diff --git a/.github/ISSUE_TEMPLATE/bug.yml b/.github/ISSUE_TEMPLATE/bug.yml
index 4b4e58548c..52f0a35a94 100644
--- a/.github/ISSUE_TEMPLATE/bug.yml
+++ b/.github/ISSUE_TEMPLATE/bug.yml
@@ -13,7 +13,7 @@ body:
     attributes:
       label: Singer SDK Version
       description: Version of the library you are using
-      placeholder: "0.38.0"
+      placeholder: "0.39.0"
     validations:
       required: true
   - type: checkboxes
diff --git a/.github/dependabot.yml b/.github/dependabot.yml
index 658c04fdc8..4b12bfa9b3 100644
--- a/.github/dependabot.yml
+++ b/.github/dependabot.yml
@@ -6,7 +6,7 @@ updates:
       interval: weekly
       time: "12:00"
     reviewers: [meltano/engineering]
-    labels: [deps]
+    labels: [Dependencies]
     groups:
       development-dependencies:
         dependency-type: development
@@ -21,7 +21,7 @@ updates:
       interval: weekly
       time: "12:00"
     reviewers: [meltano/engineering]
-    labels: [deps]
+    labels: [Dependencies]
     groups:
       ci:
         patterns:
@@ -31,7 +31,7 @@ updates:
     schedule:
       interval: weekly
     reviewers: [meltano/engineering]
-    labels: [deps]
+    labels: [Dependencies]
     groups:
       actions:
         patterns:
diff --git a/.github/workflows/codspeed.yml b/.github/workflows/codspeed.yml
index 98f8e85ff8..122e9d0908 100644
--- a/.github/workflows/codspeed.yml
+++ b/.github/workflows/codspeed.yml
@@ -48,7 +48,7 @@ jobs:
         --with benchmark
         --all-extras
 
-    - uses: CodSpeedHQ/action@v2
+    - uses: CodSpeedHQ/action@v3
       with:
         token: ${{ secrets.CODSPEED_TOKEN }}
         run: pytest tests/ --codspeed
diff --git a/.github/workflows/constraints.txt b/.github/workflows/constraints.txt
index 70fa9ec0b6..e6615dcc3f 100644
--- a/.github/workflows/constraints.txt
+++ b/.github/workflows/constraints.txt
@@ -1,8 +1,8 @@
 griffe==0.48.0
-pip==24.1.2
+pip==24.2
 poetry==1.8.3
 poetry-plugin-export==1.8.0
 poetry-dynamic-versioning==1.4.0
-pre-commit==3.7.1
+pre-commit==3.8.0
 nox==2024.4.15
 nox-poetry==1.0.3
diff --git a/.pre-commit-config.yaml b/.pre-commit-config.yaml
index ebf5e849c5..56dd664f85 100644
--- a/.pre-commit-config.yaml
+++ b/.pre-commit-config.yaml
@@ -43,14 +43,14 @@ repos:
         )$
 
 - repo: https://github.com/python-jsonschema/check-jsonschema
-  rev: 0.29.0
+  rev: 0.29.1
   hooks:
   - id: check-dependabot
   - id: check-github-workflows
   - id: check-readthedocs
 
 - repo: https://github.com/astral-sh/ruff-pre-commit
-  rev: v0.5.2
+  rev: v0.5.5
   hooks:
   - id: ruff
     args: [--fix, --exit-non-zero-on-fix, --show-fixes]
diff --git a/CHANGELOG.md b/CHANGELOG.md
index c22362aba3..3d953a0e67 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -5,6 +5,38 @@ All notable changes to this project will be documented in this file.
 The format is based on [Keep a Changelog](https://keepachangelog.com/en/1.0.0/),
 and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0.html).
 
