Unlike Me

Today’s guest is Jaclyn Johnson, a serial entrepreneur, investor, and the founder of Cherub, a new platform reimagining how early-stage founders and investors connect. Before Cherub, Jaclyn built and exited Create & Cultivate, leading her to over $25M of exits and cementing her as one of the most influential builders in modern women’s business culture. In this conversation, we get into the rea...

In this episode, I sit down with Mallory Edens, founder of Little Ray Media, a production company focused on elevating stories by and about women in film and television. We discuss her passion for reshaping which stories get told in Hollywood and who gets to tell them. Mallory also opens up about a traumatic accident that changed her trajectory and strengthened her resilience and clarity of purpos...

In this episode, I sit down with Josh Cohen, CEO of Pinpoint - one of my portfolio companies that just raised a $2.5 million seed round from top investors, as well as KSI with his Sidemen Fund. We talk about how Pinpoint is helping brands convert their social audiences into paying customers and why I think it’s one of the most underrated tools out there right now. Josh and I dive into what efficie...

In this solo episode, I sit down for an unfiltered Q&A from my work at the intersection of venture capital and the creator economy. I talk about what I’ve learned from building on my own, the importance of failing quickly, and how those failures have shaped the way I think about business, ownership, and growth. If you’re a founder, creator, or just curious about what it’s really like behind th...

In this episode, I sit down with Megan Lightcap, partner at Slow Ventures, which recently raised its $64 million creator fund to back creator-led businesses. While both Megan and I operate at the intersection of venture capital and the creator economy, we approach it from very different angles, which made for a dynamic and thought-provoking conversation. We unpack the structure of Slow Ventures, e...

n this episode, I sit down with John Sutton, CEO and founder of  Journey —a company rethinking loyalty from the ground up. We talk about why the traditional points-based model is outdated, and how Journey is introducing a smarter, more personalized system designed for independent and boutique hotels. John shares his path from helping scale Red Ventures into a digital powerhouse to now building a p...

In this episode I sit down with Sophia Kianni to discuss Phia, the comparison-shopping platform she’s building with her best friend, Phoebe Gates that helps Gen Z save money—think Google Flights for fashion. We dig into how she stays grounded despite nonstop media attention, the pressure of being in the spotlight, and her lifelong hustler mindset. Sophia also shares how she juggles dating while bu...

Jeremiah Brown isn’t holding anything back. In this episode, he opens up about the friendships that fell apart after leaving the Villa, including whether things are really over with the boys who voted him out. He reflects on the intense relationship that defined his time in the villa, what he learned from it, and the connection that surprised him most. We also get into how he’s adjusting to life p...

In this episode, top recruiter and founder of her company the Linchpin Co., Colleen Pelly breaks down exactly what it takes to stand out in today’s competitive job market — from resume red flags to the subtle signals that make hiring managers say yes. We dive into the art of salary negotiation, why certain demographics consistently undersell themselves, and how to approach job searching with strat...

Ashwinn Krishnaswamy is the co-founder of  Oklahoma Smokes  and  Sunpowder , and one of the most thoughtful brand minds in the game. In this episode, we talk about what it actually takes to build a brand that lasts, why most early-stage founders waste money on paid ads, and how a run-in with the cops turned into a story worth telling. He breaks down why identity matters more than aesthetics, why p...

Lexi Wood has been modeling for nearly 17 years, but you probably know her from the headlines. In this episode, we unpack the back-and-forth drama with Jesse, her raw take on a traumatic life moment, and why she thinks people constantly underestimate her intelligence. Lexi gets real about the pressure of being misunderstood, the blurred lines of public relationships, and whether she’s coming back...

In this episode, I break down the cash vs. equity decision through the lens of the creator economy—and how the same principles apply to anyone building leverage today. Whether you’re a founder, operator, or creator, if you have a chance to own a piece of what you help build, understanding this tradeoff is critical.

