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  • Melissa Cash: Designing Pok Pok & the Digital Playroom Revolution // Forward Obsessed // 65
    Jan 29 2026

    Melissa Cash isn’t just reshaping children’s screen time—she’s redefining the future of learning and creativity. In this deeply insightful episode, Melissa, the co-founder and CEO of Pok Pok, shares how her own childhood learning struggles inspired a lifelong pursuit to create playful, purposeful, and non-addictive digital experiences for kids. From her early days at Disney designing for one of the world’s most beloved brands to raising a $3 million seed round while nine months pregnant, Melissa's story is one of vision, grit, and mission-driven leadership.


    Pete and Melissa dive deep into topics like the psychology of screen time, the balance between play and learning, and how thoughtful design can nurture a child’s imagination instead of draining it. You’ll also hear how Pok Pok is turning heads in tech by intentionally avoiding addictive features, and why the company is betting on creativity over clicks. This conversation is a must-listen for entrepreneurs, parents, and anyone curious about building a business that puts human development at the center.


    🔎 Find Out More About Melissa Cash

    https://www.linkedin.com/in/melissa-cash/

    https://www.playpokpok.com

    https://www.instagram.com/playpokpok/


    📚 Chapters

    00:00 - Introduction to Melissa Cash

    01:28 - The Childhood Moment That Shaped Her Learning Philosophy

    06:26 - From Arts High School to Designing Baby Products at Disney

    09:05 - What Disney Taught Her About Brand, Play, and Creativity

    14:00 - Why Pok Pok Rejects Addictive Design for Kids

    21:46 - The Unlikely Origin Story of Pok Pok

    25:58 - Defining the Digital Playroom

    36:03 - Fundraising While Nine Months Pregnant

    44:16 - Getting Women on the Cap Table: The Hard Road

    46:18 - Reinventing Company Culture with Black Box Day

    57:00 - The 10-Year Vision for Pok Pok


    🔗 Other Links & Resources:


    The Power of Play by David Elkind - https://a.co/d/hwrjIhh

    The Courage to Be Disliked - https://www.amazon.com/dp/1501197274

    Throne of Glass series by Sarah J. Maas - https://www.amazon.com/dp/1619630346


    🔴 Support & Connect


    Forward Obsessed Website: www.forwardobsessed.com

    Instagram: https://www.instagram.com/forwardobsessed/

    TikTok: https://www.instagram.com/forwardobsessed/

    LinkedIn: https://www.linkedin.com/showcase/forward-obsessed/


    #founderstory #femaleentrepreneur #pokpok

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    1 Std. und 3 Min.
  • Katelyn Bourgoin: Why Buyer Psychology Is the Real Growth Hack // 64
    Sep 25 2025
    What happens when your dream startup fails, you lose everything—including other people’s money—and you still choose to build again?In this episode of Forward Obsessed, host Pete Sena sits down with Katelyn Bourgoin, the founder of Why We Buy and Unignorable, to talk about her incredible journey—from PR school to startup bankruptcy to becoming one of the internet’s most trusted voices on buyer psychology. This is an unfiltered conversation about the emotional toll of failure, the power of transparency, and how Katelyn rebuilt her business and personal brand into a seven-figure media company—one smart insight at a time.You’ll learn why most startups get customer research wrong, how to write messaging that actually converts, and why AI is both a gift and a threat to creatives. Plus, Katelyn shares how she turned her pain into purpose and found her niche by helping others sell with empathy and science.If you’re a founder, creator, marketer—or just someone trying to figure out what’s next—this episode will give you the clarity, courage, and tools to move forward.🔎 Find Out More About Katelyn BourgoinLinkedIn: https://www.linkedin.com/in/kbourgoinTwitter/X: https://twitter.com/KateBourWhy We Buy: https://www.learnwhywebuy.comUnignorable: https://www.beunignorable.comNudge Podcast (hosted by collaborator Phil Agnew): https://www.nudgepodcast.com📕 Chapters00:00 – Welcome to Forward Obsessed with Katelyn Bourgoin03:05 – The English major who found her way to marketing06:42 – How startup failure led to radical transparency11:18 – Going viral by owning her story15:10 – Building “Why We Buy” and discovering buyer psychology18:47 – Lessons from working with early-stage startups23:20 – Why founders often don’t understand their customers27:14 – Wallet Opening Words and the psychology of conversion32:02 – The myth of “don’t sell time for dollars”36:40 – Being a solo founder: freedom vs. pressure40:22 – AI, creativity, and the 80/20 rule44:33 – What makes messaging unignorable49:12 – Scaling Unignorable: helping founders amplify bold ideas52:17 – Final advice for creators and founders🔗 Other Links & Resources:Alchemy by Rory Sutherland https://www.amazon.com/dp/0062388412Pre-Suasion by Robert Cialdini https://www.amazon.com/dp/1501109804Contagious: Why Things Catch On by Jonah Berger https://www.amazon.com/dp/1451686587Influence by Robert Cialdini https://www.amazon.com/dp/006124189XNudge by Richard Thaler and Cass Sunstein https://www.amazon.com/dp/014311526X🔴 Support & ConnectForward Obsessed Website: www.forwardobsessed.comInstagram: https://www.instagram.com/forwardobsessed/TikTok: https://www.instagram.com/forwardobsessed/LinkedIn: https://www.linkedin.com/showcase/forward-obsessed/#ai #buyerpsychology #founderstory
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    52 Min.
  • Tanay Kothari: Building the Next Generation of Personal AI // #63
    Apr 3 2025

