An EGO battery powered lawn mower. Got at least 5 years out of it, but it died this summer. Being all electrical, full of relays and wiring routed through the handles and no service manual….I gave it away on Craigslist and went back to a gas mower, although I didn't want to.
My Tascam 2488 digital 24-track multitrack recorder. It had a bug in the MIDI implementation where it could only maintain clock synch if started at time 0. When fast forwarding or rewinding, it lost it’s mind and MIDI clock was no longer properly synced to the audio, making punch-ins impossible. The Boss BR900CD 8 track recorder I used before it was flawless in that regard.
Every single digital camera I owned until buying an Olympus E-M10 in 2015. Shutter lag made catching any kind of action impossible, autofocus performance was terrible, auto exposure was unreliable, images were too soft and grainy, blah, blah. Coming from film I was hugely disappointed. Then I got the Olympus and it was actually usable.
I bought a 70s Camaro from my sister in law after my car was totalled (on the way to a gig, no less). After driving Toyotas, Nissans and Subarus, a real US muscle car was fun at first. Then I tried to get my amps in it. Forget about my DB. It was terrible to drive in the winter. The one time I had to change a tire, I learned that the jack could not lift the car without scraping the fenders! I learned why so many people felt US auto quality went in the toilet in the 1970s.
Despite using computers in my day job before PCs even existed, I never could bond with Microsoft Windows. I was involved in designing processors for DEC, Intel and AMD, networking devices for 3Com, etc. Macs, loved them. UNIX/Linux computers, loved them. Windows was just a disaster to use, I could never understand how people who knew nothing about computers could even use it.
My very first bass amp, a Univox UB-250 I got used for $75 when buying my first bass guitar. It made noise, so I was satisfied at first. I soon relaized it was woefully underpowered and really didn’t sound any good. I picked up a 1960 Bassman head for $200 and a late 60s Guild 2-12 Thunderbass cabinet for $35, it changed my bass playing life. I don’t even remember what I did with that Univox, other than it was gone and good riddance.
I bought an old fiberglass sousaphone and started practicing. I could not find anyone who would give me lessons. I was on my own, got a method book and started running scales and arpeggios. I could never get my embouchure right, my lips would start bleeding after a half hour, so I knew I was doing something very wrong. After almost a year of struggling, I ended up donating it to a program that provided instruments to cash-strapped local schools that needed them for their students. At Christmas time that year, I got a card in the mail from the kid who was given the sousaphone. He was so excited to be able to play in the school marching band. That made it worthwhile.
When the CD changer in my car died, I started using an iPod Touch (essentially an iPhone without the phone part) cabled to the aux in on the dashboard. It worked, but was incredibly dangerous to use while driving. Trying to select tracks while you’re behind the wheel is no safer than texting. Even hitting pause or skipping to the next track was life threatening. When I finally sold the car after 15 years I got my wife's old car which still had a working CD player and my life was spared for another day.
I bought a quadraphonic 8-track tape player deck in a blowout sale at Lafayette Radio (a long gone competitor to Radio Shack) to use with the quad system I owned. I found some quad tapes in the cutout bins but in only a few weeks the deck was already eating the tapes.