+## v0.39.0 (2024-07-27)
+
+### ✨ New
+
+- [#2432](https://github.com/meltano/sdk/issues/2432) Developers can now customize the default logging configuration for their taps/targets by adding `default_logging.yml` to their package
+- [#2531](https://github.com/meltano/sdk/issues/2531) The `json` module is now avaiable to stream maps -- _**Thanks @grigi!**_
+- [#2529](https://github.com/meltano/sdk/issues/2529) Stream sync context is now available to all instances methods as a `Stream.context` attribute
+
+### 🐛 Fixes
+
+- [#2554](https://github.com/meltano/sdk/issues/2554) Use mapped stream aliases when handling `ACTIVATE_VERSION` messages in the base target class
+- [#2526](https://github.com/meltano/sdk/issues/2526) Moved up the supported Python versions in the Markdown output of `--about`
+
+### ⚙️ Under the Hood
+
+- [#2564](https://github.com/meltano/sdk/issues/2564) Make `SQLSink` a generic with a `SQLConnector` type parameter
+- [#2540](https://github.com/meltano/sdk/issues/2540) Implement abstract `serialize_message` for Singer writers
+- [#2259](https://github.com/meltano/sdk/issues/2259) Centralize JSON SerDe into helper functions -- _**Thanks @BuzzCutNorman!**_
+- [#2525](https://github.com/meltano/sdk/issues/2525) Make `PyJWT` and `cryptography` dependencies optional
+- [#2528](https://github.com/meltano/sdk/issues/2528) Moved class-level attributes to the top in REST tap template
+- [#2132](https://github.com/meltano/sdk/issues/2132) Limit internal usage of pendulum
+
+### 📚 Documentation Improvements
+
+- [#2557](https://github.com/meltano/sdk/issues/2557) Document that `get_starting_timestamp` requires setting a non-null replication_key
+- [#2556](https://github.com/meltano/sdk/issues/2556) Reference state partitioning in stream partitioning page
+- [#2536](https://github.com/meltano/sdk/issues/2536) Prepare for RTD addons migration
+- [#2535](https://github.com/meltano/sdk/issues/2535) Added more intersphinx links to Python and Faker docs
+- [#2530](https://github.com/meltano/sdk/issues/2530) Explained how the request URL is generated from `url_base`, `path` and the sync context
+- [#2527](https://github.com/meltano/sdk/issues/2527) Updated the footer
+- [#2506](https://github.com/meltano/sdk/issues/2506) Fixed a typo in the stream maps docs
+
 ## v0.38.0 (2024-06-17)
 
 ### ✨ New
diff --git a/cookiecutter/mapper-template/{{cookiecutter.mapper_id}}/pyproject.toml b/cookiecutter/mapper-template/{{cookiecutter.mapper_id}}/pyproject.toml
index bbf1fe9d7c..cc0022fb2d 100644
--- a/cookiecutter/mapper-template/{{cookiecutter.mapper_id}}/pyproject.toml
+++ b/cookiecutter/mapper-template/{{cookiecutter.mapper_id}}/pyproject.toml
@@ -31,12 +31,12 @@ packages = [
 
 [tool.poetry.dependencies]
 python = ">=3.8"
-singer-sdk = { version="~=0.38.0"{{ ', extras = ["faker"]' if cookiecutter.faker_extra }} }
+singer-sdk = { version="~=0.39.0"{{ ', extras = ["faker"]' if cookiecutter.faker_extra }} }
 fs-s3fs = { version = "~=1.1.1", optional = true }
 
 [tool.poetry.group.dev.dependencies]
 pytest = ">=8"
-singer-sdk = { version="~=0.38.0", extras = ["testing"] }
+singer-sdk = { version="~=0.39.0", extras = ["testing"] }
 
 [tool.poetry.extras]
 s3 = ["fs-s3fs"]
diff --git a/cookiecutter/tap-template/{{cookiecutter.tap_id}}/pyproject.toml b/cookiecutter/tap-template/{{cookiecutter.tap_id}}/pyproject.toml
index ef383b0169..05eac4473a 100644
--- a/cookiecutter/tap-template/{{cookiecutter.tap_id}}/pyproject.toml
+++ b/cookiecutter/tap-template/{{cookiecutter.tap_id}}/pyproject.toml
@@ -31,7 +31,7 @@ packages = [
 [tool.poetry.dependencies]
 python = ">=3.8"
 importlib-resources = { version = "==6.4.*", python = "<3.9" }
-singer-sdk = { version="~=0.38.0", extras = [
+singer-sdk = { version="~=0.39.0", extras = [
     {%- if cookiecutter.auth_method == "JWT" -%}"jwt", {% endif -%}
     {%- if cookiecutter.faker_extra -%}"faker",{%- endif -%}
 ] }
@@ -43,9 +43,9 @@ requests = "~=2.32.3"
 [tool.poetry.group.dev.dependencies]
 pytest = ">=8"
 {%- if cookiecutter.auth_method == "JWT" %}
-singer-sdk = { version="~=0.38.0", extras = ["jwt", "testing"] }
+singer-sdk = { version="~=0.39.0", extras = ["jwt", "testing"] }
 {%- else %}
-singer-sdk = { version="~=0.38.0", extras = ["testing"] }
+singer-sdk = { version="~=0.39.0", extras = ["testing"] }
 {%- endif %}
 
