Don’t sell yourself short

This would turn the property from an investment into a liability in the short term.

Its a short book, finished in 3 hours, but has also changed my thinking and actually has me wanting to become the bank

I have done a fix n' flip, and have a short term vacation rental currently.

Short of risking tax evasion, you can either: (1) plan to pay the taxes twice; or (2) find some alternative method to do wholesale (e.g. option method). 

If you inspect 75 to 100 houses in your market (in a short time), you'll not only be an expert, you'll also find a great deal (you might not know it at the time, but you will stumble on one.)Best.

I'd love to give them a short-term out (we purchase the property from them by getting a mortgage after X months) and a long term option (say, 3 years).

Short answer, give a call to your contractor license board and explain what you want to do, it could be anonymous.

It finally got to a point where I said "I know I need to upgrade but this thing wont break" I did upgrade but still use my older Macbook to download music because they just dont get viruses.

So for the short term, you need to keep enough funds to protect for any negative cash flow you may encounter up front.