diff --git a/src/main.d b/src/main.d
index 7de18af7..bf88b65b 100644
--- a/src/main.d
+++ b/src/main.d
@@ -858,7 +858,15 @@ int main(string[] args)
 				}
 				
 				auto currTime = MonoTime.currTime();
-				if (currTime - lastCheckTime > checkInterval) {
+				// has monitor_interval elapsed or are we at application startup / monitor startup?
+				// in a --resync scenario, if we have not 're-populated' the database, valid changes will get skipped:
+				//   Monitor directory: ./target
+				//   Monitor directory: target/2eVPInOMTFNXzRXeNMEoJch5OR9XpGby
+				//   [M] Item moved: random_files/2eVPInOMTFNXzRXeNMEoJch5OR9XpGby -> target/2eVPInOMTFNXzRXeNMEoJch5OR9XpGby
+				//   Moving random_files/2eVPInOMTFNXzRXeNMEoJch5OR9XpGby to target/2eVPInOMTFNXzRXeNMEoJch5OR9XpGby
+				//   Skipping uploading this new file as parent path is not in the database: target/2eVPInOMTFNXzRXeNMEoJch5OR9XpGby
+				// 'target' should be in the DB, it should also exist online, but because of --resync, it does not exist in the database thus parent check fails
+				if ((currTime - lastCheckTime > checkInterval) || (monitorLoopFullCount == 0)) {
 					// monitor sync loop
 					logOutputMessage = "################################################## NEW LOOP ##################################################";
 					if (displaySyncOptions) {