Since your original question was DBA or LLC, I would lean to forming a seperate LLC.

Then I looked at how much my house has risen and now am leaning toward selling.If I sell I could reinvest the cash into another rent ready home and still have funds leftover for the next project.

I’ve been leaning toward the vacation rental precisely because of the lack of a mortgage.

My gut was leaning in that direction, creating a combo of flips and rentals, but I haven’t read anything yet that suggests this as a strategy.

If the roof, HVAC, retaining wall, etc. are going to need replacement in the next few years, I would lean towards flipping it.

Large balances can lead to leans on your property and eventually foreclosure.

 I did the same thing when I was getting my feet wet and doing a side hustle ( making an assumption since his profile makes reference to working for a lender)I think it’s smart to try free alternative sources besides MLS before going straight to paid sources.Sometimes being lean and hungry forces creativity that creates big things.If nothing else you try it doesn’t work after 60-90 days then you say what’s next.Additionally I would suggest being open to property types and focus on a deal and a city vs a specific property type and a city and a deal.

But on the flip side, is it close to mass transit that can appeal to commuters who can sacrifice some peace for convenience?

It does cost more, however for such a short hold it may be worth the convenience.

I'm leaning more to the HELOC route.