When I bought the house, given that he was a long-term tenant, I considered offering him a rent-to-own arrangement with the plan that I would then move on to another property.

It seems most of the IRA custodians that support the SDIRA/LLC arrangement don't actually handle setting up the LLC or help with the mechanics of operating it.We've found a couple that do, IRA Financial Trust Company and Midland Trust.

I am leaning toward giving the tenants 2 options for lease renewal.Option 1: Rent gets raised $80/mo and landscaping is still fully the tenants' responsibility (potential to incur additional fines)Option 2: Rent gets raised $55/mo ($25/mo discount), but PM will arrange for landscaping to be taken care of for me, at an additional $100/mo for the tenants (comes out to total rent increase of $155/mo)Has anyone had any good or bad experiences with similar situations? 

I see on the checklist you sent it says "must not be rental property or a timeshare arrangement"?

While working out arrangements with the tenant for repairs, they have become very unwilling to work with us and is trying to put as much of the cost on us even though the fire was caused by gross negligence on the tenants part.

These are sometimes called parking arrangements.

Raymond, PM me to arrange a call to discuss.

Think he ended up losing his license.How I personally handled the net listing type arrangements in my day when i made broker commission was simple..

For utilities, while it will vary from property to property I think a common arrangement for small multifamily (2-4 units) which you'll see is that tenants pay for internet, gas, and electric, while the landlord covers the sewer/water/garbage/recycling bill, which is all lumped into one bill, at least for Mpls. $150-160/month is a good estimate for a duplex.

I have arranged over 300 mortgages and the majority of clients choose the latter.