I feel it's a bit unfair and frankly I am not going to charge the tenant anymore than what the place is worth market rate because of its location and he is a great tenant (pays on time, keeps the place clean, communicative etc) I feel like i should even give him a break because he said he couldn't even be home since there was construction all summer due to building maintenance repairs. 

Ask questions about how they operate, and include your specific questions about deposits, in-house maintenance, etc.I think you'll discover that you got lucky and found a professional company the first try.

That means I'm in the unit a handful of times each year, and it helps me stay on top of maintenance WAY better than I could with an LTR.

Confirm their markups align with the agreementsContractors:  Do they use an internal or external maintenance team, excluding MEP scope? 

And that doesn't account for taxes, insurance, maintenance costs.

If they are low revenue and high maintenance or not...

Preemptively talking through issues that may arise (lowering rent, no payment for the month, big maintenance item, accounting error on your end) helps build that.Bring options to the table and educate the owner.

You have limited appreciation and often the taxes go up later and shortfall the cash flow expectation.Rent-ready for you would also mean live-ready, but by having two residences and two short-term options when you are not there, you are creating a lot of upkeep and maintenance on both that will be very hard to manage.

- Do you have an in-house maintenance team? 

We receive 50% of the income and all maintenance issues are handled by B&B.