26 windows, Texas -Erath county

I don't know of him, but that doesn't mean anything. Get an estimate and let us know how it went. Simonton is a good mid-grade window choice.

Will the Simonton 5500 windows last about 30 years?
Joe Tooley quoted me $11,550 for Simonton 5500 windows
Includes:
10 windows with 1/2 grid
Trimming out each window
Materials to fix/replace rot
Full window wrap (vinyl covered foil)
His dad had the business before him – 35yrs total. Here’s BBB on him www.bbb.org/central-texas/business-revi ... x-90017960
He also quoted siding (house is mostly Austin stone) for $13,600

Recap:
76447 zip, 26 windows. Home over 50yrs, - most sills / frames are rotted. Austin stone exterior.
Slider:
4 @ 64x60
Double Hung:
1 @ 32 x 36
2 @ 36x36
2 @ 36 x 60
16 @ 36 x 66
1 @ 40 x 70

The windows aren't going to fall apart, but 30 years is a long time for vinyl in Texas. The windows will still be functional, but they may not lock easily, open and close smoothly and will probably be leaking more and more air as the years go by. This is just my opinion though, and some will disagree with me. If I knew I was going to be in the house for 30 years, I'd at least consider thermally-broken aluminum windows, as they will hold up much better.

If you decide to go with the Simonton 5500, I'd highly recommend getting the optional reinforcement for the sashes, to help prevent bowing/warping.

You've listed (4) 64 x 60 sliders, and (1) 40 x 70 double hung, and I would just say that these larger windows are the weak links in the job. The larger the vinyl window, the more likely you are to have issues with bowing over time.

I try to avoid commenting on price, unless it's outrageously high or low, since I haven't seen the job and don't know what all is involved. In the end, all that matters is whether or not you feel it's a fair amount to pay for the work offered.