Matt and Anne dive into what it really feels like to run a company while juggling detail-oriented work, shifting identities, marketing experiments, and the constant pressure of “the one task that keeps everything alive.” Anne breaks down her complete overhaul of November — canceling commitments, resetting availability, rebuilding boundaries, and finally owning how her energy, cycle, and creative demands shape her productivity. Matt shares the three buckets he uses every single morning to surv...
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Matt and Anne dive into what it really feels like to run a company while juggling detail-oriented work, shifting identities, marketing experiments, and the constant pressure of “the one task that keeps everything alive.” Anne breaks down her complete overhaul of November — canceling commitments, resetting availability, rebuilding boundaries, and finally owning how her energy, cycle, and creative demands shape her productivity. Matt shares the three buckets he uses every single morning to surv...
Matt and Anne dive into what it really feels like to run a company while juggling detail-oriented work, shifting identities, marketing experiments, and the constant pressure of “the one task that keeps everything alive.” Anne breaks down her complete overhaul of November — canceling commitments, resetting availability, rebuilding boundaries, and finally owning how her energy, cycle, and creative demands shape her productivity. Matt shares the three buckets he uses every single morning to surv...
What happens when a website stops being a static brochure and starts saying “hi”? In this episode, Anne flips the script and interviews Matt about ChipBot, his AI-powered video and chat platform that helps businesses connect with visitors in a more human way. Matt breaks down the psychology behind short-form video on websites, how agencies are using ChipBot to white-label and resell it, and why this “TikTok-style” experience is transforming the way people shop for services online. Anne and Ma...
When Anne nearly missed a major presentation deadline, she turned to an AI tool and what happened next changed how she thinks about building anything online. In this episode, Matt and Anne dive into how AI tools (Lovable, Bolt, Repl.it, etc...) are reshaping website creation, from five-minute pitch decks to fully launched personal brands. Anne shares her first-hand experience using AI to design, write, and publish her new website without a developer—and how that experience sparked a debate ab...
Matt and Anne pull back the curtain on their own creative process—debating whether founders should keep pushing out content for the sake of visibility or slow down to preserve authenticity and impact. From podcast planning to business growth, they wrestle with the balance between showing up and showing off, breaking down what “quality control” really means when your name and energy are the brand. They also touch on Matt’s billion-view vision for ChipBot, Anne’s pivot from Share Your Freak to ...
Matt and Anne dive deep into the realities of modern marketing — from short-form videos and organic reach to why the best campaigns are equal parts science and creativity. They debate whether customers really need multiple touch points before converting, explore what makes an “aha” moment irresistible, and share the emotional grind of testing, failing, and iterating until something sticks. This episode is all about grit — the consistency, courage, and curiosity required to turn experiments in...
Anne and Matt get raw about the power of threes—in marketing, creativity, and even table tennis. From Anne’s late-night steroid-fueled “just ship it” breakthrough to Matt’s system for staying in flow three days a week, they break down why doing something three times—not once, not twice—turns it from effort into habit. The duo also dives into social scheduling hacks, the “OnlyFans” branding origin story of OnlyFounders, and how to beat analysis paralysis by embracing imperfection. 🚨 Stuff You’...
Matt and Anne break down the real difference between a startup and a lifestyle business. Matt shares how ChipBot evolved from 110% startup grind to a sustainable, founder-led company—and why effort, not just capital, defines the startup mindset. They discuss growth pressure, investor expectations, personal sacrifices, and even how companies like OpenAI are still startups despite their size. If you’ve ever wondered what kind of business you’re building (or want to build), this episode will giv...
Anne and Matt sit down with Katherine Sorensen — entrepreneur, recovery advocate, and founder of multiple multimillion-dollar behavioral health facilities — for a raw and deeply human conversation about transformation, faith, and building purpose-driven success from rock bottom. Katherine opens up about her journey from a double life in high school, to addiction and self-destruction, to discovering faith, recovery, and eventually founding Laguna Shores Behavioral Health in California. Togethe...
Matt admits he could never work for anyone else — the moment he’s told to “just agree,” he checks out. That sparks a debate with Anne about ownership, leadership, and how every company mirrors its founder’s effort. Anne shares how her best collaborations click when people stay in their “working genius,” while Matt explains why a team without a captain can’t steer anywhere. The two dive into Anne’s pause on Ten to Launch, the struggle of bandwidth across multiple ventures, and why consulting c...
Anne opens up about her recent battle with nerve pain and how it’s forced her to rethink recovery — both physically and professionally. Matt draws a parallel between nerve pain and startup pain, sharing one of his hardest moments as a founder when investor pressure nearly derailed everything. The conversation unfolds into an honest discussion about client abuse, knowing when to walk away, and why some business pain teaches lessons no success ever could. The episode then takes a surprising tur...
