoConfigLoadFailure(err))
+                }
             }
         }
         .in_current_span()
diff --git a/crates/repo-actor/src/handlers/receive_ci_status.rs b/crates/repo-actor/src/handlers/receive_ci_status.rs
index 87418f8..b5fec18 100644
--- a/crates/repo-actor/src/handlers/receive_ci_status.rs
+++ b/crates/repo-actor/src/handlers/receive_ci_status.rs
@@ -1,5 +1,5 @@
 //
-use crate as actor;
+use crate::{self as actor, UserNotification};
 use actix::prelude::*;
 use git_next_git as git;
 
@@ -33,7 +33,7 @@ impl Handler<actor::messages::ReceiveCIStatus> for actor::RepoActor {
             }
             git::forge::commit::Status::Fail => {
                 tracing::warn!("Checks have failed");
-                // TODO: (#95) test: repo with next ahead of main and failing CI should notify user
+                self.notify_user(UserNotification::CICheckFailed(next));
                 actor::delay_send(
                     addr,
                     sleep_duration,
diff --git a/crates/repo-actor/src/handlers/register_webhook.rs b/crates/repo-actor/src/handlers/register_webhook.rs
index fda0af8..59edca2 100644
--- a/crates/repo-actor/src/handlers/register_webhook.rs
+++ b/crates/repo-actor/src/handlers/register_webhook.rs
@@ -2,7 +2,7 @@
 use actix::prelude::*;
 use tracing::Instrument as _;
 
-use crate as actor;
+use crate::{self as actor, messages::NotifyUser, UserNotification};
 use actor::{messages::RegisterWebhook, RepoActor};
 
 impl Handler<RegisterWebhook> for RepoActor {
@@ -10,11 +10,12 @@ impl Handler<RegisterWebhook> for RepoActor {
 
     fn handle(&mut self, _msg: RegisterWebhook, ctx: &mut Self::Context) -> Self::Result {
         if self.webhook_id.is_none() {
-            let forge_alias = self.repo_details.forge.forge_alias();
-            let repo_alias = &self.repo_details.repo_alias;
-            let webhook_url = self.webhook.url(forge_alias, repo_alias);
+            let forge_alias = self.repo_details.forge.forge_alias().clone();
+            let repo_alias = self.repo_details.repo_alias.clone();
+            let webhook_url = self.webhook.url(&forge_alias, &repo_alias);
             let forge = self.forge.duplicate();
             let addr = ctx.address();
+            let notify_user_recipient = self.notify_user_recipient.clone();
             let log = self.log.clone();
             tracing::debug!("registering webhook");
             async move {
@@ -27,13 +28,24 @@ impl Handler<RegisterWebhook> for RepoActor {
                             &log,
                         );
                     }
-                    Err(err) => tracing::warn!(?err, "registering webhook"),
+                    Err(err) => {
+                        let msg = NotifyUser::from(UserNotification::WebhookRegistration(
+                            forge_alias,
+                            repo_alias,
+                            err.to_string(),
+                        ));
+                        let log_message = format!("send: {:?}", msg);
+                        tracing::debug!(log_message);
+                        actor::logger(&log, log_message);
+                        if let Some(notify_user_recipient) = notify_user_recipient {
+                            notify_user_recipient.do_send(msg);
+                        }
+                    }
                 }
             }
             .in_current_span()
             .into_actor(self)
             .wait(ctx);
-            tracing::debug!("registering webhook done");
         }
     }
 }
diff --git a/crates/repo-actor/src/lib.rs b/crates/repo-actor/src/lib.rs
index 91b6f96..1d29adf 100644
--- a/crates/repo-actor/src/lib.rs
+++ b/crates/repo-actor/src/lib.rs
@@ -2,6 +2,7 @@ mod branch;
 pub mod handlers;
 mod load;
 pub mod messages;
+mod user_notification;
 