    What if your voice could replace your keyboard—and be smarter than Siri ever dreamed of? Meet Tanay Kothari, the CEO and co-founder of Wispr Flow, a voice-first AI company redefining how we interact with technology. From teaching himself to code at age nine to building and selling a company fresh out of Stanford, Tanay’s journey is a masterclass in entrepreneurial obsession, resilience, and product-driven thinking.


    In this episode, Tanay shares how his childhood dream of building Jarvis (yes, Iron Man’s assistant) led him to develop one of the most exciting voice AI tools today. We dive into the difference between good engineering and great design, why most voice assistants fail, and what it really takes to lead teams and raise capital in Silicon Valley. If you're into startups, AI, or just love hearing from product-obsessed founders, this one's a must-listen.


    ✨ Listeners of Forward Obsessed can sign up for 1 FREE month of Flow:

    https://ref.flowvoice.ai/pete


    🔎 Find Out More About Tanay Kothari and Wispr Flow:


    https://x.com/tankots

    https://www.linkedin.com/in/tankots/

    https://ref.wisprflow.ai/fopod

    https://www.linkedin.com/company/wisprflow

    https://x.com/WisprFlow


    Chapters:


    00:00 – Introduction to Tanay Kothari

    04:17 - Entrepreneurial Roots: Tanay’s Parents and Early Hustles

    08:00 - Simples Inc: A 12-Year-Old Builds His First Company

    10:10 - Going Viral with Convert.cc and Google’s Cease & Desist

    18:39 - Journey to Stanford and Embracing Silicon Valley

    25:06 - Learning to Lead: From Engineer to Team Manager

    33:22 - The Hardest Part of Scaling: Managing People

    38:12 - Deep Values Alignment: Early Co-Founder Conversations

    45:36 - What Makes Wispr Flow Different from Every Other Voice Tool

    50:45 - How Wispr Flow Fixes Transcription Accuracy

    54:57 - Product Hunt Success: Tips for a Top Launch

    59:47 - The Future of Voice Interfaces and Contextual AI


    🔗 Other Links & Resources:


    The One Minute Manager by Ken Blanchard: https://www.amazon.com/dp/0062367544

    The Design of Everyday Things by Don Norman: https://www.amazon.com/dp/0465050654

    Siddhartha by Hermann Hesse: https://www.amazon.com/dp/0553208845

    DISC Leadership Framework: https://www.discprofile.com/what-is-disc


    🔴 Support & Connect


    Forward Obsessed Website: www.forwardobsessed.com

    Instagram: https://www.instagram.com/forwardobsessed/

    TikTok: https://www.instagram.com/forwardobsessed/

    LinkedIn: https://www.linkedin.com/showcase/forward-obsessed/


    #ai #entrepreneurship #founderstory

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    1 Std. und 8 Min.
  • Sean Busch: Lessons from Bootstrapping to Big-Box Retail // #62
    Mar 7 2025

    What does it take to scale a business from a $20,000 launch to over $100 million in revenue? In this episode of Forward Obsessed, entrepreneur Sean Busch takes us through his incredible journey—from a small-town kid flipping car parts in high school to founding and selling the household cleaning brand Puracy. Along the way, Sean shares how he leveraged Amazon’s early days, built a direct-to-consumer powerhouse, and navigated the challenges of big-box retail.


