164 How to Build Billion-Dollar Startups | Osman Rashid, Founder, Chegg & Convo.com

Tuesday 4th November 2025

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“This is a great podcast for those who want to be on a constant learning adventure”
- iTunes Reviewer

“The only podcast I listen to. I don’t have time to listen to podcasts, but I make the time to listen to this one”
- iTunes Reviewer

“So, so good!!! By far my favorite podcast – really enjoy the straightforward, no BS conversations”
- iTunes Reviewer

“#1 Podcast for a reason”
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“This is not your average self help podcast”
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“Honesty and passion”
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“Quite frankly, unlike any other podcast”
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"Real conversations with no bullshit - the guests get driven away from their standard form responses, and irreverence is valued"
- Podcast Listener

"I listen during my commute. I feel like I learn something new every conversation and I feel energized and empowered to tackle the small and big challenges. "
- Podcast Listener

"There is an authenticity to Christopher's approach that I respect, in addition to the breadth of the subject matter. Also a huge fan of his 2 books. "
- Podcast Listener

"The people that “get it” today are doing things in an authentic manner. They realize that no one wants the over produced glitzy BS and instead they just want to learn. I listen to this podcast because it cuts through the noise and provides incredible insight on how to build a legendary company / career - and it’s coming from folks that have done it, not just talked about it. "
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"Good people, good conversations, fun and insightful"
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"I love Christopher and TOTALLY relate to how his heart and brain work - just like mine! - and I feel a greater invitation to be more ME - as I am-take it or leave it. Every single guest arrives authentic and beyond inspiring and OMG I LAUGH LAUGH LAUGH! I keep buying all their books! Love you Christopher and love that you share your REAL YOU with all of us and invite us all to do the same!"
- Podcast Listener

"I like being exposed to people and thoughts that I wouldn’t normally get to listen and learn from in the general day to day of life and business”
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"It is like being a fly on the wall in a high level conversation and there are great insights from people with proven legendary results "
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“Christopher Lochhead is the Joe Rogan of Business”
- Jon Bergoff, CEO, Flourishing Leadership Institute

"Off-putting to some"
- The Economist

"Christopher Lochhead is a human exclamation point"
- Fast Company Magazine

"Christopher Lochhead is one of the best minds in marketing"
- The Marketing Journal

“Christopher Lochhead is an exploding star – a quasar across the sky."
- Bill Walton, NBA Hall of Fame Legend

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411 The Prime Minister of Subscription: Tien Tzuo and The Art of Category Making

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Listen via these channels

164 How to Build Billion-Dollar Startups | Osman Rashid, Founder, Chegg & Convo.com

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Latest Episodes

415 Out Of The Existing Market Trap with Christopher Lochhead

414 The AI Future with John Donovan of AT&T, the Man who launched the iPhone

413 How to Future-Proof the Next Generation with Ted Dintersmith

412 Fighting In Gaza & Lebanon: Through an IDF Tank Commander’s Eyes with Benaya Cherlow

411 The Prime Minister of Subscription: Tien Tzuo and The Art of Category Making

410 Founders, Keepers: Rich Hagberg & Tien Tzuo on the Data-Backed Truth About Entrepreneurship

Listen via these channels

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Latest Episodes

415 Out Of The Existing Market Trap with Christopher Lochhead

414 The AI Future with John Donovan of AT&T, the Man who launched the iPhone

413 How to Future-Proof the Next Generation with Ted Dintersmith

412 Fighting In Gaza & Lebanon: Through an IDF Tank Commander’s Eyes with Benaya Cherlow

411 The Prime Minister of Subscription: Tien Tzuo and The Art of Category Making