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[quote=Anonymous]We did it 3x (1031 exchange) and were able to get our toe in the door in an area we loved vacationing, and then upgraded to a better/more profitable rental, and then to our "forever home."

I put "forever home" in quotes because we thought it would be a house for many generations, but so much had changed in the community post-COVID (overdevelopment, insurance issues, high demand) that when we got an unsolicited offer to "name our price," we sold. And that was the happiest day of our lives.

I don't regret the decisions we made, as at the end of the day, we had many years of great family vacations and made a ton of money, but it was also a lot of work and worry.

I am a person who "hustles" by nature, so I was willing to take on the extra responsibilities (DH did almost nothing) including "managing" the prop mgmt co, building a social media presence to ensure bookings, scheduling repairs and remodels on the fly/during short turnover windows, and finally negotiating the private sale. [/quote]

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