diff --git a/src/jobflow_remote/cli/job.py b/src/jobflow_remote/cli/job.py
index b84a4551..847c8d2b 100644
--- a/src/jobflow_remote/cli/job.py
+++ b/src/jobflow_remote/cli/job.py
@@ -297,6 +297,14 @@ def rerun(
         ),
     ] = False,
     raise_on_error: raise_on_error_opt = False,
+    err_regex: Annotated[
+        str,
+        typer.Option(
+            "--err-regex",
+            "-er",
+            help="A regular expression to match against job error messages. Only jobs with matching error messages will be rerun.",
+        ),
+    ] = None,
 ) -> None:
     """
     Rerun a Job. By default, this is limited to jobs that failed and children did
@@ -333,6 +341,7 @@ def rerun(
         break_lock=break_lock,
         force=force,
         raise_on_error=raise_on_error,
+        err_regex=err_regex,
     )
 
 
diff --git a/src/jobflow_remote/jobs/jobcontroller.py b/src/jobflow_remote/jobs/jobcontroller.py
index 22ab0062..35914426 100644
--- a/src/jobflow_remote/jobs/jobcontroller.py
+++ b/src/jobflow_remote/jobs/jobcontroller.py
@@ -766,6 +766,7 @@ def rerun_jobs(
         force: bool = False,
         wait: int | None = None,
         break_lock: bool = False,
+        err_regex: str | None = None,
     ) -> list[str]:
         """
         Rerun a list of selected Jobs, i.e. bring their state back to READY.
@@ -811,6 +812,9 @@ def rerun_jobs(
             Forcibly break the lock on locked documents. Use with care and
             verify that the lock has been set by a process that is not running
             anymore. Doing otherwise will likely lead to inconsistencies in the DB.
+        err_regex : str, optional
+            A regular expression to match against job error messages.
+            Only jobs with matching error messages will be rerun.
 
         Returns
         -------
@@ -829,7 +833,8 @@ def rerun_jobs(
             name=name,
             metadata=metadata,
             workers=workers,
-            custom_query=custom_query,
+            custom_query=custom_query
+            | ({"error": {"$regex": err_regex}} if err_regex else {}),
             raise_on_error=raise_on_error,
             force=force,
             wait=wait,