diff --git a/ct/authentik.sh b/ct/authentik.sh
index 034e9d4f72..95a97e1a1b 100644
--- a/ct/authentik.sh
+++ b/ct/authentik.sh
@@ -118,10 +118,19 @@ function update_script() {
     export UV_COMPILE_BYTECODE="1"
     export UV_LINK_MODE="copy"
     export UV_NATIVE_TLS="1"
+    export UV_HTTP_TIMEOUT="300"
     export RUSTUP_PERMIT_COPY_RENAME="true"
     export UV_PYTHON_INSTALL_DIR="/usr/local/bin"
     cd /opt/authentik
-    $STD uv sync --frozen --no-install-project --no-dev
+    for attempt in 1 2 3; do
+      if [[ $attempt -eq 3 ]]; then
+        $STD uv sync --frozen --no-install-project --no-dev
+        break
+      fi
+      $STD uv sync --frozen --no-install-project --no-dev && break
+      msg_warn "uv sync attempt $attempt failed, retrying..."
+      sleep $((attempt * 15))
+    done
     chown -R authentik:authentik /opt/authentik
     msg_ok "Updated python server"
 
diff --git a/install/authentik-install.sh b/install/authentik-install.sh
index 90e9f6d26f..885d77dd84 100644
--- a/install/authentik-install.sh
+++ b/install/authentik-install.sh
@@ -122,9 +122,18 @@ export UV_NO_BINARY_PACKAGE="cryptography lxml python-kadmin-rs xmlsec"
 export UV_COMPILE_BYTECODE="1"
 export UV_LINK_MODE="copy"
 export UV_NATIVE_TLS="1"
+export UV_HTTP_TIMEOUT="300"
 export UV_PYTHON_INSTALL_DIR="/usr/local/bin"
 cd /opt/authentik
-$STD uv sync --frozen --no-install-project --no-dev
+for attempt in 1 2 3; do
+  if [[ $attempt -eq 3 ]]; then
+    $STD uv sync --frozen --no-install-project --no-dev
+    break
+  fi
+  $STD uv sync --frozen --no-install-project --no-dev && break
+  msg_warn "uv sync attempt $attempt failed, retrying..."
+  sleep $((attempt * 15))
+done
 cp /opt/authentik/authentik/sources/kerberos/krb5.conf /etc/krb5.conf
 msg_ok "Setup python server"