@David MartinezA quick search on furnishedfinder.com shows a bunch of available midterm rentals in that area so you can use those to help guide your price and strategy.

Quote from @Will Greenlee: I would agree with @Drew Sygit every software has its kinks and this one along with all the other ones started somewhere.. 7-8 years ago Buildium was less effective than it is today, and now it is a lot better.

There are a few strategies you might consider to accelerate things.One option is a cash-out refinance.

You are so right about analysis paralysis 😁Not too concerned about mechanics though I would like to learn more about how to best use CRMs (specifically freedomsoft), but also would like to learn specifics regarding forming LLC structures and tax strategies 🤔

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There are often local Facebook groups for specific strategies 

I have listened to a podcasts with other doctors talking about this, Anywhere else I can find info or advice or strategies on similar situations?

Its a fairly common strategy.

Depends on strategy and long term goals with REI.

Quote from @Garrett Jennings: I wanted to check on the forums before I consider using this as a strategy.