diff --git a/.github/ISSUE_TEMPLATE/bug.yml b/.github/ISSUE_TEMPLATE/bug.yml
index f494d212c..a933bc955 100644
--- a/.github/ISSUE_TEMPLATE/bug.yml
+++ b/.github/ISSUE_TEMPLATE/bug.yml
@@ -15,7 +15,7 @@ body:
     attributes:
       label: Singer SDK Version
       description: Version of the library you are using
-      placeholder: "0.14.0"
+      placeholder: "0.15.0"
     validations:
       required: true
   - type: dropdown
diff --git a/.github/workflows/release.yml b/.github/workflows/release.yml
index fe84438e2..9bfded2ab 100644
--- a/.github/workflows/release.yml
+++ b/.github/workflows/release.yml
@@ -14,7 +14,7 @@ jobs:
       uses: actions/checkout@v3.1.0
 
     - name: Set up Python
-      uses: actions/setup-python@v4.3.0
+      uses: actions/setup-python@v4.3.1
       with:
         python-version: "3.10"
 
@@ -47,7 +47,7 @@ jobs:
         file_glob: true
 
     - name: Publish
-      uses: pypa/gh-action-pypi-publish@v1.5.1
+      uses: pypa/gh-action-pypi-publish@v1.6.4
       with:
         user: __token__
         password: ${{ secrets.PYPI_SECRET_TOKEN }}
diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index f3ad534f7..4d9a5573f 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -55,7 +55,7 @@ jobs:
         poetry --version
 
     - name: Setup Python ${{ matrix.python-version }}
-      uses: actions/setup-python@v4.3.0
+      uses: actions/setup-python@v4.3.1
       with:
         python-version: ${{ matrix.python-version }}
         architecture: x64
@@ -113,7 +113,7 @@ jobs:
         poetry --version
 
     - name: Setup Python 3.10
-      uses: actions/setup-python@v4.3.0
+      uses: actions/setup-python@v4.3.1
       with:
         python-version: '3.10'
         architecture: x64
@@ -153,7 +153,7 @@ jobs:
         poetry --version
 
     - name: Set up Python
-      uses: actions/setup-python@v4.3.0
+      uses: actions/setup-python@v4.3.1
       with:
         python-version: '3.10'
         cache: 'pip'
diff --git a/.github/workflows/version_bump.yml b/.github/workflows/version_bump.yml
index e80deb84e..bdbc6af96 100644
--- a/.github/workflows/version_bump.yml
+++ b/.github/workflows/version_bump.yml
@@ -40,7 +40,7 @@ jobs:
         fetch-depth: 0
 
     - name: Set up Python
-      uses: actions/setup-python@v4.3.0
+      uses: actions/setup-python@v4.3.1
       with:
         python-version: "3.10"
         architecture: x64
diff --git a/CHANGELOG.md b/CHANGELOG.md
index 6a99ddcc2..aab1a7ea5 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -7,6 +7,33 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 
 
