Well he showed up... before the time he said he would, which normally would have been good, but he left before I got there to grill him about my pool equipment and history. Pump running when I arrived, isolated to floor drain as water was still below skimmers. Lots of small bubbles in the pump basket.
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4 small leaks in the plumbing: sand filter seal, heater outlet fitting, filter port inlet and outlet. Looks like I get to put on my plumber hat soon.
$90 to show up
$8 for the shut off/drain valve replacement
$90 for a regulator on the heater
0 opportunity to talk to him about my pool
He left his Fluke multimeter on top of my heater so I hung around as long as I could and brushed down my walls/floor, hoping he'd come back to retrieve it but didn't.
Didn't get much bang for my buck. At least he didn't toss a bunch of **** chemicals in the pool...
Berfore brushing:

After I brushed just the corner:
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New filter pressure gauge working well. Started at 10 psi when I arrived, 11.5 when I left after brushing.