diff --git a/docs/conf.py b/docs/conf.py
index 9bae7ea2c..81636b492 100644
--- a/docs/conf.py
+++ b/docs/conf.py
@@ -57,6 +57,7 @@
 # Show typehints in the description, along with parameter descriptions
 autodoc_typehints = "signature"
 autodoc_class_signature = "separated"
+autodoc_member_order = "groupwise"
 
 # -- Options for HTML output -------------------------------------------------
 
diff --git a/samples/sample_tap_sqlite/__init__.py b/samples/sample_tap_sqlite/__init__.py
index 3aed5d21d..2cd34144f 100644
--- a/samples/sample_tap_sqlite/__init__.py
+++ b/samples/sample_tap_sqlite/__init__.py
@@ -33,6 +33,7 @@ class SQLiteStream(SQLStream):
     """
 
     connector_class = SQLiteConnector
+    supports_nulls_first = True
 
     # Use a smaller state message frequency to check intermediate state.
     STATE_MSG_FREQUENCY = 10
diff --git a/singer_sdk/streams/sql.py b/singer_sdk/streams/sql.py
index e605471dc..4ed7be25b 100644
--- a/singer_sdk/streams/sql.py
+++ b/singer_sdk/streams/sql.py
@@ -5,6 +5,8 @@
 import abc
 import typing as t
 
+from sqlalchemy import nulls_first
+
 import singer_sdk.helpers._catalog as catalog
 from singer_sdk._singerlib import CatalogEntry, MetadataMapping
 from singer_sdk.connectors import SQLConnector
@@ -20,6 +22,9 @@ class SQLStream(Stream, metaclass=abc.ABCMeta):
     connector_class = SQLConnector
     _cached_schema: dict | None = None
 
+    supports_nulls_first: bool = False
+    """Whether the database supports the NULLS FIRST/LAST syntax."""
+
     def __init__(
         self,
         tap: Tap,
@@ -189,7 +194,12 @@ def get_records(self, context: dict | None) -> t.Iterable[dict[str, t.Any]]:
 
         if self.replication_key:
             replication_key_col = table.columns[self.replication_key]
-            query = query.order_by(replication_key_col)
+            order_by = (
+                nulls_first(replication_key_col.asc())
+                if self.supports_nulls_first
+                else replication_key_col.asc()
+            )
+            query = query.order_by(order_by)
 
             start_val = self.get_starting_replication_key_value(context)
             if start_val: