Ugly Talk

Ugly Talk
  • 5.0 (4)
  • ENTREPRENEURSHIP
  • UPDATED MONTHLY

A Podcast About the UGLY Side of the Entrepreneurial Journey. Anson Wu & Matthew Jaffe get into conversations with entrepreneurs, who are eager to share their stories, the good ones, the bad ones and especially the ugly ones. Our podcast resonates with entrepreneurs at all stages of their journey, from aspiring dreamers to established founders. It serves as a voice of shared struggles and triumphs, reminding listeners that entrepreneurial life can be a journey of failure, resilience, and success. Want to get on the show and share your Ugly stories? Go to uglytalk.com/podcast and send us a message!

Episodes

  1. UGLY TALK: FOOD & BEV FOUNDERS 2025 LESSONS AND 2026 PREDICTIONS

    FEB 11

    UGLY TALK: FOOD & BEV FOUNDERS 2025 LESSONS AND 2026 PREDICTIONS

    Recorded live at The Yard in Herald Square, this edition of Ugly Talk dives into the unpolished reality of building and scaling a food and beverage brand in 2025. This isn't about the highlights—it's about the messy formulation tweaks, the grind of "pounding the pavement" in New York City, and the hard-earned lessons that come with trying to move product off a retail shelf. Moderated by Glenn Johnson (Marketing Consultant & Fractional CMO), the panel brings together three founders building their brands in real time: Joe Rotondo (Founder & CEO, SMEARCASE) shares the journey of turning cottage cheese ice cream into a high-protein sensation, detailing how a chance outreach from Whole Foods turned into a tri-state launch.Kabir Kurani (Founder & CEO, GetUp Nutrition) discusses the "ugly" side of manufacturing overseas and the sheer hustle required to sell through a nationwide trial at 455 Sprouts locations.Will Custis (Founder, HoopFuel) breaks down the "Corporate Hooper" persona and his hyper-focused strategy of dominating the basketball category through community events and equity-based creator partnerships. You’ll hear their unfiltered takes on: The Power of Niching Down: Why speaking to everyone means speaking to no one, and how to identify your "hyper-focused lens".The "Ugly" Side of R&D: Handling flavor failures, bitter caffeine maskings, and shipping 50 pounds of dry ice across Brooklyn.Retail Reality vs. Hype: The difference between getting on the shelf and actually hitting the velocity targets required to stay there.Community as a Growth Engine: Hosting tournaments and "demoing" in unmarked containers to get unbiased feedback from the right audience.2026 Strategy: How to move from a "pounding the pavement" founder to a scalable business with smart creator ecosystems and regional dominance. Chapters 00:00 – Intro: The importance of niching down and hyper-focus. 01:00 – Housekeeping: Ugly Talk’s national footprint and host introductions. 02:00 – Sponsor Spotlight: AI-powered operations with Copley. 04:20 – Meet the Founders: Elevator pitches for Smearcase, GetUp, and HoopFuel. 07:13 – The "Corporate Hooper": Building a brand through a social persona. 08:50 – Validation: Testing cottage cheese ice cream in marathon training groups. 10:56 – Finding the Gap: Why basketball players were ignored by traditional nutrition. 14:40 – The Co-Founder Fit: Balancing brand vision with strategy and ops. 16:00 – Creative Expression: Why every entrepreneur should start a clothing brand. 20:50 – Scientific Formulation: Using sweat-tracking patches to design HoopFuel. 23:20 – The Bias Trap: Getting honest feedback outside of friends and family. 26:00 – The Failed Batch: Selling through "disgusting" product to fund the fix. 28:50 – The Super Bowl Moment: Landing Whole Foods via a "janky" website. 34:15 – The New Influencer Model: Moving from one-off posts to equity-based creators. 40:55 – The Network Effect: Using Manhattan dominance to fuel word-of-mouth. 44:30 – Advice to Self: The logistical nightmare of dry ice and being "supply ready" Want to share your Ugly story? Visit uglytalk.com/podcast and send us a message.

    47 min
  2. Ugly Talk Live: Leveraging AI to Optimize Ecommerce Logistics and Profits

    JAN 14

    Ugly Talk Live: Leveraging AI to Optimize Ecommerce Logistics and Profits

    Recorded live, this edition of Ugly Talk dives into the real, unpolished side of scaling ecommerce operations with AI — the messy systems, the tool overload, the margin pressure, and the hard tradeoffs that come with growing fast. Moderated by Manish Chowdhary (Founder & CEO, Cahoot), the panel brings together operators and investors who work at the intersection of logistics, technology, and growth: Brian O’Connor (CEO, Aevisor Solutions) breaks down how founders can turn operations into a self-funding growth engine by freeing up cash, improving margins, and building systems that scale. Mat Kaliski (Principal, Acronym Venture Capital) shares how investors evaluate operational discipline, AI adoption, and resilience when backing early-stage ecommerce and technology companies. Frank Pacheco (Amazon Guru, Nearly Natural) delivers hard-earned lessons from inside Amazon and beyond, revealing how the best brands use AI, data, and logistics strategy to win where “best practices” fall short. You’ll hear their unfiltered takes on: The highest-leverage improvements brands can make in the next 7 and 30 daysCommon scaling mistakes teams repeat — and how to avoid themChoosing the right tools without creating costly tech sprawlPractical AI workflows for order management, support, merchandising, and reportingSimple scorecards to measure speed, accuracy, and costHiring and vendor decisions that keep operations lean and resilient If you’re an ecommerce founder, operator, or leader trying to protect margins while scaling smarter, this conversation cuts through the hype and gets into what actually moves the needle. Want to share your Ugly story? Visit uglytalk.com/podcast and send us a message.

    1h 8m
  3. Ugly Talk Live: Building Effective Personal Brand for Founders.

    12/03/2025

    Ugly Talk Live: Building Effective Personal Brand for Founders.

    Recorded live, this edition of Ugly Talk dives into the real, unpolished side of building a personal brand as a founder — the cringe, the doubts, the consistency, and the unexpected wins that come from simply showing up online. Moderated by Ben Buaron (Founder & CEO, Windmill Growth), the panel brings together two operators who’ve turned content into a growth engine: Ben Sharf (Co-Founder & Co-CEO, Platter) shares how LinkedIn became his top acquisition channel — driving clients, hires, and even a six-figure inbound investment. Blaine Davis (Co-Founder, Superconnector; GP at Mute Ventures) breaks down how personal brand powers trust, warm intros, and early-stage momentum — even while staying in stealth.  You’ll hear their unfiltered takes on: Overcoming the fear of cringe and publishing anywayWhat authenticity actually looks like onlineHow founders convert content into revenue, pipeline, and investor interestBalancing top-, mid-, and bottom-of-funnel contentWhy personal brand is becoming non-negotiable in 2025 If you’ve ever wondered whether posting is “worth it,” this conversation pulls back the curtain on how founders really build leverage through content.  Want to share your Ugly story? Visit uglytalk.com/podcast and send us a message.

    33 min
  4. Ugly Talk Live: Building Profitable eCommerce in a Downward Market

    10/15/2025

    Ugly Talk Live: Building Profitable eCommerce in a Downward Market

    In this live-recorded edition of the Ugly Talk Podcast at NomadWorks, Times Square in New York City, we hosted an open and honest conversation about how eCommerce brands can pivot in today’s downturn. Moderated by Manish Chowdhary, founder & CEO of Cahoot, the panel features three founders & strategists digging into how they’re reengineering growth when old tactics no longer work: Sabir Semerkant (Growth by Sabir) unveils his Rapid 2X Protocol, the model behind $1B+ in revenue across 200+ brands, and warns why many brands won’t survive 2025. Maya Juchtman (Roswell NYC) blends artistry and performance marketing, sharing how to build brand stories that convert, even when consumer attention is fractured. London Glorfield (Kickback) talks culture, product, and community: how to launch a youth-forward electronics brand in a time of shrinking attention spans and rising expectations. 🎙️ Expect real talk on: - What growth tactics are relics now (and need to go) - Fresh playbooks beyond Meta & Google ads: marketplaces, communities, wholesale, B2B pivots - How to build resilient unit economics and margin-first growth - Which experiments are worth backing in a down market Whether you’re still early in your founder journey or navigating your fifth scaling phase, this episode offers the raw behind-the-scenes of how to build profitable eCommerce when everything else seems broken.

