Definitely Steven Seagal in that reggae song he did. This one.

https://www.youtube.com/watch?v=3v4-zYghodc

Someone I know listens exclusively to the Beatles on the car radio. From all the Beatles hype, it should feel like a party, but instead it feels like you're listening to jingle commercials during the whole ride.

Really surprised that no one's mentioned Yoko Ono.

Tom DeLonge : Blink-182

Never hit right for me. Terrible voice. Nasally and whiny. Wanna be punk. Men in their mid to late 20s singing about the drama only a 15-year-old in high school would care about or experience. It was weird.

I had no issue with Billie Joe Armstrong and Greenday. I really enjoyed their career and catalog.

Corey Feldman's Angelic 2 the Core is without a doubt the worst album I've ever listened to. It is not just mediocre or underwhelming, it is not just a "miss," it is actively and unforgettably horrible. Definitely worth checking out.

I posted it in reply to another comment, but I think this is worth it's own mention.

Puddle of Mud - About a Girl, live on Sirius

Easily the lead singer of Kings of Leon. That whine in his voice makes me want to chug bleach.

The worst recorded sound that I have ever heard was Kurt Cobain doing a mic check on a Nirvana live bootleg. Like a tortured cat with laryngitis.

Trout Mask Replica by Captain Beefheart and his Magic Band. It's essentially unlistenable.

Red Hot Chili Peppers, best band ever, but boy is Kiedis a bad vocalist. Kudos perhaps for not doing auto tune.

Fleas energy made up for it and the songs are all bangers so it kind of pushed you over it. But if you keep focused on the vocals it's shit.

Scruffy the cat.

Just the shittiest music. They were bad enough that despite it being over thirty years since the single listen I had of the one album I had, they still stand out for being bad.

Linkin Park and Papa Roach. 2 okISH bands with the worst singers in music history. Shit gives me headaches.

Smashmouth

Anyone remember The Fall?

Rest in peace, Mark E Smith, but fucking hell that was awful, but in a brilliant way

Thanks man

Not quite the answer to your question, but Cafe Tacvba. Great music, lousy singer, like that guy says about Red Hot Chili Peppers. Jesus Christ.

My answer may not quite fit the topic. But I'll share anyway.

In the late 20-teens, ZZ Top and John Fogerty we're touring together. My wife and I saw them on the Jersey Shore (thanks VetTix!) and Fogerty opened the show and absolutely killed it. Then ZZ Top played and Billy Gibbons just didn't have it anymore. We left early.

Several weeks later they played Jones Beach Amphitheatre and thanks to VetTix we got to go again. Once again Fogerty knocked it out of the park and Billy was just not up to snuff.

It was sad.

Interestingly, Billy Gibbons is featured on one of the tracks of Slash's new album Orgy of the Damned. That track is the perfect fit for Gibbons and it holds together beautifully.

David Lee Roth. Tone deaf

Rebecca Black.

David Lee Roth’s solo work… makes my ears bleed

The Shaggs, but I enjoy them anyway.

I went to see The Offspring and Sublime (with Rome).

Offspring was pretty good though the arena had horrible sound. Sublime was hot garbage with Rome singing. The only thing saved it was the crowd knew all the words so we were all drowning out his shit singing.

I saw Hole play a show years ago and their opener was this god-awful band called Imperial Teen.

Hands-down the worst band I've ever seen.

Now, if you ask about the most disappointing concert I've ever seen, it was the Smashing Pumpkins' Horde Fest run. No one's showing up to hear you mix bongos into your songs and experiment with your music live.

Florence Foster Jenkins singing the Queen of the Night's aria.

Can't stand the voice on Matt Bellamy from Muse. I could probably tolerate them with a different singer.