My gut reaction would be that price is high (granted I don’t know the area at all).But if it has been sitting on the market- which it was listed in 2023 for close to $200k less and did not sell my guess is price is the factor - while offering owner finance - it’s only good if it could still provide great cash flow while not overpaying.

Given your experience managing 138 doors, you already have a significant advantage in understanding tenant needs, property maintenance, and financial planning.Key tips:Focus on personal finances: Keep building excellent credit and maintaining healthy reserves.Financing: Explore loan options like conventional, or DSCR loans to maximize your purchasing power.Location: Research neighborhoods with strong Section 8 demand and landlord-friendly regulations.Due diligence: Analyze properties carefully, factoring in rehab costs, property management, and cash flow potential.Your expertise and willingness to learn put you in a strong position—best of luck!

Run your comps and be prepared to adjust a suggested price based on condition, layout, and other factors.

I found this property driving for dollars after leaving the barbershop 🤣 and noticed it was being trashed out.

Does anyone have a set of questions or things they think through or scripts or anything that helps them approach, talk to, and close on deals with homeowners when they approach them directly (whether through mass marketing, driving for dollars, or otherwise)?

The length of time you're carrying debt is a factor to consider. 

I found this property while driving for dollars after leaving the local barbershop/garage shop 🤣.

And who would want paid in Bitcoin if they got their pay on Friday and it was worth 20% less on Monday because some Bitcoin miner in China had a security breach driving down the value of Bitcoin?  

There are a multitude of factors that come into play such as the type of property and its location, and the structure of your investment portfolio.

Of course, if you do flip it you'll want to put in nicer finishes so that would increase your rehab costs and that needs to be factored in as well.