 [tool.poetry.extras]
diff --git a/cookiecutter/target-template/{{cookiecutter.target_id}}/pyproject.toml b/cookiecutter/target-template/{{cookiecutter.target_id}}/pyproject.toml
index 429fb672a7..18f7a3193c 100644
--- a/cookiecutter/target-template/{{cookiecutter.target_id}}/pyproject.toml
+++ b/cookiecutter/target-template/{{cookiecutter.target_id}}/pyproject.toml
@@ -30,7 +30,7 @@ packages = [
 
 [tool.poetry.dependencies]
 python = ">=3.8"
-singer-sdk = { version="~=0.38.0"{{ ', extras = ["faker"]' if cookiecutter.faker_extra }} }
+singer-sdk = { version="~=0.39.0"{{ ', extras = ["faker"]' if cookiecutter.faker_extra }} }
 fs-s3fs = { version = "~=1.1.1", optional = true }
 {%- if cookiecutter.serialization_method != "SQL" %}
 requests = "~=2.32.3"
@@ -38,7 +38,7 @@ requests = "~=2.32.3"
 
 [tool.poetry.dev-dependencies]
 pytest = ">=8"
-singer-sdk = { version="~=0.38.0", extras = ["testing"] }
+singer-sdk = { version="~=0.39.0", extras = ["testing"] }
 
 [tool.poetry.extras]
 s3 = ["fs-s3fs"]
diff --git a/docs/conf.py b/docs/conf.py
index c93c347633..b5fbaefe22 100644
--- a/docs/conf.py
+++ b/docs/conf.py
@@ -29,7 +29,7 @@
 author = "Meltano Core Team and Contributors"
 
 # The full version, including alpha/beta/rc tags
-release = "0.38.0"
+release = "0.39.0"
 
 
 # -- General configuration -------------------------------------------------------------
diff --git a/poetry.lock b/poetry.lock
index df017be895..67bf9cef2a 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -157,17 +157,17 @@ lxml = ["lxml"]
 
 [[package]]
 name = "boto3"
-version = "1.34.145"
+version = "1.34.150"
 description = "The AWS SDK for Python"
 optional = true
 python-versions = ">=3.8"
 files = [
-    {file = "boto3-1.34.145-py3-none-any.whl", hash = "sha256:69d5afb7a017d07dd6bdfb680d2912d5d369b3fafa0a45161207d9f393b14d7e"},
-    {file = "boto3-1.34.145.tar.gz", hash = "sha256:ac770fb53dde1743aec56bd8e56b7ee2e2f5ad42a37825968ec4ff8428822640"},
+    {file = "boto3-1.34.150-py3-none-any.whl", hash = "sha256:ad648c89a4935590a69341e5430fc42a021489a22de171ee3fd7bb204f9ef0fa"},
+    {file = "boto3-1.34.150.tar.gz", hash = "sha256:894b222f7850b870a7ac63d7e378ac36c5c34375da24ddc30e131d9fafe369dc"},
 ]
 
 [package.dependencies]
-botocore = ">=1.34.145,<1.35.0"
+botocore = ">=1.34.150,<1.35.0"
 jmespath = ">=0.7.1,<2.0.0"
 s3transfer = ">=0.10.0,<0.11.0"
 
@@ -176,13 +176,13 @@ crt = ["botocore[crt] (>=1.21.0,<2.0a0)"]
 
 [[package]]
 name = "botocore"
-version = "1.34.145"
+version = "1.34.150"
 description = "Low-level, data-driven core of boto 3."
 optional = true
 python-versions = ">=3.8"
 files = [
-    {file = "botocore-1.34.145-py3-none-any.whl", hash = "sha256:2e72e262de02adcb0264ac2bac159a28f55dbba8d9e52aa0308773a42950dff5"},
-    {file = "botocore-1.34.145.tar.gz", hash = "sha256:edf0fb4c02186ae29b76263ac5fda18b0a085d334a310551c9984407cf1079e6"},
+    {file = "botocore-1.34.150-py3-none-any.whl", hash = "sha256:b988d47f4d502df85befce11a48002421e4e6ea4289997b5e0261bac5fa76ce6"},
+    {file = "botocore-1.34.150.tar.gz", hash = "sha256:4d23387e0f076d87b637a2a35c0ff2b8daca16eace36b63ce27f65630c6b375a"},
 ]
 
 [package.dependencies]
@@ -464,43 +464,38 @@ toml = ["tomli"]
 
