@Andrew MaturanaTo gain a competitive edge in the hospitality industry, explore creative ventures, Triple Net investments, house hacking, syndications, joint ventures, and leverage business acumen, networking, and resources.Good Luck!

There are good tax benefits, but you should really decide on whether you want to own and operate a business that requires as much upkeep as STR before exploring it further.

The strategy involves using the HELOC for a flip to generate fast cash, reinvesting profits into long-term rentals, or exploring alternative ventures like short-term rentals or partnerships.

Alternatively, consider a cash-out refinance to access equity without triggering capital gains or explore a 1031 exchange to defer taxes by purchasing another investment property.This post does not create a CPA-Client relationship.

My wife and I have a 9.46ac parcel in Umatilla (Lake Co) FL that is a lot smaller but we've explored similar options.  

If you're open to exploring international opportunities, I have an exciting real estate project in Dar Bouazza, near Casablanca—an emerging hotspot for residential and vacation properties.

This community is a great place to explore financing options and connect with like-minded investors.

You might explore partnerships where you fund all-cash deals in exchange for a portion of the profit.

Furthermore, you should explore checkbook control versus having the custodian make all the investments.  

Because of this, I'm exploring what it would look like to begin investing in vacation rental real estate as a way to:1 - Save on taxes by taking depreciation2 - Hold long-term appreciating assets3 - Have properties where we enjoy vacationing that we can stay at when we go to do maintenance (probably 2 areas).What resources would you recommend for someone just starting out who has these specific goals?