Hey @Logan Barwick, I personally like option 1, but this depends on what your strategy is to grow your real estate portfolio.

Selling for $380k means an $80k taxable gain at long-term capital gains rates (0%, 15%, or 20%, depending on income).The $80k HELOC used for personal debts doesn’t affect your taxes.A 1031 exchange could defer taxes, but you’d need to reinvest in another investment property, not a home for your mom.

The increased cash flow would make such a substantial difference in your daily life that not paying it off would be foolish.Outside of that, I can't see many reasons I would take a 15% tax hit to save 4% on a mortgage, which is really only effectively about 3-3.5% depending on your tax bracket.

It depends on management style I guess.

Success still depends on your effort, discipline, and ability to execute.

rates are going to be 10 to 15% with points of 2 to 10 points depending.. then you have to have the money for the infrastructure .. 

We are a bit flexible on the budget, depending on cash flow/appreciation.

All depending on perspective.I would take it with a big grain of salt, I think Opendoor is trying to drum up interest, given how many properties, they and other institutional buyers, are having on the market (e.g.

It all depends on your specific circumstances and I think getting other's opinions is helpful but what works for YOU?

It is more dependent on that than your experience.