 [[package]]
 name = "cryptography"
-version = "42.0.8"
+version = "43.0.0"
 description = "cryptography is a package which provides cryptographic recipes and primitives to Python developers."
 optional = true
 python-versions = ">=3.7"
 files = [
-    {file = "cryptography-42.0.8-cp37-abi3-macosx_10_12_universal2.whl", hash = "sha256:81d8a521705787afe7a18d5bfb47ea9d9cc068206270aad0b96a725022e18d2e"},
-    {file = "cryptography-42.0.8-cp37-abi3-macosx_10_12_x86_64.whl", hash = "sha256:961e61cefdcb06e0c6d7e3a1b22ebe8b996eb2bf50614e89384be54c48c6b63d"},
-    {file = "cryptography-42.0.8-cp37-abi3-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:e3ec3672626e1b9e55afd0df6d774ff0e953452886e06e0f1eb7eb0c832e8902"},
-    {file = "cryptography-42.0.8-cp37-abi3-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:e599b53fd95357d92304510fb7bda8523ed1f79ca98dce2f43c115950aa78801"},
-    {file = "cryptography-42.0.8-cp37-abi3-manylinux_2_28_aarch64.whl", hash = "sha256:5226d5d21ab681f432a9c1cf8b658c0cb02533eece706b155e5fbd8a0cdd3949"},
-    {file = "cryptography-42.0.8-cp37-abi3-manylinux_2_28_x86_64.whl", hash = "sha256:6b7c4f03ce01afd3b76cf69a5455caa9cfa3de8c8f493e0d3ab7d20611c8dae9"},
-    {file = "cryptography-42.0.8-cp37-abi3-musllinux_1_1_aarch64.whl", hash = "sha256:2346b911eb349ab547076f47f2e035fc8ff2c02380a7cbbf8d87114fa0f1c583"},
-    {file = "cryptography-42.0.8-cp37-abi3-musllinux_1_1_x86_64.whl", hash = "sha256:ad803773e9df0b92e0a817d22fd8a3675493f690b96130a5e24f1b8fabbea9c7"},
-    {file = "cryptography-42.0.8-cp37-abi3-musllinux_1_2_aarch64.whl", hash = "sha256:2f66d9cd9147ee495a8374a45ca445819f8929a3efcd2e3df6428e46c3cbb10b"},
-    {file = "cryptography-42.0.8-cp37-abi3-musllinux_1_2_x86_64.whl", hash = "sha256:d45b940883a03e19e944456a558b67a41160e367a719833c53de6911cabba2b7"},
-    {file = "cryptography-42.0.8-cp37-abi3-win32.whl", hash = "sha256:a0c5b2b0585b6af82d7e385f55a8bc568abff8923af147ee3c07bd8b42cda8b2"},
-    {file = "cryptography-42.0.8-cp37-abi3-win_amd64.whl", hash = "sha256:57080dee41209e556a9a4ce60d229244f7a66ef52750f813bfbe18959770cfba"},
-    {file = "cryptography-42.0.8-cp39-abi3-macosx_10_12_universal2.whl", hash = "sha256:dea567d1b0e8bc5764b9443858b673b734100c2871dc93163f58c46a97a83d28"},
-    {file = "cryptography-42.0.8-cp39-abi3-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:c4783183f7cb757b73b2ae9aed6599b96338eb957233c58ca8f49a49cc32fd5e"},
-    {file = "cryptography-42.0.8-cp39-abi3-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:a0608251135d0e03111152e41f0cc2392d1e74e35703960d4190b2e0f4ca9c70"},
-    {file = "cryptography-42.0.8-cp39-abi3-manylinux_2_28_aarch64.whl", hash = "sha256:dc0fdf6787f37b1c6b08e6dfc892d9d068b5bdb671198c72072828b80bd5fe4c"},
-    {file = "cryptography-42.0.8-cp39-abi3-manylinux_2_28_x86_64.whl", hash = "sha256:9c0c1716c8447ee7dbf08d6db2e5c41c688544c61074b54fc4564196f55c25a7"},
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-    {file = "cryptography-42.0.8-cp39-abi3-musllinux_1_1_x86_64.whl", hash = "sha256:cafb92b2bc622cd1aa6a1dce4b93307792633f4c5fe1f46c6b97cf67073ec961"},
