Episodes

April 30, 2024

Founder’s Journal’s Next Chapter

Episode 131: On this episode, I discuss the future of Founder’s Journal and why I think it will be the best entrepreneurship show, full stop. Thanks as always for being on this journey with me, and can’t wait for what’s next…
April 23, 2024

My New Business

Episode 130: On today’s episode, I talk about refinding purpose post-exit and launching my new business, Storyarb. I share the full details on Storyarb with no details spared, including ideation, customer acquisition, early …
April 16, 2024

Why I Stepped Down As CEO

Episode 129: On today’s episode I discuss my decision to step down as CEO of Morning Brew. I chat about going from a Chapter 1 to a Chapter 2 CEO, the emotional journey after stepping down, and climbing out of the trough of …
April 9, 2024

Why We Sold Morning Brew

Episode 128: On today’s episode of Founder’s Journal , I talk through the sale of Morning Brew. I chat about how the opportunity came about, why we said no to previous potential deals, why I thought selling the business was …
April 2, 2024

Growing Morning Brew from 0 to 10,000 Subscribers

Episode 127: On this episode of Founder’s Journal , I break down the exact strategies we used to acquire our first 10,000 newsletter subscribers, and abstractable growth lessons you can apply to your business. Send us an ema…
March 29, 2024

Lessons from CMOs, Great Storytelling, Freelance vs. Full-time, Follow Your Energy

Episode 126: Today I discuss my biggest takeaways from a Fortune 500 CMO dinner I hosted, choosing between freelancers vs. full-time employees, lessons in storytelling from Shaan Puri, the importance of following your energy…
March 27, 2024

Feeling Unskilled, Curing Cancer, and Going All-In on Morning Brew

Episode 125: In today’s episode I chat about being in a content creation slump, making an impact as an entrepreneur, and why you never know if it is the right time to go all in on your business. Send us an email and let us k…
March 26, 2024

A Little Throwback

Episode 124: Today we’re throwing it back with a true journal-style episode. I talk about the joys of finding product-market fit, being a default-trusting founder, and understanding extrinsic vs. intrinsic drivers. Send us a…
March 22, 2024

Always Be Shipping

Episode 123: On this episode, I share a recent blog post by my friend and former colleague, Tyler Denk. Tyler is the co-founder and CEO of beehiiv, a high-growth email newsletter platform. This post outlines Tyler’s philosop…
March 20, 2024

Go Direct

Episode 122: Lulu Meservey is the former chief communications officer of Activision Blizzard and Substack. This episode, I read her recent manifesto, which details the importance of founders crafting their narrative, learnin…
March 18, 2024

The Opportunity Cost of Everything

Episode 121: Writer, Columbia Business School grad, and college athlete Jack Raines's essay, "The Opportunity Cost of Everything," forces readers to ask themselves the only question that really matters: If I was nearing the …
March 15, 2024

How I Lost $10,000,000

Episode 120: Andrew Wilkinson is the co-founder and CEO of Tiny, a publicly traded holding company trying to be Berkshire Hathaway but for internet companies. In 2007, Andrew started a Canada-based design agency called Metal…
March 13, 2024

The Dangers of LTV

Episode 119: LTV, or lifetime value, has become the gold standard for startups, specifically how they measure the effectiveness of their various marketing channels. LTV does have merit, and it is a helpful proxy to prioritiz…
March 11, 2024

7-Figure Business in 48 Hours

Episode 118: Million Dollar Weekend by Noah Kagan, the founder and CEO of AppSumo, walks you through the step-by-step process for building a 7-figure business in 48 hours. I know it sounds too good to be true, and no, you’re…
March 8, 2024

Why Software is Eating the World

Episode 117: Just under 13 years ago, Marc Andreessen proclaimed that software would transform every industry. He couldn’t have been more right; software did eat the world. 7 of the 10 largest companies in the world today ar…
March 6, 2024

How to Hire Well

Episode 116: I found one of the best resources on hiring by one of the most well-respected founders and early-stage investors, Elad Gil. In this episode, I'll be reading highlights from the Hiring chapter of Elad’s startup b…
March 4, 2024

7 Powers: The Foundations of Business Strategy

Episode 115: Today’s essay breaks down one of the best business strategy books I’ve ever read. Startup founder Abi Tunggal breaks down 7 Powers by Hamilton Helmer, which is a book about the seven proven business strategies t…
March 1, 2024

Amp it Up

Episode 114: Yesterday, Snowflake announced that its CEO, Frank Slootman, was retiring. Slootman, former CEO of Data Domain and ServiceNow, is such a successful and well-respected CEO that Snowflake's stock was down 24.5%, o…
Feb. 28, 2024

How to Get Your First 1,000 Users

Episode 113: Today’s read is by one of my favorite startup creators, Lenny Rachitsky. The essay, How To Kickstart & Scale a Consumer Business, breaks down the seven proven strategies to acquire your first 1,000 users as a B2…
Feb. 26, 2024

Rich vs. King

Episode 112: Today’s read was recommended by my buddy Sam Parr and it was written by Jason Cohen, a serial entrepreneur who has built 4 businesses, resulting in 2 exits and 2 unicorns. The essay is called Rich vs. King in th…
Feb. 23, 2024

Second Job of a Startup CEO

Episode 111: In today's episode, I talk about transitioning from early-stage founder to late-stage CEO. I read the essay, The second job of a startup CEO, by Ali Rowghani, managing director at Y Combinator, the former COO of…
Feb. 21, 2024

17 Startup Principles by Sam Altman

Episode 110: On today’s episode, I am going to break down 17 startup principles by Sam Altman, the CEO of OpenAI and former president of Y Combinator. The essay is called "What I Wish Someone Had Told Me," and as I read the …
Feb. 19, 2024

Imitate, Then Innovate

Episode 109: On today’s episode, I am going to break down and analyze an essay by one of my good friends and the super popular internet writer, David Perell. David is a prolific content creator, the founder of the super popu…
Feb. 16, 2024

Why Market Size Matters

Episode 108: For today’s episode, I read and analyze startup founder Paras Chopra’s essay on market size from his online book Mental Models for Startup Founders. Chopra’s essay suggests that entrepreneurs should want to defi…