diff --git a/crates/ely_app/src/shell/bookmark_files.rs b/crates/ely_app/src/shell/bookmark_files.rs
index de7e605..f7b85eb 100644
--- a/crates/ely_app/src/shell/bookmark_files.rs
+++ b/crates/ely_app/src/shell/bookmark_files.rs
@@ -184,7 +184,10 @@ impl ElyShell {
         };
 
         match import_result {
-            Ok(message) => self.set_bookmark_file_notice(message, cx),
+            Ok(message) => {
+                self.set_bookmark_file_notice(message, cx);
+                self.schedule_cloud_sync_upload(cx);
+            }
             Err(error) => self.set_bookmark_file_error(error, cx),
         }
     }
diff --git a/crates/ely_app/src/shell/bookmarks.rs b/crates/ely_app/src/shell/bookmarks.rs
index 22fe0a5..0820d4c 100644
--- a/crates/ely_app/src/shell/bookmarks.rs
+++ b/crates/ely_app/src/shell/bookmarks.rs
@@ -91,9 +91,11 @@ impl ElyShell {
             ShellState::StartupError(message) => Err(message.clone()),
         };
 
+        let updated = result.is_ok();
         self.bookmark_edit_error = result.err();
-        if self.bookmark_edit_error.is_none() {
+        if updated {
             self.pending_bookmark_edit = None;
+            self.schedule_cloud_sync_upload(cx);
         }
         cx.notify();
     }
diff --git a/crates/ely_app/src/shell/mod.rs b/crates/ely_app/src/shell/mod.rs
index a2814c9..10a5033 100644
--- a/crates/ely_app/src/shell/mod.rs
+++ b/crates/ely_app/src/shell/mod.rs
@@ -105,6 +105,10 @@ pub struct ElyShell {
     /// `tick_external_web_surfaces`.
     sync_inbox_rx: std::sync::mpsc::Receiver<SyncStateUpdate>,
     pub(crate) sync_inbox_tx: std::sync::mpsc::Sender<SyncStateUpdate>,
+    sync_upload_scheduled: bool,
+    sync_upload_in_flight: bool,
+    sync_upload_pending: bool,
+    sync_upload_pending_logical_clock_floor: Option<u64>,
     pub(crate) auth_email_input: Entity<InputState>,
     pub(crate) auth_otp_input: Entity<InputState>,
     pub(crate) auth_flow_phase: auth::AuthFlowPhase,
@@ -178,6 +182,7 @@ impl ElyShell {
 
                 if sync_address {
                     shell.sync_address_input(window, cx);
+                    shell.schedule_cloud_sync_upload(cx);
                 }
 
                 cx.notify();
@@ -231,6 +236,10 @@ impl ElyShell {
             web_surfaces: WebSurfaceStore::new(),
             sync_inbox_rx,
             sync_inbox_tx,
+            sync_upload_scheduled: false,
+            sync_upload_in_flight: false,
+            sync_upload_pending: false,
+            sync_upload_pending_logical_clock_floor: None,
             auth_email_input,
             auth_otp_input,
             auth_flow_phase: auth::AuthFlowPhase::Idle,
@@ -245,84 +254,6 @@ impl ElyShell {
         shell
     }
 