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-    {file = "cryptography-42.0.8-cp39-abi3-musllinux_1_2_x86_64.whl", hash = "sha256:b297f90c5723d04bcc8265fc2a0f86d4ea2e0f7ab4b6994459548d3a6b992a14"},
-    {file = "cryptography-42.0.8-cp39-abi3-win32.whl", hash = "sha256:2f88d197e66c65be5e42cd72e5c18afbfae3f741742070e3019ac8f4ac57262c"},
-    {file = "cryptography-42.0.8-cp39-abi3-win_amd64.whl", hash = "sha256:fa76fbb7596cc5839320000cdd5d0955313696d9511debab7ee7278fc8b5c84a"},
-    {file = "cryptography-42.0.8-pp310-pypy310_pp73-macosx_10_12_x86_64.whl", hash = "sha256:ba4f0a211697362e89ad822e667d8d340b4d8d55fae72cdd619389fb5912eefe"},
-    {file = "cryptography-42.0.8-pp310-pypy310_pp73-manylinux_2_28_aarch64.whl", hash = "sha256:81884c4d096c272f00aeb1f11cf62ccd39763581645b0812e99a91505fa48e0c"},
-    {file = "cryptography-42.0.8-pp310-pypy310_pp73-manylinux_2_28_x86_64.whl", hash = "sha256:c9bb2ae11bfbab395bdd072985abde58ea9860ed84e59dbc0463a5d0159f5b71"},
-    {file = "cryptography-42.0.8-pp310-pypy310_pp73-win_amd64.whl", hash = "sha256:7016f837e15b0a1c119d27ecd89b3515f01f90a8615ed5e9427e30d9cdbfed3d"},
-    {file = "cryptography-42.0.8-pp39-pypy39_pp73-macosx_10_12_x86_64.whl", hash = "sha256:5a94eccb2a81a309806027e1670a358b99b8fe8bfe9f8d329f27d72c094dde8c"},
-    {file = "cryptography-42.0.8-pp39-pypy39_pp73-manylinux_2_28_aarch64.whl", hash = "sha256:dec9b018df185f08483f294cae6ccac29e7a6e0678996587363dc352dc65c842"},
-    {file = "cryptography-42.0.8-pp39-pypy39_pp73-manylinux_2_28_x86_64.whl", hash = "sha256:343728aac38decfdeecf55ecab3264b015be68fc2816ca800db649607aeee648"},
-    {file = "cryptography-42.0.8-pp39-pypy39_pp73-win_amd64.whl", hash = "sha256:013629ae70b40af70c9a7a5db40abe5d9054e6f4380e50ce769947b73bf3caad"},
-    {file = "cryptography-42.0.8.tar.gz", hash = "sha256:8d09d05439ce7baa8e9e95b07ec5b6c886f548deb7e0f69ef25f64b3bce842f2"},
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+    {file = "cryptography-43.0.0-cp37-abi3-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:3dcdedae5c7710b9f97ac6bba7e1052b95c7083c9d0e9df96e02a1932e777895"},
+    {file = "cryptography-43.0.0-cp37-abi3-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:3d9a1eca329405219b605fac09ecfc09ac09e595d6def650a437523fcd08dd22"},
+    {file = "cryptography-43.0.0-cp37-abi3-manylinux_2_28_aarch64.whl", hash = "sha256:ea9e57f8ea880eeea38ab5abf9fbe39f923544d7884228ec67d666abd60f5a47"},
+    {file = "cryptography-43.0.0-cp37-abi3-manylinux_2_28_x86_64.whl", hash = "sha256:9a8d6802e0825767476f62aafed40532bd435e8a5f7d23bd8b4f5fd04cc80ecf"},
+    {file = "cryptography-43.0.0-cp37-abi3-musllinux_1_2_aarch64.whl", hash = "sha256:cc70b4b581f28d0a254d006f26949245e3657d40d8857066c2ae22a61222ef55"},
+    {file = "cryptography-43.0.0-cp37-abi3-musllinux_1_2_x86_64.whl", hash = "sha256:4a997df8c1c2aae1e1e5ac49c2e4f610ad037fc5a3aadc7b64e39dea42249431"},
+    {file = "cryptography-43.0.0-cp37-abi3-win32.whl", hash = "sha256:6e2b11c55d260d03a8cf29ac9b5e0608d35f08077d8c087be96287f43af3ccdc"},
+    {file = "cryptography-43.0.0-cp37-abi3-win_amd64.whl", hash = "sha256:31e44a986ceccec3d0498e16f3d27b2ee5fdf69ce2ab89b52eaad1d2f33d8778"},
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 test-randomorder = ["pytest-randomly"]
 