    Sean opens up about the highs and lows of entrepreneurship, including the moment he was fired just before Christmas, the brutal cash-flow struggles of expanding into Target and Walmart, and the pivotal decision to exit his company. He also shares key lessons on craftsmanship vs. commerce, the importance of customer obsession, and why having the right CFO can make or break your business. Now, with his newest venture, Dad Mode, Sean is applying everything he learned to build another game-changing brand.


    Whether you're a founder, a business leader, or just someone fascinated by the journey of building something from the ground up, this conversation is packed with invaluable insights.


    🔎 Find Out More About Sean Busch


    LinkedIn: https://www.linkedin.com/in/seantbusch/

    Instagram: https://www.instagram.com/stb416/

    Dad Mode: https://godadmode.com/

    Puracy: https://puracy.com/


    Chapters


    00:00 - A First for Forward Obsessed

    03:15 - Sean’s Early Hustles & Entrepreneurial Roots

    10:45 - From Car Detailing to Medical Sales

    18:30 - The Leap Into E-Commerce & Building Puracy

    25:50 - Cracking the Amazon Playbook

    32:15 - Scaling to Retail: The Target & Walmart Challenge

    40:05 - Surviving Cash Flow Nightmares

    48:20 - The Emotional Toll of Entrepreneurship

    55:10 - The Exit: Selling Puracy

    1:02:30 - Lessons Learned & Advice for Founders

    1:10:00 - Sean’s Next Venture: Dad Mode


    🔗 Other Links & Resources


    The Honest Company by Jessica Alba (Book): https://www.amazon.com/dp/1609619110

    The Lean Startup by Eric Ries (Book): https://www.amazon.com/dp/0307887898

    Amazon FBA: https://sell.amazon.com/fulfillment-by-amazon

    Singer Automotive: https://singervehicledesign.com/

    Seven Generation (CPG): https://www.seventhgeneration.com/


    🔴 Support & Connect


    Forward Obsessed Website: www.forwardobsessed.com

    Instagram: https://www.instagram.com/forwardobsessed/

    TikTok: https://www.instagram.com/forwardobsessed/

    LinkedIn: https://www.linkedin.com/showcase/forward-obsessed/


    #entrepreneurship #startups #businessgrowth

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    1 Std. und 26 Min.
  • Mike Lloyd: Building Resilience, Distribution, and Cyber Insurance Innovation // #61
    Feb 4 2025

    Mike Lloyd’s entrepreneurial story began with a simple childhood side hustle—burning CDs for friends in his small Michigan hometown. That spark of ingenuity set him on a journey from studying at MIT and Harvard to launching and scaling companies that reshaped industries. In this episode of Forward Obsessed, Mike delves into the pivotal moments that defined his path, sharing the highs and lows of his journey.


    He opens up about the painful lessons learned from his first failed startup and how he transformed those experiences into a winning formula for success. Mike reveals the critical importance of mastering distribution, his obsession with solving meaningful problems, and how COVID and Bitcoin propelled his cyber insurance company to the forefront of the industry. Whether you’re an aspiring entrepreneur or simply love a compelling story of resilience and growth, this conversation is full of inspiration and actionable wisdom.