-    /// Drain any sync upload outcomes the off-thread worker pushed
-    /// since the previous tick and stamp the resulting connection
-    /// state on `BrowserCore`. Returns `true` when at least one
-    /// update was applied so callers can `cx.notify()` accordingly.
-    pub(super) fn drain_sync_updates(&mut self) -> bool {
-        let mut latest_connection: Option<ely_domain::SyncConnectionState> = None;
-        let mut auth_changed = false;
-        let mut trigger_initial_sync = false;
-        let mut trigger_merged_upload = None;
-        while let Ok(update) = self.sync_inbox_rx.try_recv() {
-            match update {
-                SyncStateUpdate::SignedOut => {
-                    latest_connection = Some(ely_domain::SyncConnectionState::SignedOut);
-                }
-                SyncStateUpdate::AwaitingDeviceApproval => {
-                    latest_connection =
-                        Some(ely_domain::SyncConnectionState::AwaitingDeviceApproval);
-                }
-                SyncStateUpdate::RemoteSnapshot { bytes, logical_clock } => {
-                    if let ShellState::Ready(core) = &mut self.state {
-                        match core.apply_sync_snapshot_bytes(&bytes) {
-                            Ok(summary) => {
-                                tracing::info!(
-                                    target: "ely::sync",
-                                    imported = summary.imported(),
-                                    updated = summary.updated(),
-                                    skipped = summary.skipped(),
-                                    "remote snapshot applied",
-                                );
-                                trigger_merged_upload = Some(logical_clock);
-                            }
-                            Err(error) => {
-                                latest_connection =
-                                    Some(ely_domain::SyncConnectionState::SyncError {
-                                        message: error.to_string(),
-                                    });
-                            }
-                        }
-                    }
-                }
-                SyncStateUpdate::SyncReady { last_synced_at_secs } => {
-                    latest_connection =
-                        Some(ely_domain::SyncConnectionState::SyncReady { last_synced_at_secs });
-                }
-                SyncStateUpdate::SyncError { message } => {
-                    latest_connection =
-                        Some(ely_domain::SyncConnectionState::SyncError { message });
-                }
-                SyncStateUpdate::AuthOtpSent { email } => {
-                    self.auth_flow_phase = auth::AuthFlowPhase::AwaitingOtp { email };
-                    auth_changed = true;
-                }
-                SyncStateUpdate::AuthSucceeded { email } => {
-                    self.auth_flow_phase = auth::AuthFlowPhase::Idle;
-                    latest_connection = Some(ely_domain::SyncConnectionState::SignedIn);
-                    trigger_initial_sync = true;
-                    tracing::info!(target: "ely::sync", email = %email, "email OTP sign-in succeeded");
-                    auth_changed = true;
-                }
-                SyncStateUpdate::AuthError { email, message } => {
-                    self.auth_flow_phase = auth::AuthFlowPhase::Error { email, message };
-                    auth_changed = true;
-                }
-            }
-        }
-        if let (Some(state), ShellState::Ready(core)) = (latest_connection, &mut self.state) {
-            core.set_sync_connection_state(state);
-        }
-        if trigger_initial_sync {
-            self.trigger_cloud_sync_upload();
-        }
-        let merged_upload_requested = trigger_merged_upload.is_some();
-        if let Some(logical_clock_floor) = trigger_merged_upload {
-            self.trigger_cloud_sync_upload_after_remote(logical_clock_floor);
-        }
-        auth_changed || trigger_initial_sync || merged_upload_requested
-    }
-
     fn focus_command_mode(&mut self, window: &mut Window, cx: &mut Context<Self>) {
         if let ShellState::Ready(core) = &mut self.state {
             core.set_command_query(">");
@@ -340,6 +271,7 @@ impl ElyShell {
             && core.select_tab(tab_id).is_ok()
         {
             self.sync_address_input(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -349,6 +281,7 @@ impl ElyShell {
             && core.select_space(space_id).is_ok()
         {
             self.sync_address_input(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -363,6 +296,7 @@ impl ElyShell {
             && core.select_profile(profile_id).is_ok()
         {
             self.sync_address_input(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -372,6 +306,7 @@ impl ElyShell {
             && core.select_next_tab().is_ok()
         {
             self.sync_address_input(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -381,6 +316,7 @@ impl ElyShell {
             && core.select_previous_tab().is_ok()
         {
             self.sync_address_input(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -390,6 +326,7 @@ impl ElyShell {
             && core.close_active_tab().is_ok()
         {
             self.sync_address_input(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -399,6 +336,7 @@ impl ElyShell {
             && core.restore_last_archived_tab().is_ok()
         {
             self.sync_address_input(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -413,6 +351,7 @@ impl ElyShell {
             && core.restore_archived_tab(tab_id).is_ok()
         {
             self.sync_address_input(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -421,6 +360,7 @@ impl ElyShell {
         if let ShellState::Ready(core) = &mut self.state
             && core.toggle_active_tab_favorite().is_ok()
         {
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -429,6 +369,7 @@ impl ElyShell {
         if let ShellState::Ready(core) = &mut self.state
             && core.toggle_active_tab_pinned().is_ok()
         {
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -437,6 +378,7 @@ impl ElyShell {
         if let ShellState::Ready(core) = &mut self.state
             && core.zoom_active_tab_in().is_ok()
         {
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -445,6 +387,7 @@ impl ElyShell {
         if let ShellState::Ready(core) = &mut self.state
             && core.zoom_active_tab_out().is_ok()
         {
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -453,6 +396,7 @@ impl ElyShell {
         if let ShellState::Ready(core) = &mut self.state
             && core.reset_active_tab_zoom().is_ok()
         {
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -467,7 +411,7 @@ fn start_external_web_surface_timer(cx: &mut Context<ElyShell>) {
             };
             Timer::after(delay).await;
             let result = shell.update(cx, |shell, cx| {
-                if shell.tick_external_web_surfaces() {
+                if shell.tick_external_web_surfaces(cx) {
                     cx.notify();
                 }
             });
diff --git a/crates/ely_app/src/shell/navigation.rs b/crates/ely_app/src/shell/navigation.rs
index e2f3a97..e27bb4a 100644
--- a/crates/ely_app/src/shell/navigation.rs
+++ b/crates/ely_app/src/shell/navigation.rs
@@ -18,6 +18,7 @@ impl ElyShell {
         {
             self.sync_address_input(window, cx);
             self.focus_address_bar(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -74,6 +75,7 @@ impl ElyShell {
                 core.open_tab(url);
             }
             self.sync_address_input(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -83,6 +85,7 @@ impl ElyShell {
             && core.navigate_active_tab_back().is_ok_and(|changed| changed)
         {
             self.sync_address_input(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -96,6 +99,7 @@ impl ElyShell {
             && core.navigate_active_tab_forward().is_ok_and(|changed| changed)
         {
             self.sync_address_input(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -108,6 +112,7 @@ impl ElyShell {
             core.open_tab(url);
             self.sync_address_input(window, cx);
             self.focus_address_bar(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
diff --git a/crates/ely_app/src/shell/settings_actions.rs b/crates/ely_app/src/shell/settings_actions.rs
index 5c9bbd4..2eef35a 100644
--- a/crates/ely_app/src/shell/settings_actions.rs
+++ b/crates/ely_app/src/shell/settings_actions.rs
@@ -193,6 +193,7 @@ impl ElyShell {
         if let ShellState::Ready(core) = &mut self.state
             && core.set_profile_sync_policy(profile_id, sync_policy).is_ok()
         {
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -200,6 +201,7 @@ impl ElyShell {
     pub(super) fn reset_profile_sync_settings(&mut self, cx: &mut Context<Self>) {
         if let ShellState::Ready(core) = &mut self.state {
             core.reset_profile_sync_settings();
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -231,6 +233,7 @@ impl ElyShell {
     ) {
         if let ShellState::Ready(core) = &mut self.state {
             core.set_sync_object_policy(kind, policy);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -238,6 +241,7 @@ impl ElyShell {
     pub(super) fn reset_sync_settings(&mut self, cx: &mut Context<Self>) {
         if let ShellState::Ready(core) = &mut self.state {
             core.reset_sync_settings();
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -251,6 +255,13 @@ impl ElyShell {
     }
 
