I’ve got a lender who is a problem solver and loves geeking out on the minute details of these problems (it’s what makes her a great lender) and she could be a great resource for you...she’s put together condo conversion workshops with experts all talking about their components.

(Social security, pension, 401k, etc)It is hard to retire on $350,000 of net worth.Even if that is generating 10% cash flow, you are talking maybe $35,000 which is $17,500 for each person.I personally like the idea of seller financing a home at that point, potentially exclude the gain on sale if it was their personal residence and get a nice interest return.If the house is big, it also allows them to downsize the home when they look for something to rent.

In particular the part where I talk about market, is important.

Thank you all who responded, I plan on spending some time driving the neighborhood and talking to anyone at the local coffee shop who will talk to me. 

Find something with someone who is boots on the ground, that you have talked to and built trust. 

Happy to talk more about this, reach out anytime :)However, sounds like you're up for the task to go out alone. 

I have yet to talk with them, but have no reason to believe they wouldn't renew.

Mid-term rentals were not something that I had really considered as I feel like it is not something that I hear talked about nearly as often as short-term rentals or long-term rentals.

Please protect yourself and vet your contractors thoroughly.Feel free to reach out if you would like to talk further.Wishing you best of luck with your investment journey!

The last lender I’ve tried to get a pre-approval had a, imo, patronizing response saying,”Although lots of people talk on social media about buying a three or four unit property with only 3.5% down in practice it almost never works.”All lenders who I’ve tried to give a pre-approval for has tried to sway me to switch to a 5% conventional instead.