As expected, he recommends Roth conversion and invest in stocks. 

Outside of real estate, I enjoy bodybuilding, working on cars, and anything that keeps me physically active outdoors, which helps me remain grounded and focused.I'm looking forward to networking, exchanging ideas, and building lasting relationships in this community.

For the seller (John) to defer capital gains via a 1031 exchange, the sale proceeds must be reinvested into like-kind property within 180 days.

In exchange for a reasonable discount of course. 

@Olga Nadal Fortunately, there is no penalty for an incomplete exchange.

I would expect start-up costs such as stocking linens/bedding, upgrading certain furnishing and amenities, and pass-through costs for listing on the OTAs (like VRBO, Airbnb). 

Do that for a year or two and then help that owner buy another and you take a cut in the deal maybe in exchange for management. 

Now, I think the best exit strategy to avoid recapture tax continue to build on your portfolio would be to do a 1031 exchange. 

Investors buy shares and earn returns through dividends and potential stock price appreciation.You typically can’t lose more than your initial investment with publicly traded REITs.

You may also see a discount fee which means you are buying down your mortgage interest rate in exchange for higher upfront cost.