diff --git a/configs/mcli/v1_5-mix-medium-mitch-ish.yaml b/configs/mcli/v1_5-mix-medium-mitch-ish.yaml
index e15c494eb..8f8e5c493 100644
--- a/configs/mcli/v1_5-mix-medium-mitch-ish.yaml
+++ b/configs/mcli/v1_5-mix-medium-mitch-ish.yaml
@@ -29,4 +29,5 @@ command: |-
   scripts/train.py configs/v1_5-mix-medium-mitch-ish-s3.yaml \
     --run_name=v1_5-mix-mitch-ish \
     --wandb.name=v1_5-mix-mitch-ish-mcli \
-    --global_train_batch_size=2160
+    --global_train_batch_size=2160 \
+    --load_path='${path.last_checkpoint:s3://ai2-llm/checkpoints/7b/v1_5-mix-mitch-ish}'
diff --git a/olmo/config.py b/olmo/config.py
index af3327dac..6a8ae2001 100644
--- a/olmo/config.py
+++ b/olmo/config.py
@@ -95,8 +95,22 @@ def path_choose(*paths) -> str:
             else:
                 return ""
 
+        # Finds the latest checkpoint in a folder.
+        def path_last_checkpoint(path) -> str:
+            from .util import find_latest_checkpoint
+
+            latest_checkpoint = find_latest_checkpoint(path)
+            if latest_checkpoint is None:
+                if validate_paths:
+                    raise FileNotFoundError(f"Could not find a latest checkpoint at {path}")
+                else:
+                    return ""
+            else:
+                return str(latest_checkpoint)
+
         om.register_new_resolver("path.glob", path_glob, replace=True)
         om.register_new_resolver("path.choose", path_choose, replace=True)
+        om.register_new_resolver("path.last_checkpoint", path_last_checkpoint, replace=True)
 
     @classmethod
     def new(cls: Type[C], **kwargs) -> C:
@@ -720,6 +734,14 @@ class TrainConfig(BaseConfig):
     load_path: Optional[str] = None
     """
     The path to a training checkpoint to restore/resume from.
+
+    Note that you can make use of the "path.last_checkpoint" Omegaconfig YAML resolver here, which takes
+    a local or remote directory and resolves to the latest checkpoint (sharded or unsharded) in that directory.
+    For example,
+
+    ```bash
+    --load_path='${path.last_checkpoint:s3://ai2-llm/checkpoints/7b/v1_5-mix-run-001}'
+    ```
     """
 
     load_path_sharded_checkpointer: Optional[ShardedCheckpointerType] = None
diff --git a/olmo/util.py b/olmo/util.py
index 2b0649021..331274b0b 100644
--- a/olmo/util.py
+++ b/olmo/util.py
@@ -472,6 +472,35 @@ def get_bytes_range(source: PathOrStr, bytes_start: int, num_bytes: int) -> byte
             return f.read(num_bytes)
 
 
+def find_latest_checkpoint(dir: PathOrStr) -> Optional[PathOrStr]:
+    if is_url(dir):
+        from urllib.parse import urlparse
+
+        parsed = urlparse(str(dir))
+        if parsed.scheme == "gs":
+            raise NotImplementedError
+        elif parsed.scheme == "s3":
+            return _s3_find_latest_checkpoint(parsed.netloc, parsed.path.strip("/"))
+        elif parsed.scheme == "file":
+            return find_latest_checkpoint(str(dir).replace("file://", "", 1))
+        else:
+            raise NotImplementedError(f"find_latest_checkpoint not implemented for '{parsed.scheme}' files")
+    else:
+        latest_step = 0
+        latest_checkpoint: Optional[Path] = None
+        for path in Path(dir).glob("step*"):
+            if path.is_dir():
+                try:
+                    step = int(path.name.replace("step", "").replace("-unsharded", ""))
+                except ValueError:
+                    continue
+                # We prioritize sharded checkpoints over unsharded checkpoints.
+                if step > latest_step or (step == latest_step and not path.name.endswith("-unsharded")):
+                    latest_step = step
+                    latest_checkpoint = path
+        return latest_checkpoint
+
+
 def _gcs_upload(source: Path, bucket_name: str, key: str, save_overwrite: bool = False):
     from google.cloud import storage as gcs
 
@@ -614,6 +643,29 @@ def _s3_get_bytes_range(
     raise OlmoNetworkError("Failed to get bytes range from s3") from err
 
 
+def _s3_find_latest_checkpoint(bucket_name: str, prefix: str) -> Optional[str]:
+    if not prefix.endswith("/"):
+        prefix = f"{prefix}/"
+    response = _get_s3_client().list_objects(Bucket=bucket_name, Prefix=prefix, Delimiter="/")
+    assert not response["IsTruncated"]  # need to handle this if it happens
+    latest_step = 0
+    latest_checkpoint: Optional[str] = None
+    for item in response["CommonPrefixes"]:
+        prefix = item["Prefix"].strip("/")
+        checkpoint_name = os.path.split(prefix)[-1]
+        if not checkpoint_name.startswith("step"):
+            continue
+        try:
+            step = int(checkpoint_name.replace("step", "").replace("-unsharded", ""))
+        except ValueError:
+            continue
+        # We prioritize sharded checkpoints over unsharded ones.
+        if step > latest_step or (step == latest_step and not checkpoint_name.endswith("-unsharded")):
+            latest_step = step
+            latest_checkpoint = f"s3://ai2-llm/{prefix}"
+    return latest_checkpoint
+
+
 def is_weight_decay_module(module: nn.Module) -> bool:
     """Returns true if the module should use weight decay."""
     from .model import LayerNormBase