 
+## v0.15.0 (2022-12-08)
+
+### ✨ New
+
+- [#1188](https://github.com/meltano/sdk/issues/1188) Support boolean `additional_properties` in JSON schema helper objects
+- [#1237](https://github.com/meltano/sdk/issues/1237) Catch and retry `ConnectionResetError` exceptions in HTTP taps
+- [#1087](https://github.com/meltano/sdk/issues/1087) S3 batch storage -- _**Thanks @jamielxcarter!**_
+- [#1197](https://github.com/meltano/sdk/issues/1197) Support `patternProperties` in JSON schema helpers
+- [#1157](https://github.com/meltano/sdk/issues/1157) Built-in handling of `default-target-schema` for SQL Targets -- _**Thanks @BuzzCutNorman!**_
+
+### 🐛 Fixes
+
+- [#1238](https://github.com/meltano/sdk/issues/1238) Ensure metric tags coming from stream context can be JSON-serialized
+- [#1233](https://github.com/meltano/sdk/issues/1233) Add level and logger name to default log format
+- [#1219](https://github.com/meltano/sdk/issues/1219) Schema passthrough for whitelisted fields
+- [#1174](https://github.com/meltano/sdk/issues/1174) Do not emit log message if no record properties were ignored
+- [#1192](https://github.com/meltano/sdk/issues/1192) Change max record age for emitting state messages to 5 instead of 30 mins -- _**Thanks @spacecowboy!**_
+
+### ⚡ Performance Improvements
+
+- [#1196](https://github.com/meltano/sdk/issues/1196) Improve performance of record message serialization -- _**Thanks @Jack-Burnett!**_
+
+### 📚 Documentation Improvements
+
+- [#1243](https://github.com/meltano/sdk/issues/1243) Document inherited `PluginBase` attributes and methods
+- [#1209](https://github.com/meltano/sdk/issues/1209) Fix argument descriptions for `OAuthAuthenticator`
+
 ## v0.14.0 (2022-11-16)
 
 ### ✨ New
diff --git a/cookiecutter/tap-template/{{cookiecutter.tap_id}}/pyproject.toml b/cookiecutter/tap-template/{{cookiecutter.tap_id}}/pyproject.toml
index 9bce76242..528ebd8c4 100644
--- a/cookiecutter/tap-template/{{cookiecutter.tap_id}}/pyproject.toml
+++ b/cookiecutter/tap-template/{{cookiecutter.tap_id}}/pyproject.toml
@@ -12,7 +12,7 @@ license = "Apache 2.0"
 [tool.poetry.dependencies]
 python = "<3.11,>=3.7.1"
 requests = "^2.25.1"
-singer-sdk = { version="^0.14.0"}
+singer-sdk = { version="^0.15.0"}
 fs-s3fs = { version = "^1.1.1", optional = true}
 
 [tool.poetry.dev-dependencies]
diff --git a/cookiecutter/target-template/{{cookiecutter.target_id}}/pyproject.toml b/cookiecutter/target-template/{{cookiecutter.target_id}}/pyproject.toml
index 9f6771603..4b457c6e9 100644
--- a/cookiecutter/target-template/{{cookiecutter.target_id}}/pyproject.toml
+++ b/cookiecutter/target-template/{{cookiecutter.target_id}}/pyproject.toml
@@ -12,7 +12,7 @@ license = "Apache 2.0"
 [tool.poetry.dependencies]
 python = "<3.11,>=3.7.1"
 requests = "^2.25.1"
-singer-sdk = { version="^0.14.0"}
+singer-sdk = { version="^0.15.0"}
 fs-s3fs = { version = "^1.1.1", optional = true}
 
 [tool.poetry.dev-dependencies]
diff --git a/docs/conf.py b/docs/conf.py
index 52bb2d23d..52923bcfb 100644
--- a/docs/conf.py
+++ b/docs/conf.py
@@ -25,7 +25,7 @@
 author = "Meltano Core Team and Contributors"
 
 # The full version, including alpha/beta/rc tags
-release = "0.14.0"
+release = "0.15.0"
 
 
 # -- General configuration ---------------------------------------------------
diff --git a/docs/stream_maps.md b/docs/stream_maps.md
index 1526f63af..e2fe3b702 100644
--- a/docs/stream_maps.md
+++ b/docs/stream_maps.md
@@ -4,6 +4,10 @@
 
 SDK-based taps, targets, and mappers automatically support the custom inline mappings feature. Stream mappings can be applied to solve the following real-world applications:
 
+### Note on `null` values
+
+In all examples below where `null` is used as a value, the special string `"__NULL__"` can be used instead.
+
 ### Stream-Level Mapping Applications
 
 - **Stream aliasing:** streams can be aliased to provide custom naming downstream.
diff --git a/poetry.lock b/poetry.lock
index e233e9334..d0eb55924 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -72,7 +72,7 @@ chardet = ">=3.0.2"
 
