diff --git a/domaintools/api.py b/domaintools/api.py
index 4e6586f..d20823b 100644
--- a/domaintools/api.py
+++ b/domaintools/api.py
@@ -1,8 +1,10 @@
 from datetime import datetime, timedelta, timezone
 from hashlib import sha1, sha256, md5
 from hmac import new as hmac
+from typing import Union
 
 import re
+import ssl
 
 from domaintools.constants import Endpoint, ENDPOINT_TO_SOURCE_MAP, FEEDS_PRODUCTS_LIST, OutputFormat
 from domaintools._version import current as version
@@ -76,7 +78,7 @@ def __init__(
         self.username = username
         self.key = key
         self.https = https
-        self.verify_ssl = verify_ssl
+        self.verify_ssl = self._get_ssl_default_context(verify_ssl)
         self.rate_limit = rate_limit
         self.proxy_url = proxy_url
         self.extra_request_params = {}
@@ -92,6 +94,9 @@ def __init__(
         if proxy_url and not isinstance(proxy_url, str):
             raise Exception("Proxy URL must be a string. For example: '127.0.0.1:8888'")
 
+    def _get_ssl_default_context(self, verify_ssl: Union[str, bool]):
+        return ssl.create_default_context(cafile=verify_ssl) if isinstance(verify_ssl, str) else verify_ssl
+
     def _build_api_url(self, api_url=None, api_port=None):
         """Build the API url based on the given url and port. Defaults to `https://api.domaintools.com`"""
         rest_api_url = "https://api.domaintools.com"
diff --git a/tests/e2e/scripts/test_e2e_runner.sh b/tests/e2e/scripts/test_e2e_runner.sh
new file mode 100755
index 0000000..48c8a37
--- /dev/null
+++ b/tests/e2e/scripts/test_e2e_runner.sh
@@ -0,0 +1,52 @@
+#!/bin/bash
+
+# Script Requirements
+# docker
+
+MITM_BASIC_AUTH_CONTAINER_NAME="e2e_test_mitm_basic_auth"
+MITM_CUSTOM_CERT_CONTAINER_NAME="e2e_test_mitm_custom_cert"
+DOCKER_NETWORK_NAME="e2e_test_docker_network"
+
+echo "Starting e2e tests..."
+
+echo "Create a bridge network for the containers to communicate"
+docker network create ${DOCKER_NETWORK_NAME}
+
+echo "Spinning ${MITM_BASIC_AUTH_CONTAINER_NAME}"
+docker run --rm -d \
+    --name ${MITM_BASIC_AUTH_CONTAINER_NAME} \
+    --network ${DOCKER_NETWORK_NAME} \
+    -p 8080:8080 mitmproxy/mitmproxy mitmdump \
+    --set proxyauth="username:pass"
+
+echo "Spinning ${MITM_CUSTOM_CERT_CONTAINER_NAME}"
+docker run --rm -d -v ~/.test_mitmproxy:/home/mitmproxy/.mitmproxy \
+    --name ${MITM_CUSTOM_CERT_CONTAINER_NAME} \
+    --network ${DOCKER_NETWORK_NAME} \
+    -p 8090:8090 mitmproxy/mitmproxy mitmdump \
+    --set listen_port=8090
+
+# Check until custom cert from mitmproxy container is copied locally
+echo "Checking for valid custom cert..."
+while [ ! -f ~/.test_mitmproxy/mitmproxy-ca.pem ] ;
+do
+    sleep 2
+done
+echo "Valid custom cert found!"
+
+# Copy valid custom cert to target dir
+cp ~/.test_mitmproxy/mitmproxy-ca.pem tests/e2e/mitmproxy-ca.pem
+
+echo "E2E processing..."
+python -m pytest -s --capture=sys -v --cov=domaintools tests/e2e
+
+# Clean up containers
+echo "Bringing down containers..."
+docker stop ${MITM_BASIC_AUTH_CONTAINER_NAME} || true
+docker stop ${MITM_CUSTOM_CERT_CONTAINER_NAME} || true
+docker network rm ${DOCKER_NETWORK_NAME} || true
+
+# Clean up custom certs
+echo "Removing custom certs..."
+rm -rf tests/e2e/mitmproxy-ca.pem
+rm -rf ~/.test_mitmproxy
diff --git a/tests/e2e/test_proxy.py b/tests/e2e/test_proxy.py
new file mode 100644
index 0000000..b96170a
--- /dev/null
+++ b/tests/e2e/test_proxy.py
@@ -0,0 +1,49 @@
+"""Tests proxy support for DomainTools APIs"""
+
+import pytest
+
+from httpx import ProxyError
+from tests.settings import api
+
+
+class TestProxy:
+
+    def test_account_information_using_proxy_with_basic_auth_should_succeed_if_correct_username_and_password_were_used(self):
+        api.verify_ssl = False
+        api.proxy_url = "http://username:pass@localhost:8080"
+        with api.account_information() as account_information:
+            assert "products" in account_information
+            for product in account_information:
