diff --git a/R/model.R b/R/model.R
index c64d792c6..023248b8a 100644
--- a/R/model.R
+++ b/R/model.R
@@ -503,6 +503,11 @@ compile_method <- function(quiet = TRUE,
     spinner = quiet && interactive(),
     stderr_line_callback = function(x,p) {
       if (!startsWith(x, paste0(make_cmd(), ": *** No rule to make target"))) message(x)
+      if (regexpr("PCH file uses an older PCH format that is no longer supported", x, fixed = TRUE) > 0
+          || regexpr("PCH file built from a different branch", x, fixed = TRUE) > 0) {
+        warning("Cmdstan encountered an issue with an outdated precompiled header (PCH). Run rebuild_cmdstan() to rebuild the PCH files.\n",
+        "If the issue persists please open a bug report.")
+      }
     },
     error_on_status = FALSE
   )