    🔎 Find Out More About Mike Lloyd

    https://www.linkedin.com/in/mikelloyddotme/

    Pine View Insurance Group: https://www.pvig.com/

    Corvus Insurance: https://www.corvusinsurance.com


    Chapters:

    00:00 - Introduction to Mike Lloyd

    04:10 - Small-Town Beginnings: Burned CDs & the Hacker Spirit

    08:45 - Learning Early Business Lessons

    13:00 - From Soccer Dreams to VMI and MIT

    19:30 - Why Engineering Shapes Problem-Solvers

    24:15 - The Shift from Academia to Startups

    29:00 - First-Time Founder Failures and Hard Lessons

    35:20 - Obsessing Over Distribution: A Game-Changer

    39:40 - Building Corvus Insurance with Phil Edmondson

    44:15 - The Role of Brokers in Insurance Distribution

    50:00 - Finding Product-Market Fit in Cyber Insurance

    55:30 - COVID as a Catalyst for Cyber Insurance Growth

    01:03:15 - Bitcoin’s Role in Cybersecurity’s Evolution

    01:08:20 - Fundraising Tips for Entrepreneurs

    01:14:45 - Partnering with Travelers: A Behind-the-Scenes Look

    01:22:30 - Lessons in Failure, Resilience, and Letting Go

    01:30:00 - Advice for Aspiring Entrepreneurs and Parents


    🔗 Other Links & Resources:


    Crossing the Chasm by Geoffrey A. Moore: https://www.amazon.com/dp/0062292986

    The Hard Thing About Hard Things by Ben Horowitz: https://www.amazon.com/dp/0062273205 Measure What Matters by John Doerr: https://www.amazon.com/dp/0525536221


    🔴 Support & Connect

    Forward Obsessed Website: www.forwardobsessed.com

    Instagram: https://www.instagram.com/forwardobsessed/

    TikTok: https://www.tiktok.com/@forwardobsessed

    LinkedIn: https://www.linkedin.com/showcase/forward-obsessed/


    #entrepreneurship #startups #forwardobsessed

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    1 Std. und 43 Min.
  • Anthony Ng Monica: From Bootstrapping to Breakthroughs in E-Commerce // #60
    Dec 5 2024

    In this episode of Forward Obsessed, we sit down with Anthony Ng Monica, a visionary entrepreneur whose journey from humble beginnings to leading an internationally recognized e-commerce technology company is nothing short of inspiring. Anthony shares his early entrepreneurial ventures, from pirating software to funding his education by cold-calling businesses. He candidly discusses the lessons learned while building Swogo, a cutting-edge product recommendation engine that has transformed how global retailers drive cross-sell and upsell opportunities.


    Join us as Anthony unpacks the critical pivots that defined Swogo’s path to success—from its early B2C focus to becoming a B2B powerhouse and ultimately innovating with AI-driven product bundling. Learn how his cultural heritage, family dynamics, and relentless focus on learning shaped his business acumen. Whether you’re scaling your own venture or looking for strategies to pivot and grow, Anthony’s story is filled with practical advice and game-changing insights.


    🔎 Find Out More About Anthony Ng Monica


    LinkedIn: https://www.linkedin.com/in/anthonyngmonica/

    Daily Body Coach: https://www.dailybodycoach.com/


    Chapters


    00:00 - Introduction to Anthony Ng Monica

    04:10 - Growing Up Between Cultures: Macau, Portugal, and the UK

    08:45 - The Spark for Entrepreneurship: Early Influences

    14:30 - Breaking into Business: Cold Calling and Selling Websites

    20:20 - Launching Swogo: The Early Days of Product Recommendations

    25:15 - The Pivot: Transitioning from B2C to B2B

    32:45 - The Big Breakthrough: Solving E-commerce Cross-Selling Challenges

    41:10 - Overcoming Challenges: Five Co-Founders and Scaling the Business

    50:00 - Lessons from a Global Journey: Focus, Learning, and Resilience

    56:30 - Working with Global Clients: Breaking into Major Markets

    1:04:20 - Leveraging Accelerator Programs for Growth

    1:10:50 - Long-Term Vision and the Future of E-commerce


    🔗 Other Links & Resources


    Good to Great (book) by Jim Collins: https://a.co/d/eDIM5so

    Swogo: https://www.swogo.com/


    🔴 Support & Connect


    Forward Obsessed Website: www.forwardobsessed.com

    Instagram: https://www.instagram.com/forwardobsessed/

    TikTok: https://www.instagram.com/forwardobsessed/

    LinkedIn: https://www.linkedin.com/showcase/forward-obsessed/


    #entrepreneurship #ecommerce #startuplife

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    1 Std. und 45 Min.
  • #59 We Are Taking A Summer Break
    Jun 13 2024

    As we approach the summer, the Forward Obsessed podcast is taking a brief but much needed break from creating new entrepreneurial content for you, our incredible listeners. We're grateful for the remarkable guests who have made season three a success, and we have some amazing stuff coming down the pipeline. During this hiatus, we invite you to stay engaged with us: visit our YouTube channel, subscribe, leave comments, and share your favorite episodes. Your feedback is invaluable and helps us shape future content - Don't forget to visit www.forwardobsessed.com to share your favorite moments and suggestions for future guests. We're committed to exploring all facets of entrepreneurship, and your support keeps us in this podcasting game.