 [[package]]
 name = "black"
-version = "22.10.0"
+version = "22.12.0"
 description = "The uncompromising code formatter."
 category = "dev"
 optional = false
@@ -127,7 +127,7 @@ crt = ["awscrt (==0.14.0)"]
 
 [[package]]
 name = "certifi"
-version = "2022.9.24"
+version = "2022.12.7"
 description = "Python package for providing Mozilla's CA Bundle."
 category = "main"
 optional = false
@@ -1206,7 +1206,7 @@ test = ["pytest"]
 
 [[package]]
 name = "sqlalchemy"
-version = "1.4.44"
+version = "1.4.45"
 description = "Database Abstraction Library"
 category = "main"
 optional = false
@@ -1417,7 +1417,7 @@ samples = []
 [metadata]
 lock-version = "1.1"
 python-versions = "<3.12,>=3.7.1"
-content-hash = "ffdd4be019b0380fa60b6480c5c892f31e9c41a19435e7675610890b8c084321"
+content-hash = "e08d3a1a0e8d94d6846b4912e94748e893caa3bfac598652553a48ece45741a6"
 
 [metadata.files]
 alabaster = [
@@ -1449,27 +1449,18 @@ binaryornot = [
     {file = "binaryornot-0.4.4.tar.gz", hash = "sha256:359501dfc9d40632edc9fac890e19542db1a287bbcfa58175b66658392018061"},
 ]
 black = [
-    {file = "black-22.10.0-1fixedarch-cp310-cp310-macosx_11_0_x86_64.whl", hash = "sha256:5cc42ca67989e9c3cf859e84c2bf014f6633db63d1cbdf8fdb666dcd9e77e3fa"},
-    {file = "black-22.10.0-1fixedarch-cp311-cp311-macosx_11_0_x86_64.whl", hash = "sha256:5d8f74030e67087b219b032aa33a919fae8806d49c867846bfacde57f43972ef"},
-    {file = "black-22.10.0-1fixedarch-cp37-cp37m-macosx_10_16_x86_64.whl", hash = "sha256:197df8509263b0b8614e1df1756b1dd41be6738eed2ba9e9769f3880c2b9d7b6"},
-    {file = "black-22.10.0-1fixedarch-cp38-cp38-macosx_10_16_x86_64.whl", hash = "sha256:2644b5d63633702bc2c5f3754b1b475378fbbfb481f62319388235d0cd104c2d"},
-    {file = "black-22.10.0-1fixedarch-cp39-cp39-macosx_11_0_x86_64.whl", hash = "sha256:e41a86c6c650bcecc6633ee3180d80a025db041a8e2398dcc059b3afa8382cd4"},
-    {file = "black-22.10.0-cp310-cp310-macosx_11_0_arm64.whl", hash = "sha256:2039230db3c6c639bd84efe3292ec7b06e9214a2992cd9beb293d639c6402edb"},
-    {file = "black-22.10.0-cp310-cp310-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:14ff67aec0a47c424bc99b71005202045dc09270da44a27848d534600ac64fc7"},
-    {file = "black-22.10.0-cp310-cp310-win_amd64.whl", hash = "sha256:819dc789f4498ecc91438a7de64427c73b45035e2e3680c92e18795a839ebb66"},
-    {file = "black-22.10.0-cp311-cp311-macosx_11_0_arm64.whl", hash = "sha256:5b9b29da4f564ba8787c119f37d174f2b69cdfdf9015b7d8c5c16121ddc054ae"},
-    {file = "black-22.10.0-cp311-cp311-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:b8b49776299fece66bffaafe357d929ca9451450f5466e997a7285ab0fe28e3b"},
-    {file = "black-22.10.0-cp311-cp311-win_amd64.whl", hash = "sha256:21199526696b8f09c3997e2b4db8d0b108d801a348414264d2eb8eb2532e540d"},