    1h 15m
  5. Sevak Avakians from Intelligent Artifacts

    03/11/2025

    Sevak Avakians from Intelligent Artifacts

    In this episode of Ugly Talk Podcast, Anson and Matthew chat with Sevak Avakians, an AI pioneer who built one of the first artificial intelligence models back in 2008. Sevak shares his journey of tackling the black box problem in AI, building explainable predictive models, and the challenges of scaling a business in an industry filled with skepticism. Discover how perseverance, innovation, and a deep belief in transparent AI shaped his entrepreneurial path. Check out Sevak’s work and learn more about explainable AI! Follow/Contact Sevak Avakians 🔗https://linkedin.com/in/avakians 🔗https://x.com/sevakavakians 🔗https://medium.com/@sevakavakians For more episodes and to learn more about our mission, visit uglytalk.com. Want to get on the show and share your Ugly stories? Go to uglytalk.com/podcast and send us a message!

    53 min
  6. David Kobrosky from IntrosAI

    01/13/2025

    David Kobrosky from IntrosAI

    In this episode of Ugly Talk Podcast, Anson and Matthew chat with David Kobrosky, founder of Intros AI, a platform revolutionizing how communities connect. David shares his story, from a life-changing phone call with Gary Vee at age 19 to facing the ugly challenges of pivoting, fundraising, and layoffs. Discover how grit, learning from failure, and a passion for meaningful connections shaped his entrepreneurial journey. Check out Intros AI at intros.ai and start your free trial! Follow/Contact David Kobrosky linkedin.com/in/kobrosky/ instagram.com/davidkobrosky/ For more episodes and to learn more from our mission visit uglytalk.com Want to get on the show and share your Ugly stories? Go to uglytalk.com/podcast and send us a message!

    51 min
  7. David Simnick from Soapbox

    12/10/2024

    David Simnick from Soapbox

    In this episode of Ugly Talk Podcast, Anson and Matthew chat with David Simnick, the founder of Soapbox Soaps. David shares the gritty reality of building a mission-driven brand, including his company’s near-collapse in 2017. From laying off half his team to turning down a life-changing acquisition offer, David’s story is packed with hard-earned lessons about grit, leadership, and transparency. His journey is a testament to the power of perseverance, innovation, and staying true to your values—even when things get ugly. Don’t miss this inspiring episode, packed with lessons for every entrepreneur. As a special thank-you, David is offering podcast listeners 25% off their first order at Soapbox. Use the code UGLY25 at checkout on soapboxsoaps.com Follow Soapbox Soaps on social media instagram.com/soapbox/ Follow/Contact David Simnick linkedin.com/in/davidsimnick/ instagram.com/davidsimnick/ For more episodes and to learn more from our mission visit uglytalk.com Want to get on the show and share your Ugly stories? Go to uglytalk.com/podcast and send us a message!

    29 min
  • 7 Episodes

Ratings & Reviews

5
out of 5
4 Ratings

About

A Podcast About the UGLY Side of the Entrepreneurial Journey. Anson Wu & Matthew Jaffe get into conversations with entrepreneurs, who are eager to share their stories, the good ones, the bad ones and especially the ugly ones. Our podcast resonates with entrepreneurs at all stages of their journey, from aspiring dreamers to established founders. It serves as a voice of shared struggles and triumphs, reminding listeners that entrepreneurial life can be a journey of failure, resilience, and success. Want to get on the show and share your Ugly stories? Go to uglytalk.com/podcast and send us a message!

Information

  • Creator
    Ugly Talk
  • Years Active
    2024 - 2026
  • Episodes
    7
  • Rating
    Clean
  • Copyright
    © 2024 PodTechs
  • Show Website
    Ugly Talk