diff --git a/repertory/repertory/src/ui/ui_server.cpp b/repertory/repertory/src/ui/ui_server.cpp
index f7318789..2b918bb5 100644
--- a/repertory/repertory/src/ui/ui_server.cpp
+++ b/repertory/repertory/src/ui/ui_server.cpp
@@ -892,7 +892,7 @@ void ui_server::start() {
     auto desired_port{config_->get_api_port()};
 
     auto success{false};
-    while (not success && std::chrono::steady_clock::now() >= deadline) {
+    while (not success && std::chrono::steady_clock::now() < deadline) {
       success = server_.bind_to_port(host, desired_port);
       if (success) {
         break;