So if someone tells you, it does not matter about liens behind you - it does.There’s one more ; the borrower has increased debt service and when it either turns negative or leaves nothing “in their pocket” they may lose interest in the property, decide to stop paying all mortgages, and put whatever income they can into their pocket until they lose the property to foreclosure or one of the lenders obtains a court order prohibiting such.   

Additionally, each deep clean after a mid-term stay costs around $300 or more, which almost negates the financial benefit of the mid-term rental model. 

I have never had a negative remark about me posted anywhere.

Also, be aware that if you are thinking of doing a BRRRR that maxing out your HELOC can have a negative impact on your credit score so when you go to do the refi you may potentially run into issues.

You’re giving them negative collateral. 

@Grace Hartman I don't mean this in a negative way but you're in this situation due to lack of experience, terribly high contractor quotes, or a combination.

Also understanding how things are put together, how siding works, gutters, etc (basically as many aspects of the home as possible)Having this knowledge will also help you from getting burned by contractors telling you things just so they can save time and money and deliver a crappy service. 

If the continuing maintenance and repairs are more than you can afford and make the property cash-flow negative, I would sell and hope that the repairs I made and the appreciation would earn me some profit.

From the homes we manage here in Central Florida any benefit of your utility bill is negated by the financing of the panels.

Since you’re eligible for the capital gains exclusion, selling now would let you cash in on the $200K appreciation tax-free, avoid ongoing negative cash flow, and put the profits to work in cash-flowing investments closer to you.