Anne reveals her newest venture — the business of Anne — and introduces her bold new brand, Share Your Freak. It’s a raw conversation about embracing the quirks we hide, turning vulnerability into connection, and creating a brand rooted in authenticity. Matt digs into how she makes massive pivots seem effortless, the signals that drive those changes, and how Anne plans to scale her personal brand into something global — without chasing money as the end goal. 🚨 Stuff You'll Want to Remember: “...
In this episode, Matt and Anne sit down with entrepreneur Sandra Graves, founder of Innova Industries and founder of Hub HTX. Sandra shares her journey from a initial role in the intermodal shipping world to running two different businesses—one in ISO tanks and another in community coworking. We talk about navigating bespoke industries, the realities of starting a company during a recession, how coworking spaces survived COVID, and why resilience and intuition matter as much as strategy. Sand...
Anne and Matt dig into how founders think about money, growth, and energy. Anne shares her recent dive into bonds, T-bills, and high-yield savings accounts—and why she treats checking accounts as “dead money.” Matt contrasts by explaining why almost every dollar he earns goes right back into ChipBot, including how shareholder loans work without changing a cap table. The two also unpack what it means to run a consulting agency versus a product company, how networking can be reframed as marketi...
Anne and Matt compare two founder mindsets: Anne thrives on preparation and systems, while Matt embraces last-minute decisions and unpredictability. From hunting flight deals to playing high-stakes poker, they unpack how different approaches to stress and planning reveal much deeper truths about entrepreneurship. This isn’t just about travel—it’s about the psychology of pressure, the art of controlling what you can, and learning when to let go. 🚨 Stuff You’ll Want to Remember: “Having a go-ba...
Anne checks in from rainy Times Square with stories of DIY travel hacks and pitching her new workshop to New York business owners. Along the way, she and Matt get into what it really takes to prepare a business for acquisition — from valuations and tax strategies to branding, systems, and the human side of customer transitions. What starts as a conversation about packing Ziploc bags quickly turns into a candid look at exits gone right, exits gone wrong, and why most founders underestimate the...
Anne and Matt dive deep into the messy, thrilling, and often contradictory world of growth hacking. From coworking space partnerships and unscalable local plays to billboard-style ads with QR codes, Matt shares how he’s testing ChipBot’s fall go-to-market plan with bold, creative experiments. The conversation goes further, unpacking the fine line between persuasion and manipulation, the hidden bias of five-star reviews, and why true customer feedback often lives in the “messy middle” of three...
Anne and Matt dive into the unspoken cost of being the momentum driver in your business. They wrestle with boundaries, burnout, and what it really means to keep growth alive when you’re the one with skin in the game. Anne opens up about shifting 75% of her energy from running her businesses into building her personal thought leadership brand, while Matt challenges the idea of slowing down and explains why he believes maintaining constant momentum is survival. Together, they explore the tensio...
Anne and Matt welcome their very first guest, longtime friend and self-care entrepreneur Danika Brysha. Together, they explore the unglamorous but transformative side of building both businesses and lives that actually work: from Danika’s journey through modeling, addiction, and burnout to founding Self-Care Society and guiding thousands toward daily systems that stick. Along the way, they dig into why founders so often hit “zero” when they leave structure behind, how food and wellness practi...
Anne and Matt unpack the brutal, often overlooked reality of growing a podcast: from Apple’s infuriating review process to why even marketing pros hate promoting their work—plus, they share actionable strategies (live recordings, social repurposing, email tricks) and their hard-earned belief that sustainable growth is less about virality and more about showing up, consistently. Anne opens up about the "spammy" legwork of begging for reviews, while Matt compares early marketing to "eating glas...
Anne and Matt explore the intricate balance between professional aspirations and family duties, with Anne sharing how she prioritized her personal brand over other business ventures following Matt's question about her "one thing" and a fortunate opportunity from a New York media firm. They discuss entrepreneurship's cyclical nature with extreme highs and lows, and Anne reveals her meditation practice of "breathe in trust, breathe out fear" as a tool for intuitive decision-making and releasin...
Matt and Anne dive into what it really feels like to run a company while juggling detail-oriented work, shifting identities, marketing experiments, and the constant pressure of “the one task that keeps everything alive.” Anne breaks down her complete overhaul of November — canceling commitments, resetting availability, rebuilding boundaries, and finally owning how her energy, cycle, and creative demands shape her productivity. Matt shares the three buckets he uses every single morning to surv...
