However, I always have to ask myself what decision do I make today if I am evaluating the consequences 2-5 years from now. 

That said, we understand that insurance details can sometimes be complex or overlooked during the decision-making process.

Be patient in your decision making and understand the local pricing and economics of an area.  

I did my homework before making a decision.  

I think you are letting your feelings get in the way of making bad business decisions.

But given my parenthetical statement, and this shows where perhaps you may have less experience in the STR world, for no valid reason, your preferred platform can make a unilateral, unfounded decision to ban you and there goes your business.Which brings me to my final point.  

I think at some point, I need to make a decision and jump in. 

What started as a promising BRRRR ended with us making the tough decision to sell at a loss after an unexpected disaster.The Numbers:Sold for: +$230KPurchase Price: $115KClosing Costs: $3KRehab Costs: $105K ($49K original rehab, $56K additional repairs due to the car crash)Holding Costs: $31K (12 months)Selling Costs: $16KInsurance Claim Recovery: +$25KNet Income: - $16KWhat Happened:This was supposed to be a BRRRR.

BEST DECISION I EVER DID WAS MAKE MY WIFE MY BUSINESS PARTNER THIS YEAR FELT LIKE NEW BEGINNINGS LEAVING A OLD PARTNERSHIP AND STARTING A NEW ONE LITTLE  DID WE KNOW THIS FLIP WOULD BE THE WORSE THING WE DID THIS YEAR TALK ABOUT A HOUSE THAT WOULDN'T STOP SPITTING OUT PROBLEMS FROM SQUATTERS BREAKING IN , FROM THE CITY CONSTANTLY GIVING VIOLATIONS, WE EVENTUALLY TOOK A LOSS OVER 50K OUCH!!  

Obsession isn't a bad thing in this case as long as you don't make poor decisions just to "get in the game"It sounds like your motive to get in real estate is a good one if you are looking to help other people.