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It's very difficult to find a bank willing to lend in second position.

We put in around $15,000/$20k worth of construction & furnishings to bring it up to Airbnb standards.

You would need to sign a new mutually agreed upon contract/addendum with them. 

Heloc from primary residence to pay for repairs.

Yes, it is bad to be at 100% occupancy. 

The purchase was $375,000 and the rest was used for renovations.My cost bases in the building will be around $740,000.I refinanced the building with a $900,000 loan.I have an offer on the building of $1,400,000Total capital gains would be about $660,000So, my question is after selling the property (for easy math) lets say I walk away with $500,000 after paying off the bank loan.

Hello,I am new to this whole landlording world and am looking for an answer to an idea I had.

A degree will open doors to a higher paying W2 allowing you to get higher loan amounts to continue to scale.