WARNING: pip is configured with locations that require TLS/SSL, however the ssl module in Python is not available.
WARNING: Retrying (Retry(total=4, connect=None, read=None, redirect=None, status=None)) after connection broken by ‘SSLError(“Can’t connect to HTTPS URL because the SSL module is not available.”)’: /simple/pip/
WARNING: Retrying (Retry(total=3, connect=None, read=None, redirect=None, status=None)) after connection broken by ‘SSLError(“Can’t connect to HTTPS URL because the SSL module is not available.”)’: /simple/pip/
WARNING: Retrying (Retry(total=2, connect=None, read=None, redirect=None, status=None)) after connection broken by ‘SSLError(“Can’t connect to HTTPS URL because the SSL module is not available.”)’: /simple/pip/
WARNING: Retrying (Retry(total=1, connect=None, read=None, redirect=None, status=None)) after connection broken by ‘SSLError(“Can’t connect to HTTPS URL because the SSL module is not available.”)’: /simple/pip/
WARNING: Retrying (Retry(total=0, connect=None, read=None, redirect=None, status=None)) after connection broken by ‘SSLError(“Can’t connect to HTTPS URL because the SSL module is not available.”)’: /simple/pip/
Could not fetch URL https://pypi.org/simple/pip/: There was a problem confirming the ssl certificate: HTTPSConnectionPool(host=‘pypi.org’, port=443): Max retries exceeded with url: /simple/pip/ (Caused by SSLError(“Can’t connect to HTTPS URL because the SSL module is not available.”)) - skipping
ERROR: Could not find a version that satisfies the requirement pip==20.0.2 (from versions: none)
ERROR: No matching distribution found for pip==20.0.2
Failed to set up virtualenv for mycroft, exiting setup.
Starting all mycroft-core services
Initializing…
Starting background service bus
CAUTION: The Mycroft bus is an open websocket with no built-in security
measures. You are responsible for protecting the local port
8181 with a firewall as appropriate.
Starting background service skills
Starting background service audio
Starting background service voice
Starting background service enclosure
Starting cli
Traceback (most recent call last):
File “”, line 189, in _run_module_as_main
File “”, line 112, in _get_module_details
File “/home/chris/mycroft-core/mycroft/init.py”, line 17, in
from mycroft.api import Api
File “/home/chris/mycroft-core/mycroft/api/init.py”, line 19, in
import requests
ModuleNotFoundError: No module named ‘requests’
Hello and welcome to the forum! 
It looks like you’re using an old Mycroft installation that is no longer supported. Check out this thread for some supported installations.