diff --git a/requirements-dev.lock b/requirements-dev.lock
index acb2d8c..651edcf 100644
--- a/requirements-dev.lock
+++ b/requirements-dev.lock
@@ -36,7 +36,7 @@ frozenlist==1.8.0
 fsspec==2026.4.0
 gepa==0.0.27
 ghp-import==2.1.0
-gunicorn==26.0.0
+gunicorn==26.2.0
 h11==0.16.0
 hf-xet==1.5.0
 httpcore==1.0.9
@@ -65,7 +65,7 @@ mkdocs-get-deps==0.2.2
 mkdocs-material==9.7.7
 mkdocs-material-extensions==1.3.1
 multidict==6.7.1
-mypy==2.3.0
+mypy==2.3.1
 mypy-extensions==1.1.0
 nodeenv==1.10.0
 numpy==2.4.4
@@ -79,8 +79,8 @@ platformdirs==4.9.6
 pluggy==1.6.0
 pre-commit==4.6.2
 propcache==0.5.2
-pydantic==2.13.4
-pydantic-core==2.46.4
+pydantic==2.13.5
+pydantic-core==2.46.5
 pygments==2.20.0
 pyjwt==2.12.1
 pymdown-extensions==10.21.2
@@ -89,7 +89,7 @@ pytest-asyncio==1.4.0
 pytest-cov==7.1.0
 python-dateutil==2.9.0.post0
 python-discovery==1.3.0
-python-dotenv==1.2.2
+python-dotenv==1.2.3
 pytokens==0.4.1
 pyyaml==6.0.3
 pyyaml-env-tag==1.1
@@ -98,7 +98,7 @@ regex==2026.5.9
 requests==2.34.2
 rich==15.0.0
 rpds-py==0.30.0
-ruff==0.15.21
+ruff==0.16.5
 shellingham==1.5.4
 six==1.17.0
 sniffio==1.3.1
@@ -107,9 +107,9 @@ tiktoken==0.12.0
 tokenizers==0.23.1
 tomli==2.4.1
 tqdm==4.67.3
-twilio==9.10.9
+twilio==9.11.0
 typeguard==4.4.3
-typer==0.26.8
+typer==0.27.2
 types-pyyaml==6.0.12.20260518
 types-requests==2.33.0.20260712
 typing-extensions==4.15.0
diff --git a/requirements-dev.txt b/requirements-dev.txt
index 8520b52..0b09f37 100644
--- a/requirements-dev.txt
+++ b/requirements-dev.txt
@@ -8,8 +8,8 @@ pytest-asyncio==1.4.0
 
 # Code quality
 black==26.5.1
-ruff==0.15.21
-mypy==2.3.0
+ruff==0.16.5
+mypy==2.3.1
 pre-commit==4.6.2
 
 # Documentation
diff --git a/requirements.lock b/requirements.lock
index 8a534ad..c1d4c00 100644
--- a/requirements.lock
+++ b/requirements.lock
@@ -30,7 +30,7 @@ flask-limiter==4.1.1
 frozenlist==1.8.0
 fsspec==2026.4.0
 gepa==0.0.27
-gunicorn==26.0.0
+gunicorn==26.2.0
 h11==0.16.0
 hf-xet==1.5.0
 httpcore==1.0.9
@@ -52,7 +52,7 @@ markdown-it-py==4.2.0
 markupsafe==3.0.3
 mdurl==0.1.2
 multidict==6.7.1
-mypy==2.3.0
+mypy==2.3.1
 mypy-extensions==1.1.0
 numpy==2.4.4
 openai==2.36.0
@@ -63,13 +63,13 @@ pathspec==1.1.1
 platformdirs==4.9.6
 pluggy==1.6.0
 propcache==0.5.2
-pydantic==2.13.4
-pydantic-core==2.46.4
+pydantic==2.13.5
+pydantic-core==2.46.5
 pygments==2.20.0
 pyjwt==2.12.1
 pytest==9.1.1
 pytest-cov==7.1.0
-python-dotenv==1.2.2
+python-dotenv==1.2.3
 pytokens==0.4.1
 pyyaml==6.0.3
 referencing==0.37.0
@@ -77,7 +77,7 @@ regex==2026.5.9
 requests==2.34.2
 rich==15.0.0
 rpds-py==0.30.0
-ruff==0.15.21
+ruff==0.16.5
 shellingham==1.5.4
 sniffio==1.3.1
 tenacity==9.1.4
@@ -85,9 +85,9 @@ tiktoken==0.12.0
 tokenizers==0.23.1
 tomli==2.4.1
 tqdm==4.67.3
-twilio==9.10.9
+twilio==9.11.0
 typeguard==4.4.3
-typer==0.26.8
+typer==0.27.2
 typing-extensions==4.15.0
 typing-inspection==0.4.2
 urllib3==2.7.0
diff --git a/requirements.txt b/requirements.txt
index 9e60918..f157c43 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -1,15 +1,15 @@
 # Core AI and CLI (prefer latest v3 per dspy.ai)
 dspy-ai>=3.2.1,<4.0.0
-typer==0.26.8
+typer==0.27.2
 rich==15.0.0
-pydantic==2.13.4
-python-dotenv==1.2.2
+pydantic==2.13.5
+python-dotenv==1.2.3
 
 # Web server and SMS
 Flask==3.1.3
 Flask-Limiter==4.1.1
-twilio==9.10.9
-gunicorn==26.0.0
+twilio==9.11.0
+gunicorn==26.2.0
 
 # Data and utilities
 PyYAML==6.0.3
@@ -19,5 +19,5 @@ requests==2.34.2
 pytest==9.1.1
 pytest-cov==7.1.0
 black==26.5.1
-ruff==0.15.21
-mypy==2.3.0
+ruff==0.16.5
+mypy==2.3.1