 #[cfg(test)]
 mod tests;
@@ -13,6 +14,8 @@ use actix::prelude::*;
 use derive_more::Deref;
 use git_next_config as config;
 use git_next_git as git;
+use messages::NotifyUser;
+pub use user_notification::UserNotification;
 
 use kxio::network::Network;
 use tracing::{info, warn, Instrument};
@@ -48,8 +51,10 @@ pub struct RepoActor {
     net: Network,
     forge: Box<dyn git::ForgeLike>,
     log: Option<RepoActorLog>,
+    notify_user_recipient: Option<Recipient<NotifyUser>>,
 }
 impl RepoActor {
+    #[allow(clippy::too_many_arguments)]
     pub fn new(
         repo_details: git::RepoDetails,
         forge: Box<dyn git::ForgeLike>,
@@ -58,6 +63,7 @@ impl RepoActor {
         net: Network,
         repository_factory: Box<dyn git::repository::RepositoryFactory>,
         sleep_duration: std::time::Duration,
+        notify_user_recipient: Option<Recipient<NotifyUser>>,
     ) -> Self {
         let message_token = messages::MessageToken::default();
         Self {
@@ -76,6 +82,13 @@ impl RepoActor {
             net,
             sleep_duration,
             log: None,
+            notify_user_recipient,
+        }
+    }
+
+    fn notify_user(&mut self, user_notification: UserNotification) {
+        if let Some(recipient) = &self.notify_user_recipient {
+            recipient.do_send(NotifyUser::from(user_notification));
         }
     }
 }
diff --git a/crates/repo-actor/src/messages.rs b/crates/repo-actor/src/messages.rs
index 06e79c5..7a61491 100644
--- a/crates/repo-actor/src/messages.rs
+++ b/crates/repo-actor/src/messages.rs
@@ -6,6 +6,8 @@ use git_next_actor_macros::message;
 use git_next_config as config;
 use git_next_git as git;
 
+use crate::UserNotification;
+
 message!(LoadConfigFromRepo: "Request to load the `git-next.toml` from the git repo.");
 message!(CloneRepo: "Request to clone (or open) the git repo.");
 message!(ReceiveRepoConfig: config::RepoConfig: r#"Notification that the `git-next.toml` file has been loaded from the repo and parsed.
@@ -63,3 +65,4 @@ Contains a tuple of the commit that was checked (the tip of the `next` branch) a
 message!(AdvanceNext: (git::Commit, Vec<git::Commit>): "Request to advance the `next` branch on to the next commit on the `dev branch."); // next commit and the dev commit history
 message!(AdvanceMain: git::Commit: "Request to advance the `main` branch on to same commit as the `next` branch."); // next commit
 message!(WebhookNotification: config::webhook::forge_notification::ForgeNotification: "Notification of a webhook message from the forge.");
+message!(NotifyUser: UserNotification: "Request to send the message payload to the notification webhook");
diff --git a/crates/repo-actor/src/tests/given.rs b/crates/repo-actor/src/tests/given.rs
index 4d56efa..44a8aa8 100644
--- a/crates/repo-actor/src/tests/given.rs
+++ b/crates/repo-actor/src/tests/given.rs
@@ -209,6 +209,7 @@ pub fn a_repo_actor(
             net,
             repository_factory,
             std::time::Duration::from_nanos(1),
+            None,
         )
         .with_log(actors_log),
         log,
diff --git a/crates/repo-actor/src/tests/handlers/register_webhook.rs b/crates/repo-actor/src/tests/handlers/register_webhook.rs
index 677f5b3..fea8568 100644
--- a/crates/repo-actor/src/tests/handlers/register_webhook.rs
+++ b/crates/repo-actor/src/tests/handlers/register_webhook.rs
@@ -36,7 +36,6 @@ async fn when_registered_ok_should_send_webhook_registered() -> TestResult {
 }
 
