Qualified as a triplex when I bought it. 

Should we ask potential buyes if they are pre qualified with a bank and show us that they are?

I certainly did not, and neither did the mortgage lender who  pre-qualified me.After closing on the HELOC  this week, I was reading through the docs last night and stumbled upon the Occupancy clause :"Borrower shall occupy, establish, and use the Property as Borrower's principal residence within 60 days after the execution of this Security Instrument and shall continue to occupy the Property as Borrower's principal residence for at least one year after the date of occupancy, unless Lender otherwise agrees in writing, which consent shall not be unreasonably withheld, or unless extenuating circumstances exist which are beyond Borrower's control"So I'm not sure what to do.  

Of course, I know up front from “pre-qualifying” him over the phone earlier what the solution is, but rather than me telling him the solution, I allow HIM to choose it himself.

Does anyone on here have any experience in starting a hard money fund and originating loans for homebuyers that cannot qualify for conventional/conforming or GSE (i.e.

They require different skills but a license (obviously) puts you in an ideal, strategic position.

I would encourage to seek the person who has the knowledge and skills you want to attain...those are the best mentors.

One of the best ways to continue to leverage liquidity is to source a Qualified Intermediary for a 1031 exchange.

While I have not swung many hammers my skill/profession is accounting.  

But each situation is unique as you know...much depends on market, your skills, budgets, etc..