When I make an error that costs a client money in penalties/interest, I always offer a reimbursement. 

This in turn makes any mileage you have as a deduction on your taxes as a self employment business expense and any other expenses you may have should be tracked that aren't reimbursed by your parents. 

. - We are going to be submitting our first reimbursement draw from our HML next week.

Don't have the funds yet to start paying him back, My question,, How can I pay him with my own money, and then reimburse myself back when able through the LLC.

What I am asking is whether I can set up a health savings or health reimbursement account through my S-corporation if I don't buy my own insurance through my corporation.

I either buy the materials or reimburse them directly after they show a receipt and I validate that the type and quantity of materials is appropriate for the job at hand, lest they buy extra on purpose to return and pocket the difference.If the job includes permits, I like to schedule my draws immediately after the city inspector signs off on work ... no sign off, and the job is not done yet, and they don't get paid.

They reimburse a few hundred if property sells fast and you allow them to take furniture early.

Then I have the tenants reimburse me.

At first, I had listed rent of $1050 and $35 trash reimbursement baked into the lease and never had any issues, mainly because it was fixed.

Even though you are buying it through an auction, if the listing agent is still getting commission he/she may very well be responsible for getting it winterized and submitting for reimbursement to the seller.