diff --git a/tox.ini b/tox.ini
index 3bfddd2..8ef9795 100644
--- a/tox.ini
+++ b/tox.ini
@@ -1,27 +1,33 @@
 [tox]
-envlist = py{38,39,310,311}-websockets{latest,11.0}-pyaudio{latest,0.2}-httpx{latest,0.24,0.23,0.22,0.21}-pydantic{latest,2,1.10,1.9,1.8,1.7}-typing-extensions
+envlist =
+    # Test latest versions across all Python versions
+    py{38,39,310,311}-latest
+    # Test oldest supported versions
+    py38-oldest
+    # Test pydantic v1/v2 compatibility
+    py311-pydantic1
 
 [testenv]
 deps =
-    # library dependencies
-    websocketslatest: websockets
-    websockets11.0: websockets>=11.0.0,<12.0.0
-    httpxlatest: httpx
-    httpx0.24: httpx>=0.24.0,<0.25.0
-    httpx0.23: httpx>=0.23.0,<0.24.0
-    httpx0.22: httpx>=0.22.0,<0.23.0
-    httpx0.21: httpx>=0.21.0,<0.22.0
-    pydanticlatest: pydantic
-    pydantic2: pydantic>=2
-    pydantic1.10: pydantic>=1.10.0,<1.11.0,!=1.10.7
-    pydantic1.9: pydantic>=1.9.0,<1.10.0
-    pydantic1.8: pydantic>=1.8.0,<1.9.0
-    pydantic1.7: pydantic>=1.7.0,<1.8.0
-    typing-extensions: typing-extensions>=3.7
-    # extra dependencies
-    pyaudiolatest: pyaudio
-    pyaudio0.2: pyaudio>=0.2.13,<0.3.0
-    # test dependencies
+    # Latest versions (default)
+    latest: websockets
+    latest: httpx
+    latest: pydantic
+    latest: pyaudio
+    latest: typing-extensions>=3.7
+    # Oldest supported versions
+    oldest: websockets>=11.0.0,<12.0.0
+    oldest: httpx>=0.21.0,<0.22.0
+    oldest: pydantic>=1.7.0,<1.8.0
+    oldest: pyaudio>=0.2.13,<0.3.0
+    oldest: typing-extensions>=3.7
+    # Pydantic v1 for compatibility testing
+    pydantic1: websockets
+    pydantic1: httpx
+    pydantic1: pydantic>=1.10.0,<2.0.0,!=1.10.7
+    pydantic1: pyaudio
+    pydantic1: typing-extensions>=3.7
+    # Test dependencies
     pytest
     pytest-httpx
     pytest-xdist