Home Diary of a CEO Notes
Diary of a CEO · 2023-05-04 · 1h 21m

Macklemore: How You Can Overcome Your Darkest Days & Hardest Battles!

Macklemore opens up about addiction, surrender, recovery, fatherhood, and how he turns pain into purpose through music.

Macklemore: How You Can Overcome Your Darkest Days & Hardest Battles!
The guest

Macklemore — Grammy Award-winning rapper and music superstar (Ben Haggerty), known for hits like Same Love and Thrift Shop, in long-term recovery from addiction.

The gist

Macklemore traces his life from a six-year-old falling in love with music to a teenager whose first drink turned into 12 shots of vodka and decades of addiction. He details his moments of surrender, including his father asking 'are you happy' before rehab, and a devastating relapse the day he learned his wife was pregnant. He discusses how creativity flows when he removes ego through spiritual practice, service, and exercise, and names Same Love and Other Side as his most meaningful records. The conversation closes on his strained but loving relationship with his father and the regret of conversations not yet had.

Big reveals

  • His very first time drinking escalated to 12 shots of vodka on a school night, running from police, and that pattern of extreme drinking never stopped.
  • His rock-bottom on OxyContin in Seattle: walking outside bawling because he could feel no happiness and felt the world wasn't for him.
  • His father pulling him aside at a family function and asking 'are you happy' became his surrender moment that led to rehab.
  • He believes there's a good chance he would be dead now if he had refused rehab that day.
  • He admits to gaslighting his wife during relapses, making her feel crazy, calling it the worst version of himself.
  • He relapsed and was high when his wife took a pregnancy test; he prayed for a negative result before hearing her cry, knowing she was pregnant.
  • During an early-COVID relapse his wife kicked him out and he feared losing his marriage and kids.

Things worth remembering

  • Michael Jackson's command of the stage in the 80s sparked his desire to perform.
  • He nearly got kicked out of high school in ninth grade but recovered to close his senior year with a 3.8 or 4.0 GPA.
  • When he wrote Other Side around 2009 he knew three people who had died from addiction; that number has since risen by 25-30 people.
  • He recommends Al-Anon, a free 12-step program in churches and community centers, for loved ones of addicts.
  • The records he calculated to be hits got two million views, while the ones he just made authentically affected culture for years.
  • His first daughter, born after that pivotal relapse, is named Sloan.
  • He runs a golf clothing company called Bogey Boys and a Seattle youth program called The Residency.
  • His sources of clarity are cardio, getting outside, service to others, and spiritual practice; chaos comes from ego and 'future surfing.'

Recommended in this episode

Books, products and media the guest or host genuinely endorsed here — with the buy link.

Affiliate link — we may earn a commission at no extra cost to you.

Guest’s ownMedia

Same Love

Macklemore

“in terms of the most important record you think you've ever recorded... it's two records it's um Same Love yeah” — Macklemore 00:33:25
Find it on Amazon
Guest’s ownMedia

Other Side

Macklemore

“The other one is other side and the other side is a record that not as many people know but it is one that... it talked about the disease of addiction for the first time” — Macklemore 00:35:00
Find it on Amazon
Guest’s ownMedia

Ben

Macklemore

“last night driving from Birmingham into London I listened to Ben my new album I hadn't had that really that moment for a while” — Macklemore 00:29:16
Find it on Amazon
Guest’s ownMedia

Heroes

Macklemore

“I'll have homies that are like yo you dropped Heroes and then you came out with this like you know pop song” — Macklemore 01:07:21
Find it on Amazon
Guest’s ownProduct

Bogey Boys

Macklemore

“working on my golf clothing company bogey boys which has been so fun such a labor of of love and to be able to design clothes” — Macklemore 01:01:03
Find it on Amazon