Back when I ran a consulting&#x2F;web dev biz I had a client who came to me with an idea like this. I didn&#x27;t like the sounds of it and didn&#x27;t pursue it. Glad I didn&#x27;t. There&#x27;s a myriad of technical legal issues to go through. Uber (&quot;rideshare&quot;) vs taxis are majorly different from Flytenow (&quot;flightshare&quot;) vs commercial airlines.<p>The FAA will never allow &quot;flightsharing&quot; on the commercialism that Uber is at. It&#x27;s simply too dangerous.