This could be actual $ out of pocket, example, you hired a bad contractor and needed to have the work redone by a 2nd contractor.Or a loss of realized income, example, unit has been vacant 6 months and you should have had it rented in 1 month.Additional Coverages/policies you should consider carrying as a PM to protect yourself and your clients,General Liability - Work CompCommercial Auto- Hired and Nonowned

It is not an accident.

A couple of quick follow-ups:1) The person I met does not use leases -- just straight month to month, and he uses an auto-pay CC system.

Auto pilot program.

If you do not have your NOA for 2015 yet, then bring a copy of your T1;If you have investments, including registered accounts where you are the beneficiary, bring recent account statements;Bank statements showing your account balances for the past 2-3 months;If you have recently changed jobs, or received a promotion/pay increase, include 2-3 months of pay stubs and/or a confirmation of income letter from your employer (on their letterhead).If you have any debt - student loans, auto loan, credit cards, LoC, etc. - include recent (last 2-3 months) statements for each.If you have any court ordered payments -such as child support or restitution - bring a copy of the order and recent receipts;If the property you are purchasing is a residential rental property (1 - 4 units), bring copies of leases - or Estoppels - for all presently rented units.  

I have a tenants that has requested an auto draw set up on her account.

I won't even bother buying insurance if you are doing unlicensed work, it's simply a waste of money, the insurance will find a loophole in your policy anyways, these are not something similar to your car insurance where you get an accident, take pictures and pay you.

@Dylan Eggers so it puzzles me a bit when I see people with money in savings and then a stack of consumer debt (auto loans and CC balances).

Hi Account Closed, how would I set up the lease / auto payments with section 8?  

@Richard Forton Tough call, man...The jump seems like a solid plan to me, but I'm not in your shoes :)Columbus, Ohio is one of the hottest RE markets in the country...we're basically slated for a guaranteed $5 billion dollars in development over the next 3-5 years...fantastic growth...low unemployment...high quality of life...2nd largest university in the country...I could go on...Would be glad to chat or get you going on an MLS auto-feed if you want to get familiar with the market (no obligations)Best of luck!