Analyze this with him and then 2) have him start bringing you properties that he has run numbers on, in a serious spreadsheet, have him sell you like he was your partner.When you think he's ready and has saved at least some money for a DP, help him get started with a little loan/gift.

The plan is to sell primary residence in order to have the equity in cash and utilize that cash to fund the multi family purchase and have operating capital. 

Plan on selling it once the 2 yrs hits to avoid capital gains.

Instead he would like to end the lease and has decided he wants to sell the property instead.He has proposed refunding all amounts that I have given him plus an amount for the time and sunk costs that I have already incurred into preparing to move in. 

I believe in the potential of real estate investing to create financial freedom and long-term wealth, and I'm committed to mastering the art of wholesaling to make that a reality for myself and my clients.As a new wholesaler, I'm not here to sell you anything—instead, I'm seeking guidance, advice, and connections within the BiggerPockets community.

Now those same props are selling for 100k ++++  ALL areas in ALL of Cleveland have doubled tripled or much more over the last 10 years.Good luck Neighborhoodscout lists Cleveland appreciation for last 10 years as 5 out of 10 which is not bad, but not great.  

This does not necessarily mean they will not sell, but if it is in BK it would need to be approved by the trustee, and depending on the type of BK they filed and the size of the unsecured creditors the trustee would only allow it to sell to the public to get the best price because - they have to make sure they get what they can for unsecured creditors AND the trustee is paid based on what is sells for, so they will want it to sell for more.

At the very least factor in loan buy down into your cash flow calculations because later on you can leverage the equity in either selling or financing.

Instead of selling the house (location is Arvada btw) thinking of turning it into MTR, no repairs needed on the house outside of backyard is kind of a jungle and needs landscaping work.

The reason I am selling the Condo is to pay off some personal, and unexpected debts of about $18,000 to decrease my DTI to help me qualify for my Dads VA loan (they want to move to Texas), which is a 3BD 2BA single family home.