Payroll versus paying a contractor is a wash some savings not much.

My basic questions are :Siding 30 -40 years old showing some wear and tear - replace just paint or just power wash the siding and roll with it.

I was driving by an apartment complex this afternoon and while waiting for the traffic light to turn green I noticed a guy painting the exterior wall of the apartment with a roller.What really caught my eyes was he outfitted himself with some contraption. 

Get 2 good rollers they wash out really good & when you finish & will be using the roller again the next day instead of washing it out wrap it good with saran wrap.

I'd use Michael's advice -- wash the walls a couple times with TSP + water.

The washing machine didn't work and the hot tub was touchy too.

What's the best way to wash those filters?

The tenants using it are likely purchasing money orders anyways, so it's a wash.  

But, now they're saying they are ensured a certain amount (extra fee), so many cents on each wash (another fee), things like that which push my part down to 35.43%.

About the only thing I do while the tenant is living there is to pressure wash the exterior once a year.