1500 watts of Level 1 would recharge a Tesla after a weekend road trip in.... 3 days?

Yes. Are you planning on taking another weekend road trip in less than three days? If not, L1 is still fine. You don't need to keep the battery 100% full all the time, just like you don't need your gas tank at F all the time.

If you buy a Tesla, hopefully.its because you actually drive a decent amount. Otherwise, well, I think it's a waste. I live in a commuter town that most tech people wouldnt be caught dead in... Most people are blue collar. And there are a shocking amount of Tesla's and Bolts around.. why? Because they are great commute cars. If you don't drive much, and have $50-100k to spend, you buy an Audi or BMW. If you drive a lot, a Tesla makes sense.

Understanding that, yes most people would be in trouble if they got into their Tesla on Monday morning and it had.... 50 miles of range.

And you don't need to keep your gas tank at full because you can fill it up anywhere and everywhere at anytime in 5 minutes.

I went with a 14-30 when I installed the plug in our garage, as that's what the charger I was using with our existing dryer used. Considered the 50A upgrade, but honestly didn't matter, since I still can get to 80% any random night.

Yep, that's more than enough. I first got a 6-20 since that's the L2 plug that came with my PHEV's provided charger, and the car can't physically charge any faster than 4.3kW anyway. The only reason we're putting a 14-50 in now is that it's shorthand for "EV-ready" real estate listings if we ever want to sell the house, and the car we hope to get next year can support 9.6kW.