Hey friends, I'm an agent in Daytona Beach and I locking in my first short term rental listing.

Saugerties and Phoenicia are pretty STR friendly as well.Hey Jonathan!

Board games can be worth it, but I'd keep it minimal - maybe 2-3 family-friendly classics.

I did the exact same thing 5 years ago except it was a single family and I rented the rooms out to friends, now my wife and I have built a portfolio of 10 homes.

First advice is always go to friends and family with this deal and try to come up with the cash to buy outright.

Yesterday, I applied for a loan through a couple program approved lenders and an investment friendly lender recommended by bigger pockets.

Even though ALOT and I mean ALOT of people on bigger pockets or friends and family have told me airnbnb arbitrage wouldn't work out I have been pretty successful even though I was pretty much self learnt without any form of joining a course or anything like that.

If you are really in Portland, you're going to have to really review the eviction requirements because it's known as a tenant-friendly locale. 

If you are considering this approach, I suggest you buy an A-class property in a landlord friendly city and get a PM.

I don't believe my modded system at home is user-friendly enough for randos at an STR.