+                assert "id" in product
+                assert "per_month_limit" in product
+                assert "absolute_limit" in product
+                assert "usage" in product
+                assert "expiration_date" in product
+
+    def test_account_information_using_proxy_with_basic_auth_should_fail_if_no_username_and_password_was_used(self):
+        api.verify_ssl = False
+        api.proxy_url = "http://localhost:8080"
+        with pytest.raises(ProxyError):
+            account_information = api.account_information()
+            account_information.response()
+
+    def test_account_information_using_proxy_with_basic_auth_should_fail_if_wrong_username_was_used(self):
+        api.verify_ssl = False
+        api.proxy_url = "http://wrongusername:pass@localhost:8080"
+        with pytest.raises(ProxyError):
+            account_information = api.account_information()
+            account_information.response()
+
+    def test_account_information_using_proxy_with_basic_auth_should_fail_if_wrong_password_was_used(self):
+        api.verify_ssl = False
+        api.proxy_url = "http://username:wrongpass@localhost:8080"
+        with pytest.raises(ProxyError):
+            account_information = api.account_information()
+            account_information.response()
+
+    def test_account_information_using_proxy_with_basic_auth_should_fail_if_wrong_username_and_password_were_used(self):
+        api.verify_ssl = False
+        api.proxy_url = "http://wrongusername:wrongpass@localhost:8080"
+        with pytest.raises(ProxyError):
+            account_information = api.account_information()
+            account_information.response()
diff --git a/tests/e2e/test_ssl.py b/tests/e2e/test_ssl.py
new file mode 100644
index 0000000..2c61713
--- /dev/null
+++ b/tests/e2e/test_ssl.py
@@ -0,0 +1,42 @@
+"""Tests proxy support for DomainTools APIs"""
+
+import pytest
+
+from httpx import ConnectError
+from tests.settings import api
+
+
+class TestSsl:
+
+    def test_account_information_using_proxy_with_custom_cert_should_succeed_if_using_the_valid_custom_cert(self):
+        api.verify_ssl = "tests/e2e/mitmproxy-ca.pem"
+        api.proxy_url = "http://localhost:8090"
+        with api.account_information() as account_information:
+            assert "products" in account_information
+            for product in account_information:
+                assert "id" in product
+                assert "per_month_limit" in product
+                assert "absolute_limit" in product
+                assert "usage" in product
+                assert "expiration_date" in product
+
+    def test_account_information_using_proxy_with_custom_cert_should_be_successful_when_verify_ssl_is_disabled(self):
+        api.verify_ssl = False
+        api.proxy_url = "http://localhost:8090"
+        with api.account_information() as account_information:
+            assert "products" in account_information
+            for product in account_information:
+                assert "id" in product
+                assert "per_month_limit" in product
+                assert "absolute_limit" in product
+                assert "usage" in product
+                assert "expiration_date" in product
+
+    def test_account_information_using_proxy_with_custom_cert_should_fail_when_verify_ssl_is_enabled_but_not_using_the_installed_custom_cert(
+        self,
+    ):
+        api.verify_ssl = True
+        api.proxy_url = "http://localhost:8090"
+        with pytest.raises(ConnectError):
+            account_information = api.account_information()
+            account_information.response()
diff --git a/tox.ini b/tox.ini
index e7c06b0..0c998b8 100644
--- a/tox.ini
+++ b/tox.ini
@@ -14,5 +14,7 @@ deps=
     rich
     typer
     .
-commands=py.test -s --capture=sys  --cov=domaintools --cov=domaintools_async tests
+commands =
+    py.test -s --capture=sys  --cov=domaintools --cov=domaintools_async tests \
+        --ignore=tests/e2e
     coverage html