Ep. 260: Role Model | Being Discovered by Mac Miller & How Getting Signed Changed His Music

Today's guest is an artist most people meet through the bit: the deadpan internet, the cowboy suit, the one-sided war he's been waging with Harry Styles for a year that Harry Styles knows nothing about.

So this is the other version of him. A kid in Pittsburgh with a borrowed mic and beats ripped off YouTube, broke and failing out of school, who gets a message that Mac Miller loves a song off his first EP — and uses those three days in LA to convince his parents to let him drop out.

It's also one of the more honest conversations we've had about what the industry's upgrades actually cost you. Not the version where getting signed is the happy ending — the version where the nice studio, the engineer recording your vocals, and the A&R in your ear slowly make music that isn't yours. Chuck Timely & The Hourglass is what's on the other side of that: a record about time, made by someone who spent years trying to get his own back. And the only person who ever told him not to make it was his mother.

And The Writer Is... Role Model!

A special thank you to our sponsors for making these conversations possible.
Our lead sponsor, NMPA — the National Music Publishers' Association. Your support means the world to us.
And @splice — the best sample library on the market. Period.
They are also maybe the only ethical ai-integrated sample library and they pay creators for using their work in the new Variations update and beyond.

Chapters
0:00 Intro
2:00 The year-long war with Harry Styles that Harry Styles knows nothing about
2:41 Mac Miller and Odd Future on Vine are why he finally said yes to TikTok
3:33 The message about "Stolen Car" that came while he was failing out of school
15:01 "Did you scrub the internet?" — "Yes. Because I was embarrassed."
16:13 "I was trying to impress a label. I just made shitty music."
24:16 A 16-year-old in Portland, Maine, and an EP made entirely over email
25:44 The labels start calling: "I was a sitting duck"
27:01 The studio trap — how nice rooms take the music out of your hands
28:01 The two EPs he's blocked out: "I don't remember making that music"
28:54 Why he won't pitch songs to other artists
31:06 The 80s synth album they made for two months and scrapped
34:33 The two rules: no synths, no drum machines
35:06 His mom: "There's country in it? Your fans are gonna hate that."
37:39 "Sally," written in the 30 minutes a session ran short
42:09 "But who is Chuck?" — inventing Chuck Timely
47:12 Ross defines a good song: "This will piss off a lot of people"
53:10 What he'd say to Mac Miller
54:44 "Look at That Woman" started as a joke — and why the loose ones win
56:27 The permission Kansas Anymore gave other songwriters

Credits:
Hosted by Ross Golan
Produced by Joe London & Jad Saad
Hosted on Acast. See acast.com/privacy for more information.