-    {file = "black-22.10.0-cp37-cp37m-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:1e464456d24e23d11fced2bc8c47ef66d471f845c7b7a42f3bd77bf3d1789650"},
-    {file = "black-22.10.0-cp37-cp37m-win_amd64.whl", hash = "sha256:9311e99228ae10023300ecac05be5a296f60d2fd10fff31cf5c1fa4ca4b1988d"},
-    {file = "black-22.10.0-cp38-cp38-macosx_11_0_arm64.whl", hash = "sha256:fba8a281e570adafb79f7755ac8721b6cf1bbf691186a287e990c7929c7692ff"},
-    {file = "black-22.10.0-cp38-cp38-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:915ace4ff03fdfff953962fa672d44be269deb2eaf88499a0f8805221bc68c87"},
-    {file = "black-22.10.0-cp38-cp38-win_amd64.whl", hash = "sha256:444ebfb4e441254e87bad00c661fe32df9969b2bf224373a448d8aca2132b395"},
-    {file = "black-22.10.0-cp39-cp39-macosx_11_0_arm64.whl", hash = "sha256:974308c58d057a651d182208a484ce80a26dac0caef2895836a92dd6ebd725e0"},
-    {file = "black-22.10.0-cp39-cp39-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:72ef3925f30e12a184889aac03d77d031056860ccae8a1e519f6cbb742736383"},
-    {file = "black-22.10.0-cp39-cp39-win_amd64.whl", hash = "sha256:432247333090c8c5366e69627ccb363bc58514ae3e63f7fc75c54b1ea80fa7de"},
-    {file = "black-22.10.0-py3-none-any.whl", hash = "sha256:c957b2b4ea88587b46cf49d1dc17681c1e672864fd7af32fc1e9664d572b3458"},
-    {file = "black-22.10.0.tar.gz", hash = "sha256:f513588da599943e0cde4e32cc9879e825d58720d6557062d1098c5ad80080e1"},
+    {file = "black-22.12.0-cp310-cp310-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:9eedd20838bd5d75b80c9f5487dbcb06836a43833a37846cf1d8c1cc01cef59d"},
+    {file = "black-22.12.0-cp310-cp310-win_amd64.whl", hash = "sha256:159a46a4947f73387b4d83e87ea006dbb2337eab6c879620a3ba52699b1f4351"},
+    {file = "black-22.12.0-cp311-cp311-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:d30b212bffeb1e252b31dd269dfae69dd17e06d92b87ad26e23890f3efea366f"},
+    {file = "black-22.12.0-cp311-cp311-win_amd64.whl", hash = "sha256:7412e75863aa5c5411886804678b7d083c7c28421210180d67dfd8cf1221e1f4"},
+    {file = "black-22.12.0-cp37-cp37m-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:c116eed0efb9ff870ded8b62fe9f28dd61ef6e9ddd28d83d7d264a38417dcee2"},
+    {file = "black-22.12.0-cp37-cp37m-win_amd64.whl", hash = "sha256:1f58cbe16dfe8c12b7434e50ff889fa479072096d79f0a7f25e4ab8e94cd8350"},
+    {file = "black-22.12.0-cp38-cp38-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:77d86c9f3db9b1bf6761244bc0b3572a546f5fe37917a044e02f3166d5aafa7d"},
+    {file = "black-22.12.0-cp38-cp38-win_amd64.whl", hash = "sha256:82d9fe8fee3401e02e79767016b4907820a7dc28d70d137eb397b92ef3cc5bfc"},
+    {file = "black-22.12.0-cp39-cp39-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:101c69b23df9b44247bd88e1d7e90154336ac4992502d4197bdac35dd7ee3320"},