 #[actix::test]
-#[ignore] //TODO: (#95) should notify user
 async fn when_registered_error_should_send_notify_user() -> TestResult {
     //given
     let fs = given::a_filesystem();
diff --git a/crates/repo-actor/src/user_notification.rs b/crates/repo-actor/src/user_notification.rs
new file mode 100644
index 0000000..f4a91e6
--- /dev/null
+++ b/crates/repo-actor/src/user_notification.rs
@@ -0,0 +1,9 @@
+use git_next_config::{ForgeAlias, RepoAlias};
+use git_next_git::Commit;
+
+#[derive(Clone, Debug, PartialEq, Eq)]
+pub enum UserNotification {
+    CICheckFailed(Commit),
+    RepoConfigLoadFailure(String),
+    WebhookRegistration(ForgeAlias, RepoAlias, String),
+}
diff --git a/crates/server-actor/src/handlers/file_updated.rs b/crates/server-actor/src/handlers/file_updated.rs
index fc96f8d..8eda627 100644
--- a/crates/server-actor/src/handlers/file_updated.rs
+++ b/crates/server-actor/src/handlers/file_updated.rs
@@ -3,9 +3,9 @@ use actix::prelude::*;
 use git_next_config::server::ServerConfig;
 use git_next_file_watcher_actor::FileUpdated;
 
-use crate::{messages::ReceiveServerConfig, Server};
+use crate::{messages::ReceiveServerConfig, ServerActor};
 
-impl Handler<FileUpdated> for Server {
+impl Handler<FileUpdated> for ServerActor {
     type Result = ();
 
     fn handle(&mut self, _msg: FileUpdated, ctx: &mut Self::Context) -> Self::Result {
diff --git a/crates/server-actor/src/handlers/mod.rs b/crates/server-actor/src/handlers/mod.rs
index c92aeeb..dcdcab6 100644
--- a/crates/server-actor/src/handlers/mod.rs
+++ b/crates/server-actor/src/handlers/mod.rs
@@ -1,4 +1,5 @@
 mod file_updated;
+mod notify_user;
 mod receive_server_config;
 mod receive_valid_server_config;
 mod shutdown;
diff --git a/crates/webhook-actor/src/handlers/notify_user.rs b/crates/server-actor/src/handlers/notify_user.rs
similarity index 53%
rename from crates/webhook-actor/src/handlers/notify_user.rs
rename to crates/server-actor/src/handlers/notify_user.rs
index adf866a..23ee70f 100644
--- a/crates/webhook-actor/src/handlers/notify_user.rs
+++ b/crates/server-actor/src/handlers/notify_user.rs
@@ -1,12 +1,14 @@
 //
 use actix::prelude::*;
+use git_next_repo_actor::messages::NotifyUser;
 
-use crate::{messages::NotifyUser, WebhookActor};
+use crate::ServerActor;
 
-impl Handler<NotifyUser> for WebhookActor {
+impl Handler<NotifyUser> for ServerActor {
     type Result = ();
 
     fn handle(&mut self, _msg: NotifyUser, _ctx: &mut Self::Context) -> Self::Result {
         // TODO: (#95) should notify user
+        // send post to notification webhook url
     }
 }
diff --git a/crates/server-actor/src/handlers/receive_server_config.rs b/crates/server-actor/src/handlers/receive_server_config.rs
index 9ac9c03..dbf26e6 100644
--- a/crates/server-actor/src/handlers/receive_server_config.rs
+++ b/crates/server-actor/src/handlers/receive_server_config.rs
@@ -2,10 +2,10 @@ use actix::prelude::*;
 
 use crate::{
     messages::{ReceiveServerConfig, ReceiveValidServerConfig, ValidServerConfig},
-    Server,
+    ServerActor,
 };
 
-impl Handler<ReceiveServerConfig> for Server {
+impl Handler<ReceiveServerConfig> for ServerActor {
     type Result = ();
 
     #[allow(clippy::cognitive_complexity)]
diff --git a/crates/server-actor/src/handlers/receive_valid_server_config.rs b/crates/server-actor/src/handlers/receive_valid_server_config.rs
index 0fca499..7fab4b1 100644
--- a/crates/server-actor/src/handlers/receive_valid_server_config.rs
+++ b/crates/server-actor/src/handlers/receive_valid_server_config.rs
@@ -3,13 +3,13 @@ use git_next_webhook_actor::{AddWebhookRecipient, ShutdownWebhook, WebhookActor,
 
 use crate::{
     messages::{ReceiveValidServerConfig, ValidServerConfig},
-    Server,
+    ServerActor,
 };
 
-impl Handler<ReceiveValidServerConfig> for Server {
+impl Handler<ReceiveValidServerConfig> for ServerActor {
     type Result = ();
 
