Hey fellow Clevelander here, if you're interested just last week someone hit me up for some long term (3-6 months) JS contract work. Contact info in profile, I have a line on a couple other opportunities but this one might float you while you figure out your situation
I've stayed at jobs with an under market salary because I believed in the company/boss, but eventually can't ignore the onslaught of recruiters on LinkedIn with better paying gigs.
It seems to me this mindset comes from not being comfortable with the employees having the leverage over the employers.
I haven't tried selling elsewhere but I've heard of people doing it. The last time I tried selling Cavs tickets somewhere else was when you could still get them as paper tickets from Ticketmaster.
Since transfers on FlashSeats are free, you could sell them somewhere else and just do the exchange on FlashSeats. I'd imagine you're right in the Cavs taking issue with doing that. Teams are running their own secondary markets to capture the extra revenue that was going to places like StubHub. I will say that having an official secondary market is nice, I just think the FlashSeats experience is lacking.