Personal IPO

This week on Personal IPO, Nathan sits down with Eric Siu — founder of the marketing agency Single Grain, podcast host, and longtime business strategist. In this episode, he breaks down the systems and mindset that turned a struggling $2 agency into a $10M+ business, sharing how focus, content, and AI transformed everything.__Eric SiuYouTubeLinkedIn Instagram Nathan May⁠LinkedIn⁠X/Twitter⁠__Timestamps00:00 Introducing Eric Siu 01:40 Strategy #1: Stay Hands-On with High-Leverage Work 06:12 Strategy #2: Build a Content Flywheel That Compounds 20:31 Strategy #3: Use AI to Systemize Operations27:48 Strategy #4 Create Accountability Through Data 33:27 Strategy #5: Build Leverage Through Community

In this episode of Personal IPO, Nathan sits down with Tim Huelskamp, co-founder and CEO of 1440, the daily newsletter read by over 4 million people. Tim shares how he left private equity to build a $20M+ media business from scratch — breaking down the math, mindset, and management behind 1440’s success. You’ll learn how he mastered unit economics, built a lean and profitable team, and created one of the most trusted newsletters in the world.Join 1440 __Tim HuelskampLinkedIn Nathan May⁠LinkedIn⁠ ⁠X/Twitter⁠ __Timestamps 00:00 Introducing Tim Huelskamp 03:08 What Tim learnt working in private equity 11:37 Why start a newsletter? 20:39 The unit economics of a newsletter business 28:35 The history and evolution of 1440 35:10 When you should raise equity 38:30 How to get your first $10k/mo 44:50 The difficulties of running a media business 51:43 The importance of building a strong culture 59:42 1440's future plans to scale

Jesse Pujji, founder of Ampush and Gateway X, shares his journey of bootstrapping tech-enabled businesses to multi-million dollar successes. He discusses leveraging early Facebook ad strategies and building robust talent pipelines to drive growth. Jesse emphasizes the value of organic audience building, sharing insights on his viral multi-million-dollar tweet and the mutual intro playbook for networking. He also reflects on his upbringing's influence on his management style, advocating for a trust-based approach and niche specialization in business.

Justin Welsh, a former CRO who catapulted PatientPop to $70M in revenue, now thrives with his $10M+ solo business. He shares his remarkable journey from being fired multiple times to crafting a powerful personal brand on LinkedIn. Justin discusses the importance of mentorship and effective leadership in business. He reveals his frameworks for content creation and selling, including how urgency drives consumer behavior. Tune in for insights on turning knowledge into profitable products and the value of breaks for creativity!

Isaac French, a designer and builder behind the successful Live Oak Lake micro-resort, shares his journey from $19K in savings to creating a $7 million business. He discusses the challenges he faced when Airbnb banned his listing just weeks after launch and how he pivoted to direct bookings. Isaac delves into the principles of biophilic design, the significance of nurturing creativity from a young age, and how storytelling propelled him to social media fame. It's a tale of resilience, innovation, and the beauty of creating memorable experiences.

In this engaging conversation, Dickie Bush, a former BlackRock trader turned entrepreneur, shares insights on building a $10M writing business. He discusses the four pillars of a successful portfolio and the essential role of email marketing in audience growth. Dickie emphasizes leveraging AI to enhance creativity, the importance of community for solopreneurs, and the art of scaling sustainably. Additionally, he reflects on personal perseverance and the necessity of mastering effective copywriting to drive conversions and trust.

Sam Parr, founder of The Hustle and host of My First Million, dives into his latest venture, Hampton, a community for entrepreneurs. He shares the inspiration behind creating a space for founders to build genuine connections and discuss challenges faced by CEOs. The importance of vulnerability in growth and camaraderie shines through, as Sam emphasizes that success often blends persistence with luck. His insights on balancing intuition with data in business and the power of meaningful relationships are both enlightening and practical.

Hosted by Nathan May (The Feed Media) in partnership with beehiiv 🐝, each episode reverse-engineers the playbooks behind the entrepreneurs all over your feed - how they built an audience, scaled business, and created their own luck.