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I started playing in college with a late 90s Squier Telecaster, a really small Danelectro combo amp, and a DOD Grunge pedal.  I was kind of embarrassed by the amp at the time, but it actually didn't sound too bad, and I wish I would've kept it.  That's the only piece of gear I've ever sold.  I'm now a gear hoarder, and I have literally everything else I've ever bought (which is a LOT of stuff).  I rebuilt and refinished the Telecaster a couple of years ago as a pandemic project.  It was originally a boring poly finish plain blue, but now it's nitro inca silver metallic with all black hardware.  I don't play it much at all, but I'll never get rid of it.