Our lease agreements allow tenants to leave without penalty if they can provide proof of contract termination.

As an investor-focused agent in the Cleveland market I always have my clients write the following contingencies in when buying a house that's tenant occupied:1) Offer contingent on home inspection- usually a 7-10 day contingency period, this contingency allows you to either A) move forward with the deal B) renegotiate the price if issues are found, or C) walk away from the deal2) Offer contingent on appraisal if you're going financing3) Seller to provide copy of current lease agreement4) Seller to provide a rent roll/tenant ledger with proof of payments received5) Seller to provide copies of 3 previous months of any utilities paid by the landlord6) Seller and tenants to fill out Estoppel Certificate.

I originally lived in it for a year, while if fixed it up so i only had to put 5% down + closing costs(25,000), and the property has appreciated 8% over the past two years(20,000) but not sure if i should rent it at a loss and structure the lease so i am  in a more favorable leasing cycle, or plan to sell it.

From direct ACH, last place I thought of checking.I was suspicious though half way, but couldn't find any proof that I was charged $99 every month in his membership area, nor was there a cancel button, and there was barely any content in that area, so I thought I wasn't charged, further maybe I wasn't even a member, and stopped researching. 

I'm in contract to sell now, with the buyer looking for proof that the building is a 2-family.  

I guess my other understanding is that I have to provide it is water proof and it is correctly zone for fire.

I'd always carry proof of solvency though when making entry into the US.  

The reason I do what I do showing proof is because it inspires others making them realize the dream is within reach.

Also, is there any method you know of to shorten the cash cycle?

That is all they are usually thinking about.Nobody knows the future or at what point a cycle will be in and what interest rates will be.