I quickly delisted as in that short time I had realized my town requires a license, but it sparked the possibility that this could be a great kickstart to my real estate dreams.

I'm not going to hold a tenant hostage or make them pay rent if they finished their work contract early and need to leave town.

Quote from @Yemisi Dinkins: As a property owner, I would never sign a Master Lease because I would give up control of the property so someone else could profit from it.

Yes, I would contact the pest control company and demand they pay the cost of repairing this.

My office is North of the city in Old Town.

All the pest control companies I've called (Central MA) said they don't open sheetrock.

I come from the world of 100-500 unit properties where this was not the case and every property had it's own separate accounts that we controlled as the owners, but now having been owning and managing 1-80 unit properties for 4+ years, trust accounting is the best way to do it. 

In CA currently only MF properties are rent controlled.

I looked up launch control, batch leads, and a couple of others.

Not really a town people "visit" much, yet.