I haven't found a lender yet that lends that much. 

Hey @Anthony Zotto, this question tends to lend itself to be state, city, regulations specific as the rights of tenants/property owners vary, which you probably know.

I’m also open to exploring short-term rentals, private lending, or passive investing in funds—anything that maximizes returns while keeping risk and time commitments manageable.For context, I’d consider leaving my job if this could become a full-time venture that surpasses my current compensation (low-mid six figures).

Lenders will want to see those funds deposited in a bank or other lending institution on one or two monthly statements.

I am going to be lending to an investor on a single family home. 

I just listed my last property for sale, a fourplex in Pocatello, because now I focus more on commercial RE and syndications to be a true passive investor and not deal with tenants and repairs.

Go to Etsy and search for "rental property tracker," and you will find hundreds of nice spreadsheets to track 10-20 rentals, usually for under $10.Software has extremely helpful features like online payments, marketing syndication (click a button, and your property is advertised on multiple sites), electronic document review/signing, maintenance tracking, and owner reports.

I do engagement marketing in a trades focused field lending me to having very good relationships with tradespeople whom I consider friends- and I trust thoroughly.

.• Retirement communities• Syndicates (from initial explorations, little transparency from providers, little oversight - almost leap of faith and trust in provider?)

This was important because I had a lender who would lend at 80%LTV.