     fn trigger_cloud_sync_upload_with_clock_floor(&mut self, logical_clock_floor: Option<u64>) {
+        if self.sync_upload_in_flight {
+            self.sync_upload_scheduled = false;
+            self.queue_cloud_sync_upload(logical_clock_floor);
+            return;
+        }
+        self.sync_upload_scheduled = false;
+
         let ShellState::Ready(core) = &self.state else {
             return;
         };
@@ -278,19 +289,19 @@ impl ElyShell {
         let tx = self.sync_inbox_tx.clone();
         let thread_name =
             if logical_clock_floor.is_some() { "ely-sync-merge-upload" } else { "ely-sync-upload" };
-        std::thread::Builder::new()
-            .name(thread_name.to_string())
-            .spawn(move || {
+        self.sync_upload_in_flight = true;
+        if let Err(error) =
+            std::thread::Builder::new().name(thread_name.to_string()).spawn(move || {
                 run_sync_upload(profile_dir, device_name, bytes, logical_clock_floor, tx)
             })
-            .map(|_| ())
-            .unwrap_or_else(|error| {
-                tracing::warn!(
-                    target: "ely::sync",
-                    error = %error,
-                    "failed to spawn ely-sync-upload thread",
-                );
-            });
+        {
+            self.sync_upload_in_flight = false;
+            tracing::warn!(
+                target: "ely::sync",
+                error = %error,
+                "failed to spawn ely-sync-upload thread",
+            );
+        }
     }
 
     pub(super) fn set_update_policy(
diff --git a/crates/ely_app/src/shell/sync_state.rs b/crates/ely_app/src/shell/sync_state.rs
index c6291b1..243f320 100644
--- a/crates/ely_app/src/shell/sync_state.rs
+++ b/crates/ely_app/src/shell/sync_state.rs
@@ -1,6 +1,11 @@
-use std::path::Path;
+use std::{path::Path, time::Duration};
 
-use super::{ElyShell, ShellState};
+use ely_domain::SyncConnectionState;
+use gpui::{Context, Timer};
+
+use super::{ElyShell, ShellState, auth};
+
+const CLOUD_SYNC_UPLOAD_DEBOUNCE: Duration = Duration::from_millis(750);
 