+    {file = "black-22.12.0-cp39-cp39-win_amd64.whl", hash = "sha256:559c7a1ba9a006226f09e4916060982fd27334ae1998e7a38b3f33a37f7a2148"},
+    {file = "black-22.12.0-py3-none-any.whl", hash = "sha256:436cc9167dd28040ad90d3b404aec22cedf24a6e4d7de221bec2730ec0c97bcf"},
+    {file = "black-22.12.0.tar.gz", hash = "sha256:229351e5a18ca30f447bf724d007f890f97e13af070bb6ad4c0a441cd7596a2f"},
 ]
 boto3 = [
     {file = "boto3-1.26.11-py3-none-any.whl", hash = "sha256:3309d04e47490a1b46aa8ae7bcf4845a8dae2ed419a505c770895773ba7455dc"},
@@ -1480,8 +1471,8 @@ botocore = [
     {file = "botocore-1.29.11.tar.gz", hash = "sha256:97532c8a571017891ad4afee7951bea95c9f0bfe96a6f38fdca9062cd6067ec1"},
 ]
 certifi = [
-    {file = "certifi-2022.9.24-py3-none-any.whl", hash = "sha256:90c1a32f1d68f940488354e36370f6cca89f0f106db09518524c88d6ed83f382"},
-    {file = "certifi-2022.9.24.tar.gz", hash = "sha256:0d9c601124e5a6ba9712dbc60d9c53c21e34f5f641fe83002317394311bdce14"},
+    {file = "certifi-2022.12.7-py3-none-any.whl", hash = "sha256:4ad3232f5e926d6718ec31cfc1fcadfde020920e278684144551c91769c7bc18"},
+    {file = "certifi-2022.12.7.tar.gz", hash = "sha256:35824b4c3a97115964b408844d64aa14db1cc518f6562e8d7261699d1350a9e3"},
 ]
 cffi = [
     {file = "cffi-1.15.1-cp27-cp27m-macosx_10_9_x86_64.whl", hash = "sha256:a66d3508133af6e8548451b25058d5812812ec3798c886bf38ed24a98216fab2"},
@@ -2286,47 +2277,47 @@ sphinxcontrib-serializinghtml = [
     {file = "sphinxcontrib_serializinghtml-1.1.5-py2.py3-none-any.whl", hash = "sha256:352a9a00ae864471d3a7ead8d7d79f5fc0b57e8b3f95e9867eb9eb28999b92fd"},
 ]
 sqlalchemy = [
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-    {file = "SQLAlchemy-1.4.44-cp27-cp27m-manylinux_2_5_x86_64.manylinux1_x86_64.whl", hash = "sha256:95f4f8d62589755b507218f2e3189475a4c1f5cc9db2aec772071a7dc6cd5726"},
-    {file = "SQLAlchemy-1.4.44-cp27-cp27m-win32.whl", hash = "sha256:afd1ac99179d1864a68c06b31263a08ea25a49df94e272712eb2824ef151e294"},
-    {file = "SQLAlchemy-1.4.44-cp27-cp27m-win_amd64.whl", hash = "sha256:f8e5443295b218b08bef8eb85d31b214d184b3690d99a33b7bd8e5591e2b0aa1"},
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 ]
 sqlalchemy2-stubs = [
     {file = "sqlalchemy2-stubs-0.0.2a29.tar.gz", hash = "sha256:1bbc6aebd76db7c0351a9f45cc1c4e8ac335ba150094c2af091e8b87b9118419"},
diff --git a/pyproject.toml b/pyproject.toml
index fa4100f4f..c97f3f1b3 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -1,6 +1,6 @@
 [tool.poetry]
 name = "singer-sdk"
-version = "0.14.0"
+version = "0.15.0"
 description = "A framework for building Singer taps"
 authors = ["Meltano Team and Contributors"]
 maintainers = ["Meltano Team and Contributors"]
@@ -109,7 +109,7 @@ types-PyYAML = "^6.0.12"
 coverage = {extras = ["toml"], version = "^6.5"}
 
