And just like Bill said, if they pay you less than $600, they don’t need to issue a 1099

Insurance paid it and my premium went up about $50 for a couple years.

I've posted on this subject quite a few times, feel free to check out my previous posts but your objective as a real estate investors should be to avoid claims and what you are proposing offers no greater protection than owning the real estate in an LLC in the state where the property is located or where you reside. 

There has been significant growth in the last couple of years with Amazon, google, honda, and Intel investing here.

I’m also thinking about using an S-Corp or another passthrough entity for tax purposes.I'm looking to scale my real estate portfolio, and I know that starting sooner rather than later will be more beneficial in the long run.

Getting a second loan on an investment property will be more difficult than the property you live in. 

I’d recommend reading a TON of books and attending meetups rather than spend $7,000-$15,000+ for a mentorship that’s not going to pay off in the long run.

Normal wear & tear charges are usually not allowed.

Better than Airdna use the Enemy Method. 

If you had than you may able to take advantage of the 121 exclusion.