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 [[package]]
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 [[package]]
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 [package.dependencies]
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 [package.extras]
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 [package.extras]
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 [[package]]
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 python-versions = ">=3.9"
 files = [
-    {file = "sphinxcontrib_htmlhelp-2.0.5-py3-none-any.whl", hash = "sha256:393f04f112b4d2f53d93448d4bce35842f62b307ccdc549ec1585e950bc35e04"},
-    {file = "sphinxcontrib_htmlhelp-2.0.5.tar.gz", hash = "sha256:0dc87637d5de53dd5eec3a6a01753b1ccf99494bd756aafecd74b4fa9e729015"},
+    {file = "sphinxcontrib_htmlhelp-2.1.0-py3-none-any.whl", hash = "sha256:166759820b47002d22914d64a075ce08f4c46818e17cfc9470a9786b759b19f8"},
+    {file = "sphinxcontrib_htmlhelp-2.1.0.tar.gz", hash = "sha256:c9e2916ace8aad64cc13a0d233ee22317f2b9025b9cf3295249fa985cc7082e9"},
 ]
 
 [package.extras]
-lint = ["docutils-stubs", "flake8", "mypy"]
+lint = ["mypy", "ruff (==0.5.5)", "types-docutils"]
 standalone = ["Sphinx (>=5)"]
 test = ["html5lib", "pytest"]
 
@@ -2249,33 +2261,33 @@ test = ["flake8", "mypy", "pytest"]
 
 [[package]]
 name = "sphinxcontrib-qthelp"
-version = "1.0.7"
+version = "2.0.0"
 description = "sphinxcontrib-qthelp is a sphinx extension which outputs QtHelp documents"
 optional = true
 python-versions = ">=3.9"
 files = [
-    {file = "sphinxcontrib_qthelp-1.0.7-py3-none-any.whl", hash = "sha256:e2ae3b5c492d58fcbd73281fbd27e34b8393ec34a073c792642cd8e529288182"},
-    {file = "sphinxcontrib_qthelp-1.0.7.tar.gz", hash = "sha256:053dedc38823a80a7209a80860b16b722e9e0209e32fea98c90e4e6624588ed6"},
+    {file = "sphinxcontrib_qthelp-2.0.0-py3-none-any.whl", hash = "sha256:b18a828cdba941ccd6ee8445dbe72ffa3ef8cbe7505d8cd1fa0d42d3f2d5f3eb"},
+    {file = "sphinxcontrib_qthelp-2.0.0.tar.gz", hash = "sha256:4fe7d0ac8fc171045be623aba3e2a8f613f8682731f9153bb2e40ece16b9bbab"},
 ]
 
 [package.extras]
-lint = ["docutils-stubs", "flake8", "mypy"]
+lint = ["mypy", "ruff (==0.5.5)", "types-docutils"]
 standalone = ["Sphinx (>=5)"]
-test = ["pytest"]
+test = ["defusedxml (>=0.7.1)", "pytest"]
 
 [[package]]
 name = "sphinxcontrib-serializinghtml"
-version = "1.1.10"
+version = "2.0.0"
 description = "sphinxcontrib-serializinghtml is a sphinx extension which outputs \"serialized\" HTML files (json and pickle)"
 optional = true
 python-versions = ">=3.9"
 files = [
-    {file = "sphinxcontrib_serializinghtml-1.1.10-py3-none-any.whl", hash = "sha256:326369b8df80a7d2d8d7f99aa5ac577f51ea51556ed974e7716cfd4fca3f6cb7"},
-    {file = "sphinxcontrib_serializinghtml-1.1.10.tar.gz", hash = "sha256:93f3f5dc458b91b192fe10c397e324f262cf163d79f3282c158e8436a2c4511f"},
+    {file = "sphinxcontrib_serializinghtml-2.0.0-py3-none-any.whl", hash = "sha256:6e2cb0eef194e10c27ec0023bfeb25badbbb5868244cf5bc5bdc04e4464bf331"},
+    {file = "sphinxcontrib_serializinghtml-2.0.0.tar.gz", hash = "sha256:e9d912827f872c029017a53f0ef2180b327c3f7fd23c87229f7a8e8b70031d4d"},
 ]
 
 [package.extras]
-lint = ["docutils-stubs", "flake8", "mypy"]
+lint = ["mypy", "ruff (==0.5.5)", "types-docutils"]
 standalone = ["Sphinx (>=5)"]
 test = ["pytest"]
 
@@ -2483,13 +2495,13 @@ files = [
 
 [[package]]
 name = "types-pyyaml"
-version = "6.0.12.20240311"
+version = "6.0.12.20240724"
 description = "Typing stubs for PyYAML"
 optional = false
 python-versions = ">=3.8"
 files = [
-    {file = "types-PyYAML-6.0.12.20240311.tar.gz", hash = "sha256:a9e0f0f88dc835739b0c1ca51ee90d04ca2a897a71af79de9aec5f38cb0a5342"},
-    {file = "types_PyYAML-6.0.12.20240311-py3-none-any.whl", hash = "sha256:b845b06a1c7e54b8e5b4c683043de0d9caf205e7434b3edc678ff2411979b8f6"},
+    {file = "types-PyYAML-6.0.12.20240724.tar.gz", hash = "sha256:cf7b31ae67e0c5b2919c703d2affc415485099d3fe6666a6912f040fd05cb67f"},
+    {file = "types_PyYAML-6.0.12.20240724-py3-none-any.whl", hash = "sha256:e5becec598f3aa3a2ddf671de4a75fa1c6856fbf73b2840286c9d50fae2d5d48"},
 ]
 
