The location is ideal, as it’s situated in a neighborhood that permits short-term rentals (STRs), making it a great investment opportunity.

Do number, size, or area of investments owned play the biggest role in that decision? 

This specific tenant disregards quiet hours and continues to play their music loud.

@Jerry Zigounakis For your STR in Big Bear, forming a CA LLC is ideal for liability protection, even with the $800 annual franchise tax and possible gross receipts fees.

Since my current strategy is BRRRR, I'm looking for a location where I can implement it successfully within my budget.I’d prefer to target the best neighborhoods or subdivisions I can afford, ideally with favorable eviction laws and other key factors.That said, I started wondering if there might be a better strategy to achieve my goals.

Yup this is right out of the Sub Too guys play book. 

You want to play the charitable hero.

Yes we tried everything, and Yes I know now that wasn't the best play haha. 

It will just be a lot of work to find experienced flippers playing in that price point

I know real estate is a long term play but you never know when you'll need access to that capital.There are turnkey companies out there that handle the entire process for you from top to bottom so it makes for an extremely passive investment.