You got the experience, now you can choose something.

I would choose the agent who suggested the higher price.

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I actually have some friends that use Stessa or other tools to do the lease signing, etc. because that is what they are used to, but choose to do rent collection and all of their transaction management in Baselane because it is so user friendly and really prepares you for reporting and tax season.

If you choose to go with this strategy you could complete your exchange and immediately do a cash out refi.

I have to choose between a much cheaper market that I live in that is much easier to cash flow, but finding good renters could be more difficult.

The biggest issue is that forgetting to assign a location or choosing the wrong one can mess up your balance sheet, leading to inaccuracies.

Ensuring you choose the right roommate is so important.

I would advise finding an investor friendly realtor when you choose a market.

 @Raif Jochim without knowing details of each loan, I would almost always choose the primary home.