Currently have savings and still saving with my salary job but takes time and multi family properties in my area are hard to make cash flow using regular bank conventional or fha loans.

I think using the term "Cash" in a contract is stupid.

My understanding also was he was not investing in notes - you as an investor received a promissory note but his investments were broadway plays, crypto, membership groups etc if I recall (someone can correct me).

I've utilized credit cards for cash for a couple BRRR deals.I didn't liquidate through bank transfer though.

Moving forward with the cash-out process and looking for my next move -- after the new addition to the family!

I think you should wash and detail their car once a month , fill up the gas tank and pay for a nice restaurant once a month .Do what is necessary to get rid of this tenant 

You did a cash out, so you don't owe any tax but those proceeds were used to buy his ownership.

If I refi into a DSCR with 6.9% at $780,000 (75% LTV) I could pull $200,000 cash for leverage, pay $6,600 vs my current $5,600 and possibly free up some debt for another owner occ purchase.

Put a fresh coat of paint in common areas, power wash the building if it has siding.

I have 100K cash saved up to begin investing and am ready to leave my day job if all goes well in the near future.