 # Cookiecutter tests
-black = "^22.10"
+black = "^22.12"
 darglint = "^1.8.0"
 flake8 = "^3.9.0"
 flake8-annotations = "^2.9.1"
@@ -137,7 +137,7 @@ markers = [
 
 [tool.commitizen]
 name = "cz_version_bump"
-version = "0.14.0"
+version = "0.15.0"
 tag_format = "v$major.$minor.$patch$prerelease"
 version_files = [
     "docs/conf.py",
diff --git a/singer_sdk/mapper.py b/singer_sdk/mapper.py
index 608bc161a..ad0500e0d 100644
--- a/singer_sdk/mapper.py
+++ b/singer_sdk/mapper.py
@@ -10,7 +10,8 @@
 import datetime
 import hashlib
 import logging
-from typing import Any, Callable
+import sys
+from typing import Any, Callable, Dict, Union
 
 from singer_sdk._singerlib.catalog import Catalog
 from singer_sdk.exceptions import MapExpressionError, StreamMapConfigError
@@ -32,11 +33,18 @@
     StringType,
 )
 
+if sys.version_info >= (3, 10):
+    from typing import TypeAlias
+else:
+    from typing_extensions import TypeAlias
+
+
 MAPPER_ELSE_OPTION = "__else__"
 MAPPER_FILTER_OPTION = "__filter__"
 MAPPER_SOURCE_OPTION = "__source__"
 MAPPER_ALIAS_OPTION = "__alias__"
 MAPPER_KEY_PROPERTIES_OPTION = "__key_properties__"
+NULL_STRING = "__NULL__"
 
 
 def md5(input: str) -> str:
@@ -51,6 +59,9 @@ def md5(input: str) -> str:
     return hashlib.md5(input.encode("utf-8")).hexdigest()
 
 
+StreamMapsDict: TypeAlias = Dict[str, Union[str, dict, None]]
+
+
 class StreamMap(metaclass=abc.ABCMeta):
     """Abstract base class for all map classes."""
 
@@ -393,7 +404,7 @@ def _init_functions_and_schema(
             )
 
         if stream_map and MAPPER_ELSE_OPTION in stream_map:
-            if stream_map[MAPPER_ELSE_OPTION] is None:
+            if stream_map[MAPPER_ELSE_OPTION] in {None, NULL_STRING}:
                 logging.info(
                     f"Detected `{MAPPER_ELSE_OPTION}=None` rule. "
                     "Unmapped, non-key properties will be excluded from output."
@@ -417,7 +428,7 @@ def _init_functions_and_schema(
             transformed_schema["properties"] = {}
 
         for prop_key, prop_def in list(stream_map.items()):
-            if prop_def is None:
+            if prop_def in {None, NULL_STRING}:
                 if prop_key in (self.transformed_key_properties or []):
                     raise StreamMapConfigError(
                         f"Removing key property '{prop_key}' is not permitted in "
@@ -510,7 +521,7 @@ def transform_fn(record: dict) -> dict | None:
                         result[key_property] = record[key_property]
 
             for prop_key, prop_def in list(stream_map.items()):
-                if prop_def is None:
+                if prop_def in {None, NULL_STRING}:
                     # Remove property from result
                     result.pop(prop_key, None)
                     continue
@@ -537,7 +548,7 @@ class PluginMapper:
 
     def __init__(
         self,
-        plugin_config: dict[str, dict[str, str | dict]],
+        plugin_config: dict[str, StreamMapsDict],
         logger: logging.Logger,
     ) -> None:
         """Initialize mapper.
@@ -555,11 +566,9 @@ def __init__(
         self.default_mapper_type: type[DefaultStreamMap] = SameRecordTransform
         self.logger = logger
 
