@Alexander Merritt I'm a big fan of lower end rentals.  

That's hard to come by in today's market.I'm not a fan of borrowing money to borrow money.

Every system you try will have flaws, or you may salivate over a feature that appears in other software.Some familiar names are mentioned frequently: Stessa, Apartments.com, RentRedi, TenantCloud, Innago, RentManager, Avail, Rentec Direct, Doorloop, etc.I recommend conducting thorough research on each app online to understand their offerings, pricing, etc.

If not, and although I'm not a fan of this, can someone spot you a couple grand for a few months so you can get it down?

_____________________________________________________________Current Rents:House: Basement Apt: Current owner occupies $0House: 4 bed, former BnB, currently 1 room LTR, frequently STRs (travel nurses) 8001 BR Apt: $1000Studio: 900Cabin 1br: 1000Cabin Studio: 700Current Gross Rents: 4400___________________________________________________________Potential Rents - All rents are currently below market*:House: Basement Apt: Owner occupies $1500 ($0)House: 4 bed LTR $2800 STR $5500+ BnB 20,0001 BR Apt: $1500Studio: 1200Cabin 1br: 1500Cabin Studio: 1200*There is an addition attic apartment unused: 1200Potential Gross Rents: LTR=$9400 - STR=$12,100Tax:530/moInsurance:250/moAssumptions: Small family wanting to househack and come as close as possible to no monthly expense.

I'm a huge fan of your plan.

Quote from @Michael Mainini: I'm a big fan of holding property forever, but you need to know the numbers.

Frequently, the numbers provided may be inflated.

I am a huge fan of self-managing.

I’m still in the exploratory phases of learning about AI and I’m sure will become a bigger fan of it the more I use it.