Credit Unions can be great but you're at the mercy of their individual guidlelines and old school Underwriting "gut checks".We(Lower.com), offer HELOCs on investment properties and 2nd homes, we go off of the "Agency Definition" of a 2nd home which is "occupied for some portion of the year".

Is it already occupied?

I am a new investor planning to owner occupy my first multi unit property.  

So with only a majority of investor buyers, your sold price will be lower.You can sell it occupied, but if lease ends soon, I would suggest making it vacant, painting interior, cleaning it, etc. this will get you the most money.I have connections for all those servicesThis year will be like the last two years.

We track most things manually, but use Apartments.com for the units currently occupied (adding more units in our portfolio will incur the Apartments.com premium cost, so I want to explore my options if software is no longer free). 

The occupied units were rented for $1k/each and bought at a purchase price of $62 K/ each.

@John DeanIf it’s going to be owner occupied then you should use a loan servicer as its required by law in most states and for every incorrect statement you send every month you are committing CFPB violations and if the borrower defaults you are technically not allowed to collect interest - in some states if they have a good attorney and default they could wipe you out in legal fees…My bigger question is why would you seller finance?

If you live in the property there are some great owner-occupy loans available, like FHA or low money down conventional loans.

If they are not on the lease, they are trespassing and illegally occupying your unit.

He has owned this property since 1999 and still owes money on the mortgage and we are interested in learning of a way to benefit the both of us instead of me using an owner occupied loan.