Much easier to when you start with people who understand the question.One way a friend does this (not USA based) is to set up joint ventures.

Do you also use Redfin/Zillow as a starting point? 

I'm originally from the area and have been starting to look at some properties there as I am living in New Jersey.

If the rental lease started 1/1/2025 it's likely it was technically in service in 2024. 

I strongly recommend a multifamily to start out when using a DSCR loan.

If timing permits you can get a tenant into your home that you'd be leaving.If you are going to move into the new home you have a lot of options for better rates and lower down payments.Matt HowardNorthpointe Bank616.552.5730https://www.northpointe.com/home-lending/get-started/matt-ho...https://www.zillow.com/lender-profile/matt%20howard/

So, if you start with a duplex, your next purchase could be a triplex or fourplex.

That said, even with conservative rental income estimates, my living expenses would eventually drop to several hundred dollars less than what I’m currently paying in rent once the house hack starts generating income.I do have cash reserves to weather some rough patches, but the idea of pushing my budget this hard makes me uneasy.

Let me know if I can be of any help as you start this journey.

We have started meeting in person at Polly's restaurant Located at 15 South Stanley in Cottage Hills IL.