Not having the correct team and systems in place and totally damage your reputation as a property owner/manager, if your team (the maintenance company) does not have the same vision as you.Perhaps there is someone out there and if so . . .

It's easy to draw out but it's not easy when you want to change your numbers since one thing effects the other.I'm trying to find something where you can put your first rental at the top, type in it's cash flow and keep working your way down as you acquire more properties.  

Regarding the problem you mentioned of 100% leverage, it definitely makes it harder to pencil in an investment when you're effectively borrowing 100% of the funds.  

Also how do I make sure all secondary damage such as gutters, siding, windows etc are covered and accounted in insurance claim.

On another occasion I had them inspect the property after purchase and they informed me that due to the condition of the roof they were raising my deductible on any roof damage to $5K instead of the $2.5K for the rest of the property until I installed a new roof.   

Did it lead to more damage to the furniture/property and end up lowering your ROI?

If not, and no other factors (like in a bad area, where a lot of things might get thrown up on the roof; the foundation is moving a lot; ... ) effect it, then bi-annually or when you think you need it should be fine.Feel free to reach out to me/us any time.

You have to do lots of damage control in that buisness and be a strong negotiator. 

My concern is that my DTI may be negatively effected if I refi my primary 1st.

Having a hot tub itself is what I would be looking for, even in luxury rentals I've booked for myself in the past :) My $0.02 is to opt for the larger, more cost-effective, option - which may not be the wood heated one.