If it would help to get a more detailed estimate feel free to reach out.Documentation is rather limited, just ID, bank statement, LLC documents to start.Sometimes there are interest-only options at 30 and 40 years, generally the difference in payment fully amortized over I/O is minimal so it may not be worth it.

Do your underwriting and be conservative in your estimates. 

There's a good chance the issue(s) you face has already been discussed and answered.Ask questions in the appropriate forum.

Either1) your startup takes off and you can distribute profit fast enough to pay off your debts, or2) you find another source of $100,000 a year (which barely even starts to pay down the $300k, but might provide a better chance for a better loan), or3) you BK and possibly lose the rental houses to creditors (hopefully not, but we don’t know how they are held), or 4) you sell the houses, take the tax hit, work with the IRS on a payment plan whose interest will be much lower than your CCs, and focus on the startup.  

Yes, estimated about $30-35K in repairs and negotiated that into the purchase price as best as I could. 

With investment properties, you can typically borrow up to 75% of the appraised value - significant funds if the $245,000 estimate holds.

I'm getting a contractor/ structural engineer to come by and help me draw estimates and understand how serious these issues are.

Thank for your help Connect with a great property manager or use one of the free online tools to estimate rents.

No chance.

Had the chance to do this flip with a close friend that did not have to capital to take it on themselves.