Build a team with local contractors and use property management software.

I briefly considered signing my STR over to an arbitrage group last year under much less favorable terms last year.If this suites you it may be advantageous.

I should mention my dad is a disabled vet as well and is maybe interested in growing a portfolio too so we could team up.

She was scrambling for a new title company that understood the local subtleties, and my buddy’s referral to a quiet, under-the-radar exchange facilitator near Lake Oswego ended up saving her deal from what felt like a slow-motion derailment.What really helped both of them was teaming up with a local pro who understood the Oregon laws like the back of her hand.

Andy Sirkin (fantastic legal team from SF) has a library of free online articles and a set of agreements to purchase, to help you on your way to become a Subject Mater Expert. https://andysirkin.com/article...Elizabeth and Christina (The Rental Girls) have done a great job pioneering the shared ownership (TIC's) model in Southern CA. 

As preivously stated above, I have a small storage space (around 200 sqft) that can be converted into an ADU (already have approved plans from LADBS) and am meeting with various contractors and teams.

Today we basically run two businesses, one in REI and one is a brokerage team.

Also price is irrelevant if you dont have a good team and a good contractor who you communicate  well with. 

After he teamed up with a local intermediary in the Bay Area.. from what I read in the Wall Street Journal, Lockton has been helping investors streamline these moves.. he ended up freeing enough capital to invest in a mixed-use building in San Antonio that we’d been eyeing for a while.I’m no attorney or CPA, so I’m not giving legal or tax advice here, but there’s definitely something to be said for repositioning your insurance to fit your broader investment goals.

After the framework is filled out, our acquisitions team will start curating a selection of homes specifically for you to choose from.