diff --git a/cloudsmith_cli/__init__.py b/cloudsmith_cli/__init__.py
index f3664433..101b150c 100644
--- a/cloudsmith_cli/__init__.py
+++ b/cloudsmith_cli/__init__.py
@@ -3,8 +3,6 @@
 import warnings
 
 import click
-import urllib3
 
 click.disable_unicode_literals_warning = True
-urllib3.disable_warnings(urllib3.exceptions.InsecureRequestWarning)
 warnings.filterwarnings("ignore", category=ResourceWarning)
diff --git a/cloudsmith_cli/cli/tests/test_startup_imports.py b/cloudsmith_cli/cli/tests/test_startup_imports.py
index 3eb1dcaf..5068d76f 100644
--- a/cloudsmith_cli/cli/tests/test_startup_imports.py
+++ b/cloudsmith_cli/cli/tests/test_startup_imports.py
@@ -9,7 +9,15 @@
 import subprocess
 import sys
 
-HEAVY_PREFIXES = ("mcp", "httpx", "cloudsmith_api", "requests")
+HEAVY_PREFIXES = (
+    "mcp",
+    "httpx",
+    "cloudsmith_api",
+    "requests",
+    "rich",
+    "urllib3",
+    "semver",
+)
 
 
 def modules_loaded_by_import(module_name="cloudsmith_cli.cli.commands.main"):
diff --git a/cloudsmith_cli/cli/utils.py b/cloudsmith_cli/cli/utils.py
index be17fef6..7fc749f6 100644
--- a/cloudsmith_cli/cli/utils.py
+++ b/cloudsmith_cli/cli/utils.py
@@ -7,8 +7,6 @@
 
 import click
 from click_spinner import spinner
-from rich.console import Console
-from rich.table import Table
 
 from ..core.api.version import get_version as get_api_version
 from ..core.version import get_version as get_cli_version
@@ -74,6 +72,9 @@ def pretty_print_row(styled, plain):
 
 def rich_print_table(headers, rows, title=None, show_lines=False):
     """Rich table from headers and rows."""
+    from rich.console import Console
+    from rich.table import Table
+
     console = Console()
     table = Table(title=title, show_lines=show_lines)
 
diff --git a/cloudsmith_cli/core/api/version.py b/cloudsmith_cli/core/api/version.py
index 53392ae6..d6ff3ead 100644
--- a/cloudsmith_cli/core/api/version.py
+++ b/cloudsmith_cli/core/api/version.py
@@ -2,8 +2,6 @@
 
 import importlib.metadata
 
-import semver
-
 
 def get_version():
     """Get the raw/unparsed version of the API as a string."""
@@ -12,4 +10,6 @@ def get_version():
 
 def get_version_info():
     """Get the API version as VersionInfo object."""
+    import semver
+
     return semver.parse_version_info(get_version())
diff --git a/cloudsmith_cli/core/session.py b/cloudsmith_cli/core/session.py
index 750a032f..10a55df3 100644
--- a/cloudsmith_cli/core/session.py
+++ b/cloudsmith_cli/core/session.py
@@ -4,9 +4,12 @@
 import time
 
 import requests
+import urllib3
 from requests.adapters import HTTPAdapter
 from urllib3.util.retry import Retry
 
+urllib3.disable_warnings(urllib3.exceptions.InsecureRequestWarning)
+
 
 class RetryWithCallback(Retry):
     """A urllib3 Retry with a callback on retries."""
diff --git a/cloudsmith_cli/core/version.py b/cloudsmith_cli/core/version.py
index ef2fe251..31d9377c 100644
--- a/cloudsmith_cli/core/version.py
+++ b/cloudsmith_cli/core/version.py
@@ -1,7 +1,5 @@
 """Core version utilities."""
 
-import semver
-
 from . import utils
 
 
@@ -17,4 +15,6 @@ def get_version_info():
 
 def parse_version(version):
     """Get a version string as a VersionInfo object."""
+    import semver
+
     return semver.parse_version_info(version)