the additional tenants also help obviously in the vacancy costs.

Neither will be happy if there’s no where to park.

I was a student they offered to sponsor a deal for and it has cost me everything, literally. 

Appraised at 80% all-in costs.4.

It is going to cost money and time to get wholesaling off the ground.

One group gets coaching at a cost of between $10,000 and $50,000 depending on the coach, and the other group gets no coaching.

I'd try to look for a single family home in an area with no HOA if possible. 

We do 90% of the work up front so there are no issues once a contract is executed.Is it difficult to get a lease in place if I still live in the home I plan to rent out?

(technically no closet but for a few hundred dollars I can solve that problem.) 

That will erode your post-financing cashflow substantially.Maintenance - Assuming no maintenance over a 25 year period is not likely for one house, let alone 1000.  25 years is a long time and you are likely to experience several significant costs in that period.Insurance - That cost of $1500/yr seems high to me.