Charlie Houpert is the co-founder of Charisma on Command, a company that helps people develop confidence, charisma, and strong social skills. Originally launched as a 4-Hour Workweek-inspired “muse,” it has since grown into one of the largest platforms for social skills and confidence training, with more than 10 million YouTube subscribers worldwide and more than a billion views across its channels in six languages. His flagship course, Charisma University, has guided more than 30,000 members through practical steps to become more magnetic.

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Timestamps:

[00:00:00] Start.

[00:06:44] Charlie meets the boogeyman (me).

[00:10:11] Why defaulting to management consulting after college felt like daily self-betrayal.

[00:13:21] Leaping into parkour training via DVD as a first business attempt.

[00:15:45] Moonlighting vs. burning-ships entrepreneurship.

[00:16:54] Negotiating remote work with a 90% raise.

[00:21:22] Charlie moves to New York and kicks off KickAss Academy.

[00:22:16] Airbnb survival tactics while living in a 396 sq. ft. apartment.

[00:23:26] Using the fear-setting exercise and other disaster-mitigation strategies.

[00:26:11] Charlie’s first blog post and crossing the publishing Rubicon.

[00:28:26] How Charlie’s first in-person class prompted an accidental business model.

[00:34:21] 10 go-getters make an ambitious move to Brazil.

[00:32:14] The daily growth whiteboard system.

[00:37:58] How a harsh Tucker Max consultation galvanized the rebranding to Charisma on Command.

[00:44:39] From financial downturn to pre-selling a course for $12,500.

[00:50:44] Finally making enough money to chase summer in six-to-eight-month increments.

[00:52:00] Enjoying the sustainable benefits of creating timeless content.

[00:54:05] How Bill Clinton seduced 7,000 people into following Charlie on YouTube.

[00:55:46] How Greg McKeown’s Essentialism helped solve Charlie’s “Herbie” problem.

[00:58:26] Evolving funnel flow and fame-jacking.

[01:03:46] YouTube algorithm changes, short-form content, and maintaining audience trust for the long term.

[01:10:58] Why I still create this podcast.

[01:19:30] The dangers of succumbing entirely to audience expectation over authenticity.

[01:21:42] The catalysts that led to time off, an ayahuasca retreat, and a seven-year transformation process.

[01:30:26] Making the transition from 50/50 partner to sole owner.

[01:35:16] Recommended reading: Six Pillars of Self-Esteem by Nathaniel Branden

[01:37:32] The influence of The Last Psychiatrist blog.

[01:41:46] Jay Abraham coaching: “Make it good enough for Tim Ferriss.”

[01:43:52] How testimonials added a 4x conversion lift.

[01:44:31] Coming to an agreement with the co-founder.

[01:47:20] Joe Hudson and the Art of Accomplishment.

[01:51:57] Why I stand by The 4-Hour Workweek without further revision, warts and all.

[01:55:06] Exercising gratitude even when receiving praise is difficult.

[01:59:15] Relationship with earlier work: video vs. writing.

[02:02:05] Don’t miss “Filling the Void.”

[02:03:56] More recommended reading.

[02:06:43] Improv & Dragons.

[02:08:06] Charlie’s billboard: “Don’t think, feel.”

[02:08:57] Parting thoughts.

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