I am an agent in the Atlanta area and I deal exclusively with investors.

As a private lender, do you require ones personal credit to be free of judgements (assuming other factors are satisfactory)?

These factors led you to do what most young dude's who get into wholesaling do.....Fall flat on your face.Let me shoot a pro tip at you.

Hello, I am an architect in NY and I am taking a leap into developing my first project which ideally is a distressed single family house in Westchester County, NY.

A fiduciary will still need to be appointed (and possibly challenged), heirs determined, and time for marshaling assets and dealing with creditor claims factored in.

The parties should agree to cooperate with one another to make sure those funds find the right party.In your case if the management company is the party to the lease then you'll need to review and factor in the agreement between current owner and management company. 

As Sloan mentioned earlier, you'll also need to factor in soft costs, so with hard + soft costs you're probably looking at closer to $200-$215 psf.Your permitting timelines is also idealistic. 

I feel as though we miscalculated something.One unit yields $400 in rent (1 bedroom) and the other yields $800 (3 bedroom).Total Rent: $1,200Duplex Price: $67,000Down Payment: $3,350Repair Estimate: $2,000Closing Cost Estimate: $1,500Total Investment = $6,850We factored in:Mortgage: $340Mortgage insurance (we would have a low down payment): $40Home owners insurance: $67Property tax: $113Vacancy savings: $60CapEx: $60Repairs: $60Lawn/Snow: $120There are no HOA dues.Total costs: $860So, our monthly cash flow should be $340.Annual cash flow $4,080Total Investment $6,850ROI: 59.5%I feel like this return is far too high.Is there something obvious we're missing?

Ideally you not only got all your initial investment out but because a VA loan was used at a high LTV you likely got a lot more than you invested out as the refinance likely is at 80%LTV. 

Ideally, I would like to find a company that is familiar with double-closing and assignments of contracts.