-        self.stream_maps_dict: dict[str, str | dict] = plugin_config.get(
-            "stream_maps", {}
-        )
+        self.stream_maps_dict: StreamMapsDict = plugin_config.get("stream_maps", {})
         if MAPPER_ELSE_OPTION in self.stream_maps_dict:
-            if self.stream_maps_dict[MAPPER_ELSE_OPTION] is None:
+            if self.stream_maps_dict[MAPPER_ELSE_OPTION] in {None, NULL_STRING}:
                 logging.info(
                     f"Found '{MAPPER_ELSE_OPTION}=None' default mapper. "
                     "Unmapped streams will be excluded from output."
@@ -640,7 +649,7 @@ def register_raw_stream_schema(
         for stream_map_key, stream_def in self.stream_maps_dict.items():
             stream_alias: str = stream_map_key
             source_stream: str = stream_map_key
-            if isinstance(stream_def, str):
+            if isinstance(stream_def, str) and stream_def != NULL_STRING:
                 if stream_name == stream_map_key:
                     # TODO: Add any expected cases for str expressions (currently none)
                     pass
@@ -649,7 +658,7 @@ def register_raw_stream_schema(
                     f"Option '{stream_map_key}:{stream_def}' is not expected."
                 )
 
-            if stream_def is None:
+            if stream_def is None or stream_def == NULL_STRING:
                 if stream_name != stream_map_key:
                     continue
 
