Hey David, as long as you flip the property it shouldn't affect your future purchase if for some reason you have to carry a loan on the property then that will affect your DTI which could potentially affect your future purchase.As for flipping, I think you are in a good spot because you and your Dad can do the work yourself, one of the hardest parts of investing in Real Estate is finding quality vendors and contractors.

That 1990-2000s home might be reaching the last leg of all it's cap ex items.Lastly, in HCOL cities, house hacking may give you the opportunity to live in an area to enhance your quality of life.

I would say the quality of life here is high and so are the rents.

Hey everyone,I'm searching for the best app for tracking mileage on a business vehicle while using the same vehicle for personal use. According to the IRS the vehicle needs to be used for 50% for business and needs to...

Here's a https://www.irs.gov/businesses/cost-segregation-audit-technique-guide-chapter-4-principal-elements-of-a-quality-cost-segregation-study-and-report to the IRS website noting specific items that are included in the cost segregation study report.

You'd be looking at a $4000-$4500 monthly payment on a standard DSCR if you paid off the HELOC and the 2.99%

Going to guess your PMC vetting didn't include asking questions about HOW they would execute their services.Below is part of a standard copy & paste advice for those looking for a PMC.

Your strategy could attract a specific niche of renters or vacationers looking for more than just a standard home.

They keep changing the standards for efficiency and the prices keep rising... 

Quote from @Andrew Steffens: At 65 doors it is quality control and managing guest expectations.Yesterday someone threw a fit we do not provide snacks as they checked in at 4am and were hungry...