Python was supported by Google, one of the most successful and influential startups in the world. Some good web startups supported ruby on rails but none even close to the size and engineering output of Google. Python was embraced in academia and so became the leader in machine learning also partly influenced by Google putting out and supporting top tier libs like tensorflow. Python was embraced more by hackers than Ruby too and became leader in cybersecurity tools though Ruby has some use still notably with Metasploit. When I was first choosing which language to focus on as a fledgling web hacker it was between Python and Ruby for me too and I like both languages. I chose Python due to Google support which proved to be a good choice at least for job opportunities and good open source libs in the fields I care about.