 /// Messages the off-thread sync workers push back to the shell so
 /// `SyncConnectionState` on `BrowserCore` and the in-flight auth
@@ -34,6 +39,76 @@ pub(crate) const fn sync_platform_label() -> &'static str {
 }
 
 impl ElyShell {
+    pub(crate) fn schedule_cloud_sync_upload(&mut self, cx: &mut Context<Self>) {
+        if !self.can_schedule_cloud_sync_upload() {
+            return;
+        }
+        if self.sync_upload_in_flight {
+            self.queue_cloud_sync_upload(None);
+            return;
+        }
+        if self.sync_upload_scheduled {
+            return;
+        }
+
+        self.sync_upload_scheduled = true;
+        cx.spawn(async move |shell, cx| {
+            Timer::after(CLOUD_SYNC_UPLOAD_DEBOUNCE).await;
+            let _ = shell.update(cx, |shell, _| {
+                if shell.sync_upload_scheduled {
+                    shell.sync_upload_scheduled = false;
+                    shell.trigger_cloud_sync_upload();
+                }
+            });
+        })
+        .detach();
+    }
+
+    pub(super) fn queue_cloud_sync_upload(&mut self, logical_clock_floor: Option<u64>) {
+        self.sync_upload_pending = true;
+        if let Some(floor) = logical_clock_floor {
+            self.sync_upload_pending_logical_clock_floor = Some(
+                self.sync_upload_pending_logical_clock_floor
+                    .map_or(floor, |current| current.max(floor)),
+            );
+        }
+    }
+
+    fn trigger_pending_cloud_sync_upload(&mut self) -> bool {
+        if !self.sync_upload_pending {
+            return false;
+        }
+
+        self.sync_upload_pending = false;
+        let logical_clock_floor = self.sync_upload_pending_logical_clock_floor.take();
+        match logical_clock_floor {
+            Some(floor) => self.trigger_cloud_sync_upload_after_remote(floor),
+            None => self.trigger_cloud_sync_upload(),
+        }
+        true
+    }
+
+    fn clear_pending_cloud_sync_upload(&mut self) {
+        self.sync_upload_pending = false;
+        self.sync_upload_pending_logical_clock_floor = None;
+    }
+
+    fn can_schedule_cloud_sync_upload(&self) -> bool {
+        let ShellState::Ready(core) = &self.state else {
+            return false;
+        };
+        let Some(snapshot) = core.snapshot().ok() else {
+            return false;
+        };
+        matches!(
+            snapshot.sync_status.connection(),
+            SyncConnectionState::SignedIn
+                | SyncConnectionState::AwaitingDeviceApproval
+                | SyncConnectionState::SyncReady { .. }
+                | SyncConnectionState::SyncError { .. }
+        )
+    }
+
     /// Inspect the on-disk bearer token and seed `SyncConnectionState`
     /// so the Sync settings page reads the startup state on first render.
     pub(super) fn probe_initial_sync_state(&mut self) -> bool {
@@ -62,6 +137,97 @@ impl ElyShell {
         core.set_sync_connection_state(state);
         bearer_present
     }
+
+    /// Drain any sync upload outcomes the off-thread worker pushed
+    /// since the previous tick and stamp the resulting connection
+    /// state on `BrowserCore`. Returns `true` when at least one
+    /// update was applied so callers can `cx.notify()` accordingly.
+    pub(super) fn drain_sync_updates(&mut self) -> bool {
+        let mut latest_connection: Option<SyncConnectionState> = None;
+        let mut auth_changed = false;
+        let mut trigger_initial_sync = false;
+        let mut trigger_merged_upload = None;
+        let mut upload_finished = false;
+        while let Ok(update) = self.sync_inbox_rx.try_recv() {
+            match update {
+                SyncStateUpdate::SignedOut => {
+                    latest_connection = Some(SyncConnectionState::SignedOut);
+                    upload_finished = true;
+                }
+                SyncStateUpdate::AwaitingDeviceApproval => {
+                    latest_connection = Some(SyncConnectionState::AwaitingDeviceApproval);
+                    upload_finished = true;
+                }
+                SyncStateUpdate::RemoteSnapshot { bytes, logical_clock } => {
+                    upload_finished = true;
+                    if let ShellState::Ready(core) = &mut self.state {
+                        match core.apply_sync_snapshot_bytes(&bytes) {
+                            Ok(summary) => {
+                                tracing::info!(
+                                    target: "ely::sync",
+                                    imported = summary.imported(),
+                                    updated = summary.updated(),
+                                    skipped = summary.skipped(),
+                                    "remote snapshot applied",
+                                );
+                                trigger_merged_upload = Some(logical_clock);
+                            }
+                            Err(error) => {
+                                latest_connection = Some(SyncConnectionState::SyncError {
+                                    message: error.to_string(),
+                                });
+                            }
+                        }
+                    }
+                }
+                SyncStateUpdate::SyncReady { last_synced_at_secs } => {
+                    latest_connection =
+                        Some(SyncConnectionState::SyncReady { last_synced_at_secs });
+                    upload_finished = true;
+                }
+                SyncStateUpdate::SyncError { message } => {
+                    latest_connection = Some(SyncConnectionState::SyncError { message });
+                    upload_finished = true;
+                }
+                SyncStateUpdate::AuthOtpSent { email } => {
+                    self.auth_flow_phase = auth::AuthFlowPhase::AwaitingOtp { email };
+                    auth_changed = true;
+                }
+                SyncStateUpdate::AuthSucceeded { email } => {
+                    self.auth_flow_phase = auth::AuthFlowPhase::Idle;
+                    latest_connection = Some(SyncConnectionState::SignedIn);
+                    trigger_initial_sync = true;
+                    tracing::info!(target: "ely::sync", email = %email, "email OTP sign-in succeeded");
+                    auth_changed = true;
+                }
+                SyncStateUpdate::AuthError { email, message } => {
+                    self.auth_flow_phase = auth::AuthFlowPhase::Error { email, message };
+                    auth_changed = true;
+                }
+            }
+        }
+
+        let connection_changed = latest_connection.is_some();
+        if let (Some(state), ShellState::Ready(core)) = (latest_connection, &mut self.state) {
+            core.set_sync_connection_state(state);
+        }
+        if upload_finished {
+            self.sync_upload_in_flight = false;
+        }
+        if trigger_initial_sync {
+            self.trigger_cloud_sync_upload();
+        }
+
+        let merged_upload_requested = trigger_merged_upload.is_some();
+        if let Some(logical_clock_floor) = trigger_merged_upload {
+            self.clear_pending_cloud_sync_upload();
+            self.trigger_cloud_sync_upload_after_remote(logical_clock_floor);
+        } else if upload_finished {
+            self.trigger_pending_cloud_sync_upload();
+        }
+
+        auth_changed || trigger_initial_sync || merged_upload_requested || connection_changed
+    }
 }
 