 [[package]]
diff --git a/pyproject.toml b/pyproject.toml
index eae7ecd64e..83c955325b 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -65,10 +65,10 @@ urllib3 = ">=1.26,<2"
 
 # Sphinx dependencies installed as optional 'docs' extras
 # https://github.com/readthedocs/readthedocs.org/issues/4912#issuecomment-664002569
-sphinx = {version = ">=7", python = ">=3.9", optional = true}
 furo = {version = ">=2024.5.6", python = ">=3.9", optional = true}
-sphinx-copybutton = {version = ">=0.5.2", python = ">=3.9", optional = true}
 myst-parser = {version = ">=3", python = ">=3.9", optional = true}
+sphinx = {version = ">=7", python = ">=3.9", optional = true}
+sphinx-copybutton = {version = ">=0.5.2", python = ">=3.9", optional = true}
 sphinx-inline-tabs = {version = ">=2023.4.21", python = ">=3.9", optional = true}
 sphinx-notfound-page = {version = ">=1.0.0", python = ">=3.9", optional = true}
 sphinx-reredirects = {version = ">=0.1.5", python = ">=3.9", optional = true}
@@ -177,7 +177,7 @@ norecursedirs = "cookiecutter"
 
 [tool.commitizen]
 name = "cz_version_bump"
-version = "0.38.0"
+version = "0.39.0"
 changelog_merge_prerelease = true
 prerelease_offset = 1
 tag_format = "v$major.$minor.$patch$prerelease"
diff --git a/samples/sample_target_sqlite/__init__.py b/samples/sample_target_sqlite/__init__.py
index 07e5172aa5..d296c5fb0d 100644
--- a/samples/sample_target_sqlite/__init__.py
+++ b/samples/sample_target_sqlite/__init__.py
@@ -26,7 +26,7 @@ def get_sqlalchemy_url(self, config: dict[str, t.Any]) -> str:  # noqa: PLR6301
         return f"sqlite:///{config[DB_PATH_CONFIG]}"
 
 
-class SQLiteSink(SQLSink):
+class SQLiteSink(SQLSink[SQLiteConnector]):
     """The Sink class for SQLite.
 
     This class allows developers to optionally override `get_records()` and other
diff --git a/singer_sdk/_singerlib/encoding/__init__.py b/singer_sdk/_singerlib/encoding/__init__.py
index 2d64c54dcf..65ed5b7674 100644
--- a/singer_sdk/_singerlib/encoding/__init__.py
+++ b/singer_sdk/_singerlib/encoding/__init__.py
@@ -1,12 +1,12 @@
 from __future__ import annotations
 
 from ._base import GenericSingerReader, GenericSingerWriter, SingerMessageType
-from ._simple import SingerReader, SingerWriter
+from ._simple import SimpleSingerReader, SimpleSingerWriter
 
 __all__ = [
     "GenericSingerReader",
     "GenericSingerWriter",
+    "SimpleSingerReader",
+    "SimpleSingerWriter",
     "SingerMessageType",
-    "SingerReader",
-    "SingerWriter",
 ]
diff --git a/singer_sdk/_singerlib/encoding/_simple.py b/singer_sdk/_singerlib/encoding/_simple.py
index 5bfb242fbf..7ce148fc35 100644
--- a/singer_sdk/_singerlib/encoding/_simple.py
+++ b/singer_sdk/_singerlib/encoding/_simple.py
@@ -194,7 +194,7 @@ def __post_init__(self) -> None:
         self.type = SingerMessageType.ACTIVATE_VERSION
 
 
-class SingerReader(GenericSingerReader[str]):
+class SimpleSingerReader(GenericSingerReader[str]):
     """Base class for all plugins reading Singer messages as strings from stdin."""
 
     default_input = sys.stdin
@@ -219,7 +219,7 @@ def deserialize_json(self, line: str) -> dict:  # noqa: PLR6301
             raise InvalidInputLine(msg) from exc
 
 
-class SingerWriter(GenericSingerWriter[str, Message]):
+class SimpleSingerWriter(GenericSingerWriter[str, Message]):
     """Interface for all plugins writing Singer messages to stdout."""
 