-    fn handle(&mut self, msg: ReceiveValidServerConfig, _ctx: &mut Self::Context) -> Self::Result {
+    fn handle(&mut self, msg: ReceiveValidServerConfig, ctx: &mut Self::Context) -> Self::Result {
         let ValidServerConfig {
             server_config,
             socket_address,
@@ -26,7 +26,13 @@ impl Handler<ReceiveValidServerConfig> for Server {
         // Forge Actors
         for (forge_alias, forge_config) in server_config.forges() {
             let repo_actors = self
-                .create_forge_repos(forge_config, forge_alias.clone(), &server_storage, webhook)
+                .create_forge_repos(
+                    forge_config,
+                    forge_alias.clone(),
+                    &server_storage,
+                    webhook,
+                    ctx.address().recipient(),
+                )
                 .into_iter()
                 .map(|a| self.start_actor(a))
                 .collect::<Vec<_>>();
diff --git a/crates/server-actor/src/handlers/shutdown.rs b/crates/server-actor/src/handlers/shutdown.rs
index 652a4fd..f046037 100644
--- a/crates/server-actor/src/handlers/shutdown.rs
+++ b/crates/server-actor/src/handlers/shutdown.rs
@@ -2,9 +2,9 @@
 use actix::prelude::*;
 use git_next_webhook_actor::ShutdownWebhook;
 
-use crate::{messages::Shutdown, Server};
+use crate::{messages::Shutdown, ServerActor};
 
-impl Handler<Shutdown> for Server {
+impl Handler<Shutdown> for ServerActor {
     type Result = ();
 
     fn handle(&mut self, _msg: Shutdown, _ctx: &mut Self::Context) -> Self::Result {
diff --git a/crates/server-actor/src/lib.rs b/crates/server-actor/src/lib.rs
index 47bae97..597d048 100644
--- a/crates/server-actor/src/lib.rs
+++ b/crates/server-actor/src/lib.rs
@@ -10,6 +10,7 @@ use git_next_config as config;
 use git_next_config::server::{InboundWebhook, ServerConfig, ServerStorage};
 use git_next_config::{ForgeAlias, ForgeConfig, GitDir, RepoAlias, ServerRepoConfig};
 use git_next_git::{Generation, RepoDetails};
+use git_next_repo_actor::messages::NotifyUser;
 use git_next_repo_actor::{messages::CloneRepo, RepoActor};
 use git_next_webhook_actor as webhook;
 use kxio::{fs::FileSystem, network::Network};
@@ -43,7 +44,7 @@ type Result<T> = core::result::Result<T, Error>;
 
 #[derive(derive_with::With)]
 #[with(message_log)]
-pub struct Server {
+pub struct ServerActor {
     generation: Generation,
     webhook: Option<Addr<WebhookActor>>,
     fs: FileSystem,
@@ -55,11 +56,11 @@ pub struct Server {
     // testing
     message_log: Option<Arc<RwLock<Vec<String>>>>,
 }
-impl Actor for Server {
+impl Actor for ServerActor {
     type Context = Context<Self>;
 }
 
