diff --git a/examples/main/main.cpp b/examples/main/main.cpp
index 1393f0b08..cb8747c2b 100644
--- a/examples/main/main.cpp
+++ b/examples/main/main.cpp
@@ -798,7 +798,8 @@ int main(int argc, char ** argv) {
         }
 
         // In interactive mode, respect the maximum number of tokens and drop back to user input when reached.
-        if (params.interactive && n_remain <= 0 && params.n_predict != -1) {
+        // We skip this logic when n_predict == -1 (infinite) or -2 (stop at context size).
+        if (params.interactive && n_remain <= 0 && params.n_predict >= 0) {
             n_remain = params.n_predict;
             is_interacting = true;
         }