diff --git a/tests/core/test_mapper.py b/tests/core/test_mapper.py
index 7fca08b89..b56fcc1aa 100644
--- a/tests/core/test_mapper.py
+++ b/tests/core/test_mapper.py
@@ -485,6 +485,19 @@ def clear_schema_cache() -> None:
             "only_mapped_fields.jsonl",
             id="only_mapped_fields",
         ),
+        pytest.param(
+            {
+                "mystream": {
+                    "email_hash": "md5(email)",
+                    "fixed_count": "int(count-1)",
+                    "__else__": "__NULL__",
+                }
+            },
+            False,
+            0,
+            "only_mapped_fields_null_string.jsonl",
+            id="only_mapped_fields_null_string",
+        ),
         pytest.param(
             {
                 "mystream": {
@@ -505,6 +518,13 @@ def clear_schema_cache() -> None:
             "sourced_stream_1.jsonl",
             id="sourced_stream_1",
         ),
+        pytest.param(
+            {"mystream": "__NULL__", "sourced_stream_1": {"__source__": "mystream"}},
+            False,
+            0,
+            "sourced_stream_1_null_string.jsonl",
+            id="sourced_stream_1_null_string",
+        ),
         pytest.param(
             {"sourced_stream_2": {"__source__": "mystream"}, "__else__": None},
             False,
@@ -556,6 +576,13 @@ def clear_schema_cache() -> None:
             "drop_property.jsonl",
             id="drop_property",
         ),
+        pytest.param(
+            {"mystream": {"email": "__NULL__"}},
+            False,
+            0,
+            "drop_property_null_string.jsonl",
+            id="drop_property_null_string",
+        ),
         pytest.param(
             {
                 "mystream": {
diff --git a/tests/snapshots/mapped_stream/drop_property_null_string.jsonl b/tests/snapshots/mapped_stream/drop_property_null_string.jsonl
new file mode 100644
index 000000000..bd87afffd
--- /dev/null
+++ b/tests/snapshots/mapped_stream/drop_property_null_string.jsonl
@@ -0,0 +1,7 @@
+{"type": "SCHEMA", "stream": "mystream", "schema": {"properties": {"count": {"type": ["integer", "null"]}, "user": {"properties": {"id": {"type": ["integer", "null"]}, "sub": {"properties": {"num": {"type": ["integer", "null"]}}, "type": ["object", "null"]}}, "type": ["object", "null"]}}, "type": "object"}, "key_properties": []}
+{"type": "RECORD", "stream": "mystream", "record": {"count": 21, "user": {"id": 1, "sub": {"num": 1}}}, "time_extracted": "2022-01-01T00:00:00+00:00"}
+{"type": "STATE", "value": {"bookmarks": {"mystream": {"starting_replication_value": null}}}}
+{"type": "RECORD", "stream": "mystream", "record": {"count": 13, "user": {"id": 2, "sub": {"num": 2}}}, "time_extracted": "2022-01-01T00:00:00+00:00"}
+{"type": "RECORD", "stream": "mystream", "record": {"count": 19, "user": {"id": 3, "sub": {"num": 3}}}, "time_extracted": "2022-01-01T00:00:00+00:00"}
+{"type": "STATE", "value": {"bookmarks": {"mystream": {}}}}
+{"type": "STATE", "value": {"bookmarks": {"mystream": {}}}}
diff --git a/tests/snapshots/mapped_stream/only_mapped_fields_null_string.jsonl b/tests/snapshots/mapped_stream/only_mapped_fields_null_string.jsonl
new file mode 100644
index 000000000..97af5796d
--- /dev/null
+++ b/tests/snapshots/mapped_stream/only_mapped_fields_null_string.jsonl
@@ -0,0 +1,7 @@
+{"type": "SCHEMA", "stream": "mystream", "schema": {"type": "object", "properties": {"email_hash": {"type": ["string", "null"]}, "fixed_count": {"type": ["integer", "null"]}}}, "key_properties": []}
+{"type": "RECORD", "stream": "mystream", "record": {"email_hash": "c160f8cc69a4f0bf2b0362752353d060", "fixed_count": 20}, "time_extracted": "2022-01-01T00:00:00+00:00"}
+{"type": "STATE", "value": {"bookmarks": {"mystream": {"starting_replication_value": null}}}}
+{"type": "RECORD", "stream": "mystream", "record": {"email_hash": "4b9bb80620f03eb3719e0a061c14283d", "fixed_count": 12}, "time_extracted": "2022-01-01T00:00:00+00:00"}
+{"type": "RECORD", "stream": "mystream", "record": {"email_hash": "426b189df1e2f359efe6ee90f2d2030f", "fixed_count": 18}, "time_extracted": "2022-01-01T00:00:00+00:00"}
+{"type": "STATE", "value": {"bookmarks": {"mystream": {}}}}
+{"type": "STATE", "value": {"bookmarks": {"mystream": {}}}}
diff --git a/tests/snapshots/mapped_stream/sourced_stream_1_null_string.jsonl b/tests/snapshots/mapped_stream/sourced_stream_1_null_string.jsonl
new file mode 100644
index 000000000..95d230f93
--- /dev/null
+++ b/tests/snapshots/mapped_stream/sourced_stream_1_null_string.jsonl
@@ -0,0 +1,7 @@
+{"type": "SCHEMA", "stream": "sourced_stream_1", "schema": {"properties": {"email": {"type": ["string", "null"]}, "count": {"type": ["integer", "null"]}, "user": {"properties": {"id": {"type": ["integer", "null"]}, "sub": {"properties": {"num": {"type": ["integer", "null"]}}, "type": ["object", "null"]}}, "type": ["object", "null"]}}, "type": "object"}, "key_properties": []}
+{"type": "RECORD", "stream": "sourced_stream_1", "record": {"email": "alice@example.com", "count": 21, "user": {"id": 1, "sub": {"num": 1}}}, "time_extracted": "2022-01-01T00:00:00+00:00"}
+{"type": "STATE", "value": {"bookmarks": {"mystream": {"starting_replication_value": null}}}}
+{"type": "RECORD", "stream": "sourced_stream_1", "record": {"email": "bob@example.com", "count": 13, "user": {"id": 2, "sub": {"num": 2}}}, "time_extracted": "2022-01-01T00:00:00+00:00"}
+{"type": "RECORD", "stream": "sourced_stream_1", "record": {"email": "charlie@example.com", "count": 19, "user": {"id": 3, "sub": {"num": 3}}}, "time_extracted": "2022-01-01T00:00:00+00:00"}
+{"type": "STATE", "value": {"bookmarks": {"mystream": {}}}}
+{"type": "STATE", "value": {"bookmarks": {"mystream": {}}}}