diff --git a/CHANGELOG.md b/CHANGELOG.md
index f1805a31d1..0ef915b936 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -2,6 +2,31 @@
 
 <!-- insert new changelog below this comment -->
 
+## [0.16.5] - 2026-08-19
+
+### Changed
+
+- fix(powershell): stop Out-Null swallowing setup-tasks AVAILABLE_DOCS lines (#4188)
+- fix: provision Spec Kit CLI and assess extension in feature-assess host setup steps (#4195)
+- fix: provision uv and Python for feature-assess workflow (#4193)
+- feat: add feature-assess agentic workflow that installs and runs Spec Kit (#4186)
+- [extension] Update Superpowers Implementation Bridge to v1.2.0 (#4183)
+- fix(init): stop specify init hanging on arrow-key pickers in agent harnesses (#4178)
+- [extension] Add DUBSAR Memory extension to community catalog (#4170)
+- Add AgentPay x402 extension to community catalog (#4174)
+- Update Keel Discovery extension to v0.2.0 (#4172)
+- fix: confine event hook script paths to the project tree (#4133)
+- Clarify extension catalog trust model in docs, help, and messaging (#4177)
+- Add pay-x402 community extension with correct catalog-addition timestamps (#4175)
+- Add ASCII Diagram Renderer extension to community catalog (#4173)
+- Update Intake Review Governance preset to v0.2.1 (#4169)
+- test(presets): normalize whitespace in resolve output assertion to prevent terminal line-wrap failures (#4166)
+- fix(workflows): clean up download temp file on interrupt or typer.Exit (#4134)
+- fix(workflows): report a falsy non-mapping overlay manifest as a shape error (#3884)
+- fix(bundler): resolve built-in step types when checking bundle component references (#3885)
+- Add SpecAssay bundle to community catalog (#4125)
+- chore: release 0.16.4, begin 0.16.5.dev0 development (#4124)
+
 ## [0.16.4] - 2026-08-14
 
 ### Changed
diff --git a/pyproject.toml b/pyproject.toml
index e7f675f3a0..5563328245 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -1,6 +1,6 @@
 [project]
 name = "specify-cli"
-version = "0.16.5.dev0"
+version = "0.16.6.dev0"
 description = "Specify CLI, part of GitHub Spec Kit. A tool to bootstrap your projects for Spec-Driven Development (SDD)."
 readme = "README.md"
 requires-python = ">=3.11"