Who actually signs the lease?

Your best bet is to ensure that there are no material modifications that would in any way harm or even moderately delay the ability to rent it out and qualify as a normal SFR (one lease, one family) or sell on the market to an owner-occupant

At a bare minimum, I would require a written lease agreement and a standard security deposit equal to an entire month of rent.

The tenant has been facing these excessive charges for about three months but only just reached out to me.In Akron, I understand that the property owner is typically responsible for the bill, though our lease specifies that the tenant is responsible.

What's more important is that you learn how to screen properly and then enforce the lease to keep peace in the home.

Meanwhile tons of concessions being handed out for smaller units to help lease up efforts. 

They would like to keep the timeshare as they are reaching a point where they want to take more frequent vacations and it would help cover the cost of those trips.

And if you time it just right when your tenant lease comes due, or have a tenant that just needs the extra space, then it’s a win win since you dont have to have any vacancy. 

However I'm in my current lease until May and I like my current living situation with my two roommates.

Do you require the Rewards Benefit Program on all your leases?