diff --git a/pyproject.toml b/pyproject.toml
index b12ca0f..3e55d5b 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -10,7 +10,7 @@ authors = [
     { name = "Ads Dawson", email = "ads@dreadnode.io" },
 ]
 dependencies = [
-    "typer>=0.25.1,<0.26",
+    "typer>=0.26.4,<0.27",
     "pydantic>=2.9.2,<3",
     "docker>=7.1.0,<8",
     "rich>=14.0.0,<15",
diff --git a/uv.lock b/uv.lock
index 8f2a3e0..a5c6dfc 100644
--- a/uv.lock
+++ b/uv.lock
@@ -272,7 +272,7 @@ requires-dist = [
     { name = "pydantic", specifier = ">=2.9.2,<3" },
     { name = "pydantic-yaml", specifier = ">=1.4.0,<2" },
     { name = "rich", specifier = ">=14.0.0,<15" },
-    { name = "typer", specifier = ">=0.25.1,<0.26" },
+    { name = "typer", specifier = ">=0.26.4,<0.27" },
 ]
 provides-extras = ["fast-json"]
 
@@ -1323,17 +1323,17 @@ wheels = [
 
 [[package]]
 name = "typer"
-version = "0.25.1"
+version = "0.26.4"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "annotated-doc" },
-    { name = "click" },
+    { name = "colorama", marker = "sys_platform == 'win32'" },
     { name = "rich" },
     { name = "shellingham" },
 ]
-sdist = { url = "https://files.pythonhosted.org/packages/e4/51/9aed62104cea109b820bbd6c14245af756112017d309da813ef107d42e7e/typer-0.25.1.tar.gz", hash = "sha256:9616eb8853a09ffeabab1698952f33c6f29ffdbceb4eaeecf571880e8d7664cc", size = 122276, upload-time = "2026-04-30T19:32:16.964Z" }
+sdist = { url = "https://files.pythonhosted.org/packages/8e/d3/90c1ee19209cb59f6ad185883fd4ccfcf72f8f0bfd549d5a8b70474611d0/typer-0.26.4.tar.gz", hash = "sha256:25b128964de66c5ea36d5ac82adc579e5e113509b17469edf9f5a4a1864ff2a9", size = 201191, upload-time = "2026-05-30T17:05:04.213Z" }
 wheels = [
-    { url = "https://files.pythonhosted.org/packages/3f/f9/2b3ff4e56e5fa7debfaf9eb135d0da96f3e9a1d5b27222223c7296336e5f/typer-0.25.1-py3-none-any.whl", hash = "sha256:75caa44ed46a03fb2dab8808753ffacdbfea88495e74c85a28c5eefcf5f39c89", size = 58409, upload-time = "2026-04-30T19:32:18.271Z" },
+    { url = "https://files.pythonhosted.org/packages/f0/6d/5a525c69df4a90892135e5d490b00e9e46402491f3416d4395fcb0d0201e/typer-0.26.4-py3-none-any.whl", hash = "sha256:11bfd7b43557137e373c2b10f6967a555f9678a61ed72c808968b011d95534d6", size = 122436, upload-time = "2026-05-30T17:05:05.812Z" },
 ]
 
 [[package]]