 fn bearer_token_file_present(path: &Path) -> bool {
diff --git a/crates/ely_app/src/shell/tab_lifecycle.rs b/crates/ely_app/src/shell/tab_lifecycle.rs
index 1235434..465f1a8 100644
--- a/crates/ely_app/src/shell/tab_lifecycle.rs
+++ b/crates/ely_app/src/shell/tab_lifecycle.rs
@@ -15,6 +15,7 @@ impl ElyShell {
         {
             self.sync_address_input(window, cx);
             self.focus_address_bar(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -30,6 +31,7 @@ impl ElyShell {
         {
             self.sync_address_input(window, cx);
             self.focus_address_bar(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
@@ -50,6 +52,7 @@ impl ElyShell {
             && core.close_tab(tab_id).is_ok()
         {
             self.sync_address_input(window, cx);
+            self.schedule_cloud_sync_upload(cx);
             cx.notify();
         }
     }
diff --git a/crates/ely_app/src/shell/web_surface_controller.rs b/crates/ely_app/src/shell/web_surface_controller.rs
index 2058427..db46935 100644
--- a/crates/ely_app/src/shell/web_surface_controller.rs
+++ b/crates/ely_app/src/shell/web_surface_controller.rs
@@ -45,7 +45,7 @@ impl ElyShell {
         }
     }
 
-    pub(super) fn tick_external_web_surfaces(&mut self) -> bool {
+    pub(super) fn tick_external_web_surfaces(&mut self, cx: &mut Context<Self>) -> bool {
         let (visible_tab_ids, open_tab_ids, visible_tabs) = match &self.state {
             super::ShellState::Ready(core) => {
                 let visible_tabs = core.visible_content_tabs().unwrap_or_else(|_| Vec::new());
@@ -65,6 +65,9 @@ impl ElyShell {
             metadata_changed |= self.apply_web_surface_page_metadata(metadata);
         }
         let sync_changed = self.drain_sync_updates();
+        if url_changed || metadata_changed {
+            self.schedule_cloud_sync_upload(cx);
+        }
         result.changed || url_changed || metadata_changed || sync_changed
     }
 
@@ -79,7 +82,7 @@ impl ElyShell {
     }
 
     fn flush_external_web_surface_tick(&mut self, cx: &mut Context<Self>) {
-        if self.tick_external_web_surfaces() {
+        if self.tick_external_web_surfaces(cx) {
             cx.notify();
         }
     }