No one was very concerned.

(List price is $619K)-- We are concerned about the monthly costs to support a hard money loan AND do a HELOC.-- Our current rental can support a higher mortgage payment (with the HELOC), and still have $200+ positive cash flow after the refi.b.

It sounds like the city ignored a lot of complaints about structural concerns from tenants for years, which is concerning.

My plan was to be a GP on a syndication and that was also one of my biggest concerns, how was I going to play such a big role on so many units while being a lot younger (less trustworthy in some eyes) and no real estate experience?

But people have said on this forum that his track record isn't good, so I'm trying to find people who have invested in his full lifecycle deals to get more perspective.The deal I mentioned has an assumable fixed interest rate (for 5 years) of 5.3%, so interest rate jolts are less of a concern there. 

I’m concerned that $60K ($50K after penalties) won’t get me far in starting a short term rental though… I’m also hesitant to do a cash out refinance on my home loan because we have a great interest rate at 2.625%.

I find Cash Flow vs Appreciation to be a dangerous discussion.

Anyways, even if a gap lender comes in, if it’s even an allowable second position (A lot of lenders won’t do that and Silent 2nds are a No-No) they add so much additional risk to the deal, potential legal ramifications and all around  generally dangerous feet’s.

Are you finding it to be a major concern for buyers, or do they seem willing to overlook it in certain areas?

Taking advice from someone with a financial BIAS is dangerous to your financial health, unless you know that individual to be “above” short term personal gain and strictly in for long term relationships and reputation.