So there was a SFH listed for 225k in which the seller relayed that he was willing to take care of all the town inspection requirements if necessary (They conducted a town inspection in April in which it had passed but had now expired so another one was needed prior to closing).

These areas have traffic year round and are close to tourist attractions.

It’s not so much a cap but by the time lenders add in all there fees, origination fees, doc fees, etc it ends up feeling like a 20% down payment to close instead of 10%.

Since we closed on another property earlier in January, the lender had all the docs necessary to close this deal quickly.

At closing you normally can split the assignment fee between wholesalers.

The holding period of 60 days is also likely too quick--it's counted from the time of purchase to the closing date when you sell it, so I would plan on at least 90 days since you need to completely finish the renovations, take photos, list and market the property, get under contract and then another 20+ days to close (if it doesn't fall through during inspections etc). 

Mls..Gave full listed price but asked for majority of the defects to be fixed before closing.

I'd agree with Alex, areas like Lakewood and areas close to Edgewater Park. 

The numbers showed that option 2 closes the performance gap as I approached my target retirement age (65+) and exceeded it in retirement.My calculation does not factor in equity appreciation - just compounding of present value.I like the fact that option 2 gives me income while waiting for retirement. 

Coverage would be close to 100%, depending on the interest rate and what rental revenue is assumed during the purchase. 20-25% down is fine.