When Miranda McKeon was diagnosed with stage 3 breast cancer at 19, everything changed. In this episode, she talks candidly about navigating illness at a young age — from identity shifts and losing her hair to dating while undergoing treatment. Miranda also opens up about launching her business,  Fill Your Tank , and how entrepreneurship became part of her healing process. Known for her role in  A...

In this solo episode, I dive into the evolving intersection of the creator economy and venture capital—two worlds that are more connected than ever but still largely untapped. Over the past year, I became a venture partner at Bulletpitch+, giving me firsthand insight into how deals are being made and why I believe creators need a seat at the table. I’m uniquely positioned to break this down becaus...

In this episode, we dive into the high-stakes world of entrepreneurship with David Protein Bar founders Peter Rahal and Zach Ranen. After Peter's groundbreaking success in building and selling RXBar for $600 million, he joins forces with Zach—an innovator with a knack for low-carb delights—to redefine the protein bar market. We explore their journeys from startup struggles to multi-million-dol...

Maggie Sellers is the founder of Hot, Smart, Rich, a platform dedicated to educating and empowering aspiring entrepreneurs, as well as investing into top startups. On this episode, we dive into some of the difficult moments of the last few years that include a broken off engagement, nearly getting deported, and the pushback she's gotten from her time in the Venture Capital world. If you're interes...

Brian Kelly is THE Points Guy. At a young age, he became fascinated with the world of travel, credit cards, and points. As he grew older he figured out all the ways to accrue as many points as possible, and started a blog, The Points Guy, to help other travelers travel more efficiently. Shortly after, The Points Guy blew up and Brian would find himself in lucrative opportunities with credit card a...

On this episode, the face of Jack's Dining Room, Jack Goldburg, joins me for his first-ever podcast. Goldburg first started his career as a Consultant at PWC, before him and his now business partner Liam Henning, started to do food reviews as a side hustle just a few years ago. Flash forward to now, Jack's Dining Room has become one of the biggest food & experience review accounts on social media,...

Shaun T, is a renowned fitness trainer, motivational speaker, and television personality. He rose to fame as the creator of popular home fitness programs like Insanity, T25, and Hip-Hop Abs, which have helped millions of people achieve their fitness goals. ***SA Warning*** On this episode, Shaun T opens up about how he survived being molested by his stepfather as a child, how he came out to his mo...

Maddie Schrader, also known as “Moobie” is a rising content creator and TikTok star currently signed under the Barstool Sports banner. She gained notoriety in 2022 and 2023 while still in college at Marist University playing Division I lacrosse for the school. After her internship with Barstool in the Summer of 2023, she accepted their return offer and became a full-time content creator this summe...

Natasha Parker, former Bachelor contestant, joins us this week and opens up about her relationship with God and her ability to speak in tongues, facing ego-death (twice), and how the influencer world has changed for her the last few years and how she may go back to corporate America.

On this episode, I bring on the CEO of Acorns, Noah Kerner. Acorns is a financial investment tool that believes in investing small amounts of money at high frequencies to set up your future. They have helped every day Americans invest over $20B since inception. On this episode, Noah and I talk about his previous exits, the importance of investing early, and being the leader of an 800-person compan...

This is one of my favorite podcast episodes I've ever done. I sit down with Cyrus Veyssi, who is one of the most remarkably patient and understanding individuals I've ever come across. Their ability to listen, communicate, and educate should be studied. On this episode, we talk about Cyrus's own journey with their gender identity, how they go about dealing with online hatred, and how they have suc...

Erika Priscilla and Husband Scott Corrizi share their journey of love, ambition, and mutual support spanning a decade. The couple discusses their early 20's, navigating a toxic phase, to ultimately getting married. The two discuss Erika's decision to take content full-time which has paid off, with her near 1.5m+ followers across platforms. We also dive into Scott's unconditional support, and how t...

I completed a triathlon yesterday and I learned more about myself, my insecurities, and roots of my fears than I had in the past few years combined. I also hope this serves as some motivation on a Monday.