@Kenneth Joseph Perfido It really comes down to math and future goals.

Boston is the 3rd most expensive market in the country, and DC is the 4th.

However, for future purchases as investments or otherwise, as a Realtor, I never take a commission on my purchases.For one, I don't want to pay taxes on it or split it with my brokerage. 

Letting Go for Your Bottom Line: A Lesson for Real Estate InvestorsHey BiggerPockets Community,If you’re a real estate investor, whether you own rental properties, flip houses, or manage syndications, there’s a critical lesson that could boost your bottom line: Letting Go.Many of us get into real estate because we want control over our financial future.

Wondering how the Northwest Preservation Ordinance is shaking up Chicago's real estate scene?

The reality is, while house hacking can be a fantastic way to build wealth, it’s not always as simple as it seems.

If you sell, you could access the equity you’ve built and put it toward other investments or save for a future down payment.

Is the property rentable? 

The amount of capital required depends on the city's appreciation rate.

Here is my Cliff Notes on this elaborate example:If you have unused losses from the past, they might significantly soften the tax blow from a profitable sale.I don't see how this is called "strategic play" or "premium lemonade."