@Arn Cenedella Makes sense so your end goal is still to eventually sell and trade up to a bigger property?

At scale, I feel like they all break/ or have manufacturing issues eventually. 

If you let them apply the deposit now, then when they eventually leave, you will be left holding the bag..... there may be other damage, rent etc that you get screwed on....

Thus you will eventually pay taxes on the entire $20,000.Roth IRA.

Eventually I would like to diversify my portfolio to different parts of the country. 

Eventually one of your offers will be accepted and it will be a great deal!

(let me be clear though, I do HIGHLY recommend rewriting most or all of the content eventually, changing the design a bit to make it unique, and adding your logo)Lastly, just don't think because you have a Carrot site, motivated sellers are magically going to find it and give you their info.

@Corey Frank Cleveland is a good market to get into because it's an undeveloped version of Columbus that kinda sucks now but will eventually be worth it.

But eventually they get washed out.Personally I wouldn't and don't buy any STRs in hoa areas for the basic reason that they can change the rules on you at any point without warning.

Hindsight of course, lesson learnedHe’s been “ok” as a tenant, consistently late on payment, causing me to post notice multiple times, but eventually does pay.