Sure there is a very small chance that something will go wrong, but with the tightening rental laws spending a little on a proper lease is smart.

Setting up an LLC is a smart move.

An LLC is a smart move for individuals looking to protect themselves, grow their business in a professional light, and operate as a corporation. 

He is not smart enough to be a rental property owner.....no insurance.....really?

Was that with Smart Home Choice by any chance?

If you do not like bookkeeping/accounting/technology, hire a bookkeeper specializing in real estate investors.

Out of the many programs I've been involved with his is one of the few  I can truly say is worth the money. he's smart and knows RE.

Getting into short-term rentals in the Poconos sounds promising, and it’s smart to look at the tax benefits.

Again, I don't mean to come off as a di*k head lol. this is a genuine question@Robert Westenberger House Hacking generally is a smart way and almost risk-free way for anyone to start real estate investing.

I am pretty impressed with DoorLoop it feels like a more complete Rentredi with better backend technology stack and a United-based support team.