diff --git a/tools/server/server-context.cpp b/tools/server/server-context.cpp
index 5523f23b54..c1ccedf107 100644
--- a/tools/server/server-context.cpp
+++ b/tools/server/server-context.cpp
@@ -2404,7 +2404,7 @@ private:
                                             // guarantee that a checkpoint will result in at least one token being processed [TAG_PROMPT_LOGITS]
                                             LOG_INF("slot %12.*s: id %2d | task %d | Checking checkpoint with [%d, %d] against %d...\n", 12,
                                                 func_name, (slot).id, ((slot).task ? (slot).task->id : -1), cur.pos_min, cur.pos_max, pos_min_thold);
-                                            return cur.pos_min < pos_min_thold;
+                                            return cur.pos_min < pos_min_thold || cur.pos_min == 0;
                                         }
                                     );