It's essential to evaluate coverage options carefully and consider consulting with a financial advisor specializing in real estate investments for strategic insights.

However, this generic statement is useless for many reasons:- your two years are never identical- even if you expect them to be identical, we don't know the future, and things can change- you likely have a number of special factors that change your tax outcome, some of which I mentioned above and others mentioned in earlier comments on this threadWe are also assuming that you're selling outright for cash and not reinvesting, although you have other options such as installment sales (aka owner financing), reinvesting into REITs/DSTs, opportunity zone funds and more, as mentioned in other comments.Finally, nobody brought up what I consider the single most important factor in your decision process: you sell when you have a good offer, period.

I had an IT job that pays well, had no time to run over after work to change a washer, and had my plumber charge me a special rate of $85 to do it on the way to his 1st job of the day.

I did this earlier in the year with a local bank who were running a special fixed rate until next year May. 

The famous joke in the office was when I told a PM (property manager) I bought a property they would ask "did you walk through it or was this another Keaton special?"

Talk to a cpa that specializes in taxes and they can help you out. 

I have been working in the real estate industry since 2010, specializing in working with investors and 1st time home buyers for the last number of years.

Hi Zane, I'm a Realtor and Property Manager in Huntsville AL who specializes in working with investors!

This year they purchased their 2nd rental and have finished the renovation.You could get into real estate without a coaching program but using one will help you a lot specially if you have no experience.

However, if you are going to take advantage of cost segregation, I would recommend working with a CPA that specializes in real estate such as Michael, Ashish, etc. or I'd be happy to provide additional recommendations rather than doing it yourself through turbo tax.Here's an article with additional FAQs on cost segregation studies that you may find helpful.