So I’m ok using other people’s money to help me retire with a lot of passive income to help supplement my other retirement funds.

I’m not sure what expenses you have factored into the NOI equation but that plays a major part in the equation also.Honestly, a property of that size can be supplemented through the use of technology.

I do not supplement my tenants rent out of my pocket.

Will he have something to supplement their income until he goes back to work?

Illogical, irrational and not based on any known facts to support the theory that supplementing tenants rents retains them longer.

I'd also have her adult son do the same, but I would be more looking for history on his part and making sure he is a good tenant when he is staying with her and not be as concerned about the financial obligations on his end (unless it is needed to supplement the mother's).  

By the time you get there, you'll know more.And I actually made good supplemental income in college from sitting at poker tables, but that is a whole other story.

It is time to evict her.And for those who think this is cruel, I'm one of those "elderly" folks (I'm about to turn 65 in a couple of months and if I get one more notice in the mail about Medicare supplemental insurance I'll scream) and a breast cancer "survivor".Your tenant does have a daughter so she is certainly not alone in the world.  

I operate a business and expect consistent on time payments not nickel and dime incomes supplements through late fees.

Move into flipping a few properties while maintaining concertation on buy and holdAcquire enough buy and hold to comfortably supplement retirement.Team MembersPartner: Stephanie - Office and paperwork, working with tenants, securing financing, finding and analyzing dealsPartner: Seth - Repair and rehab, working with tenants, securing financing, finding and analyzing dealsMentor: *name and phone number omitted*Mortgage Broker/Loan Officer: N/AReal Estate Agent: N/AReal Estate Attorney: N/AGeneral Attorney: *name and phone number omitted*Escrow Officer or Title Rep: N/AAccountant: N/AInsurance Agent: *name and phone number omitted*Contractor: *name and phone number omitted*Landscaper: *name and phone number omitted*MarketThe main types of properties will be 2-4 bedroom single family residences in moderate to mid high-income areas in San Antonio, north of I-410, east of Bandera Rd and west of I-35 primarily but to include the Alamo Heights, Terrel Hills and Fort Sam Houston Areas to the North and to the West of I-35 but East of US 281.