    We also have an important announcement: this is the final episode with our executive producer, Robert Roche. Since day one, Robert has been instrumental in every facet of the production process, from finding guests, to the full production of the episode, clips, and articles, all the way through answering your questions and comments on our social channels. We wish him all the best in his future endeavors and hope to collaborate again in the future. Robert, thank you for your dedication, creativity, and passion. Your presence will be greatly missed.

    From Robert: Please stay in touch! If you ever have a question about podcasting or content management, find Robert P. Roche III on Linkedin.

    Support & ConnectForward Obsessed Website: www.forwardobsessed.comInstagram: https://www.instagram.com/forwardobsessed/TikTok: https://www.tiktok.com/@forwardobsessedLinkedIn: https://www.linkedin.com/showcase/forward-obsessed/


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    12 Min.
  • #58 Sam Parr: Founder Of The Hustle, Hampton And My First Million Podcast
    May 30 2024

    Sam Parr, the founder of The Hustle and the host of the My First Million podcast, shares his entrepreneurial journey from his humble beginnings in St. Louis, Missouri, to building and selling successful companies. Parr's early hustles, including selling whiskey online and running a hot dog stand, laid the foundation for his future endeavors. Despite a setback with Airbnb, Parr persevered and started a roommate matching business, which he eventually sold to Apartment List.

    Parr's success with The Hustle, growing the company's newsletter to over 1.5 million subscribers, is a testament to his skills in hiring passionate people and his ability to "brute force" a company to success. He offers valuable insights on the emotional challenges of selling a company and the importance of focus and perseverance in building a successful business.

    This episode is a must-listen for aspiring entrepreneurs, founders, MBA students, and managers, as it provides practical advice and inspiration from someone who has successfully navigated the ups and downs of the startup world. Parr's candid discussion of his experiences, from cold calling to angel investing and growing a podcast, offers a wealth of knowledge for those looking to build and scale their own ventures.

    Episode Outline

    (00:00:00) Introduction of Sam Parr

    (00:01:28) Sam Parr's background and early entrepreneurial ventures

    (00:10:00) Building and selling a roommate matching company

    (00:14:02) Starting The Hustle and growing the newsletter

    (00:22:36) Hiring strategies and building a strong company culture

    (00:29:00) The emotional journey of selling The Hustle to HubSpot

    (00:35:00) Life after the acquisition and starting a new company, Hampton

    (00:40:45) Branding, positioning, and pricing strategies

    (00:44:49) The art of the cold call and its importance in business

    (00:50:00) Angel investing experiences and lessons learned

    (00:55:00) Building a community with Hampton and differentiating from competitors

    (01:02:04) The power of personal branding and visibility

    (01:07:31) Hiring and working with CEOs

    (01:13:57) The impact of fatherhood on entrepreneurship and personal growth

    (01:17:31) Strategies for growing a successful podcast

    Episode Links

    The Hustle (company): https://thehustle.co/My First Million (podcast): https://www.mfmpod.com/Hampton (company): https://joinhampton.com/Sam's List (website) - https://samslist.co/The Game (book) - https://www.amazon.com/Game-Penetrating-Secret-Society-Artists/dp/0060554738Glengarry Glen Ross (movie): https://en.wikipedia.org/wiki/Glengarry_Glen_Ross_(film)

    Support & ConnectForward Obsessed Website: www.forwardobsessed.comInstagram: https://www.instagram.com/forwardobsessed/TikTok: https://www.tiktok.com/@forwardobsessedLinkedIn: https://www.linkedin.com/showcase/forward-obsessed/

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    1 Std. und 23 Min.