I have it narrowed down to two agents, one has more general experience in the area and are part of a large organization.

DIY A first-time DIYer can expect to spend several hours replacing a kitchen faucet.The time it takes depends on your experience and the faucet's complexity.You'll need tools like wrenches, a putty knife, and a small bucket.You'll also need materials like supply lines, silicone caulk, and plumbers tape.You may be tempted to be cheap and estimate only 30 minutes, but you should estimate an hour to be safe.What about the time to go to the property to figure out if a 2-hole or 3-hole faucet is needed, then drive to Home Depot to get it, drive back to install and then head either to the next job or back to the office?

He has extensive experience with hotels and renovations.

I say this from experience. 

My experience with PPR has been consistent with yours, as well as the search to find them.  

You can't really predict for a creative business mind and how they might craft a guest experience that stands out in their market. 

That's the first question as real estate is like another job and if you are upgrading properties it's like running a daycare. also what experience do you have?

It isn't like this a condominium where assessments are paying for common parts of the building like the roof, etc.Prior to this, I didn't have much experience serving on an HOA board and have therefore relied on the management company for their opinion on certain decisions. 

None I could say with confidence without knowing more details on the borrowers experience, property type, city, and project numbers (PP, Rehab, ARV).

More important than identifying target areas is establishing relationship with a local investor-friendly professional who has personal experience in investing in Cleveland.