-impl Server {
+impl ServerActor {
     pub fn new(
         fs: FileSystem,
         net: Network,
@@ -105,6 +106,7 @@ impl Server {
         forge_name: ForgeAlias,
         server_storage: &ServerStorage,
         webhook: &InboundWebhook,
+        notify_user_recipient: Recipient<NotifyUser>,
     ) -> Vec<(ForgeAlias, RepoAlias, RepoActor)> {
         let span =
             tracing::info_span!("create_forge_repos", name = %forge_name, config = %forge_config);
@@ -114,7 +116,11 @@ impl Server {
         let mut repos = vec![];
         let creator = self.create_actor(forge_name, forge_config.clone(), server_storage, webhook);
         for (repo_alias, server_repo_config) in forge_config.repos() {
-            let forge_repo = creator((repo_alias, server_repo_config));
+            let forge_repo = creator((
+                repo_alias,
+                server_repo_config,
+                notify_user_recipient.clone(),
+            ));
             info!(
                 alias = %forge_repo.1,
                 "Created Repo"
@@ -130,14 +136,17 @@ impl Server {
         forge_config: ForgeConfig,
         server_storage: &ServerStorage,
         webhook: &InboundWebhook,
-    ) -> impl Fn((RepoAlias, &ServerRepoConfig)) -> (ForgeAlias, RepoAlias, RepoActor) {
+    ) -> impl Fn(
+        (RepoAlias, &ServerRepoConfig, Recipient<NotifyUser>),
+    ) -> (ForgeAlias, RepoAlias, RepoActor) {
         let server_storage = server_storage.clone();
         let webhook = webhook.clone();
         let net = self.net.clone();
         let repository_factory = self.repository_factory.duplicate();
         let generation = self.generation;
         let sleep_duration = self.sleep_duration;
-        move |(repo_alias, server_repo_config)| {
+        // let notify_user_recipient = server_addr.recipient();
+        move |(repo_alias, server_repo_config, notify_user_recipient)| {
             let span = tracing::info_span!("create_actor", alias = %repo_alias, config = %server_repo_config);
             let _guard = span.enter();
             info!("Creating Repo");
@@ -173,6 +182,7 @@ impl Server {
                 net.clone(),
                 repository_factory.duplicate(),
                 sleep_duration,
+                Some(notify_user_recipient),
             );
             (forge_name.clone(), repo_alias, actor)
         }
diff --git a/crates/server-actor/src/tests/receive_server_config.rs b/crates/server-actor/src/tests/receive_server_config.rs
index de3f483..c6164f0 100644
--- a/crates/server-actor/src/tests/receive_server_config.rs
+++ b/crates/server-actor/src/tests/receive_server_config.rs
@@ -1,5 +1,5 @@
 //
-use crate::{tests::given, ReceiveServerConfig, Server};
+use crate::{tests::given, ReceiveServerConfig, ServerActor};
 use actix::prelude::*;
 use git_next_config::server::{Http, InboundWebhook, Notification, ServerConfig, ServerStorage};
 use std::{
@@ -17,7 +17,7 @@ async fn when_webhook_url_has_trailing_slash_should_not_send() {
     let duration = std::time::Duration::from_millis(1);
 
     // sut
-    let server = Server::new(fs.clone(), net.into(), repo, duration);
+    let server = ServerActor::new(fs.clone(), net.into(), repo, duration);
 
     // collaborators
     let http = Http::new("0.0.0.0".to_string(), 80);
diff --git a/crates/server/src/lib.rs b/crates/server/src/lib.rs
index 2506ea4..ce967fe 100644
--- a/crates/server/src/lib.rs
+++ b/crates/server/src/lib.rs
@@ -1,7 +1,7 @@
 //
 use actix::prelude::*;
 use git_next_file_watcher_actor::{FileUpdated, FileWatcher};
-use git_next_server_actor::Server;
+use git_next_server_actor::ServerActor;
 use kxio::{fs::FileSystem, network::Network};
 use std::path::PathBuf;
 use tracing::{error, info, level_filters::LevelFilter};
@@ -40,7 +40,7 @@ pub fn start(
 
     info!("Starting Server...");
     let execution = async move {
-        let server = Server::new(fs.clone(), net.clone(), repo, sleep_duration).start();
+        let server = ServerActor::new(fs.clone(), net.clone(), repo, sleep_duration).start();
         server.do_send(FileUpdated);
 
         info!("Starting File Watcher...");
diff --git a/crates/webhook-actor/src/handlers/mod.rs b/crates/webhook-actor/src/handlers/mod.rs
index 3fa9272..418e9f6 100644
--- a/crates/webhook-actor/src/handlers/mod.rs
+++ b/crates/webhook-actor/src/handlers/mod.rs
@@ -1,2 +1 @@
-mod notify_user;
 mod shutdown_webhook;
diff --git a/crates/webhook-actor/src/messages.rs b/crates/webhook-actor/src/messages.rs
index 82af9c1..97cf082 100644
--- a/crates/webhook-actor/src/messages.rs
+++ b/crates/webhook-actor/src/messages.rs
@@ -2,5 +2,3 @@
 use git_next_actor_macros::message;
 
 message!(ShutdownWebhook: "Request to shutdown the Webhook actor");
-
-message!(NotifyUser: String: "Request to send the message payload to the notification webhook");