Simplify the structure as much as possible, have clear roles and responsibilities that are not overlapping (meaning only one person is allowed to make certain decisions) and a clearly defined exit plan.

I had to sell so I replaced the HVAC and a day later it was stolen by what neighbors described as the previous tenant.

We believe that you set your strategy early on during acquisition, and as such, were primarily motivated by cash-on-cash returns and the strategy, with all of its pitfalls, did result in very reasonable IRR over the many years we have held.   

Once those guys are in place and you have a go-to title company that your realtor recommends and a lawyer.

Its 20 years later I have money in the bank, great credit,  living alone very modestly, and a business that is doing well.

We will have a happy hour in may and a masterclass event in March. 

-Depending on your gain above, you could get a partial 121 exclusion and a 1031 on the townhouse.

Yes, I have done that several times, both as a buyer and as a seller.

Everything can be done with a calculator and a piece of paper if need be.

If you’re strategic about locations, management, and financing, STRs can still offer decent returns in the right market.I totally agree that it’s not all sunshine and rainbows in real estate right now, but if you’re strategic—especially with tax savings and a long-term focus—real estate can still be a viable option alongside other investments.I agree with everything you said but it’s also important to consider the Time component.