     def serialize_message(self, message: Message) -> str:  # noqa: PLR6301
diff --git a/singer_sdk/_singerlib/messages.py b/singer_sdk/_singerlib/messages.py
index 640219de62..271c3bea38 100644
--- a/singer_sdk/_singerlib/messages.py
+++ b/singer_sdk/_singerlib/messages.py
@@ -2,7 +2,7 @@
 
 from __future__ import annotations
 
-from .encoding import SingerWriter
+from .encoding import SimpleSingerWriter as SingerWriter
 from .encoding._base import SingerMessageType
 from .encoding._simple import (
     ActivateVersionMessage,
diff --git a/singer_sdk/helpers/types.py b/singer_sdk/helpers/types.py
index 783dbe9148..715f5309a2 100644
--- a/singer_sdk/helpers/types.py
+++ b/singer_sdk/helpers/types.py
@@ -20,5 +20,5 @@
     "Record",
 ]
 
-Context: TypeAlias = Mapping
+Context: TypeAlias = Mapping[str, t.Any]
 Record: TypeAlias = t.Dict[str, t.Any]
diff --git a/singer_sdk/io_base.py b/singer_sdk/io_base.py
index f9041beea4..f24188b4e4 100644
--- a/singer_sdk/io_base.py
+++ b/singer_sdk/io_base.py
@@ -2,4 +2,18 @@
 
 from __future__ import annotations
 
-from singer_sdk._singerlib.encoding import *  # noqa: F403
+from singer_sdk._singerlib.encoding import (
+    GenericSingerReader,
+    GenericSingerWriter,
+    SingerMessageType,
+)
+from singer_sdk._singerlib.encoding import SimpleSingerReader as SingerReader
+from singer_sdk._singerlib.encoding import SimpleSingerWriter as SingerWriter
+
+__all__ = [
+    "GenericSingerReader",
+    "GenericSingerWriter",
+    "SingerMessageType",
+    "SingerReader",
+    "SingerWriter",
+]
diff --git a/singer_sdk/sinks/sql.py b/singer_sdk/sinks/sql.py
index 9b8823f271..33a7416145 100644
--- a/singer_sdk/sinks/sql.py
+++ b/singer_sdk/sinks/sql.py
@@ -23,11 +23,13 @@
 
     from singer_sdk.target_base import Target
 
+_C = t.TypeVar("_C", bound=SQLConnector)
 
-class SQLSink(BatchSink):
+
+class SQLSink(BatchSink, t.Generic[_C]):
     """SQL-type sink type."""
 
-    connector_class: type[SQLConnector]
+    connector_class: type[_C]
     soft_delete_column_name = "_sdc_deleted_at"
     version_column_name = "_sdc_table_version"
 
@@ -37,7 +39,7 @@ def __init__(
         stream_name: str,
         schema: dict,
         key_properties: t.Sequence[str] | None,
-        connector: SQLConnector | None = None,
+        connector: _C | None = None,
     ) -> None:
         """Initialize SQL Sink.
 
@@ -48,12 +50,12 @@ def __init__(
             key_properties: The primary key columns.
             connector: Optional connector to reuse.
         """
-        self._connector: SQLConnector
+        self._connector: _C
         self._connector = connector or self.connector_class(dict(target.config))
         super().__init__(target, stream_name, schema, key_properties)
 
     @property
-    def connector(self) -> SQLConnector:
+    def connector(self) -> _C:
         """The connector object.
 
         Returns:
diff --git a/singer_sdk/typing.py b/singer_sdk/typing.py
index ca4d917df9..9088506860 100644
--- a/singer_sdk/typing.py
+++ b/singer_sdk/typing.py
@@ -612,7 +612,7 @@ class Property(JSONTypeHelper[T], t.Generic[T]):
     """Generic Property. Should be nested within a `PropertiesList`."""
 
     # TODO: Make some of these arguments keyword-only. This is a breaking change.
-    def __init__(  # noqa: PLR0913
+    def __init__(
         self,
         name: str,
         wrapped: JSONTypeHelper[T] | type[JSONTypeHelper[T]],
diff --git a/tests/conftest.py b/tests/conftest.py
index d2961722fe..0b5bc4b743 100644
--- a/tests/conftest.py
+++ b/tests/conftest.py
@@ -138,7 +138,7 @@ class SQLConnectorMock(SQLConnector):
     """A Mock SQLConnector class."""
 
 
-class SQLSinkMock(SQLSink):
+class SQLSinkMock(SQLSink[SQLConnectorMock]):
     """A mock Sink class."""
 
     name = "sql-sink-mock"