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Recorded live at Belong NYC in SoHo, Manhattan during NY Tech Week, this edition of Ugly Talk pulls back the curtain on the hyper-saturated Fashion and Beauty Tech industries. Hosted alongside Yorkseed, the panel explores the "unpolished reality" behind AI-driven visual creation, predictive consumer trend data, and sustainable luxury.
Moderated by Jessica Sophia Wong (Founder & CEO, Yorkseed), the conversation brings together three forward-thinking founders:
You'll hear their unfiltered takes on:
Chapters
Want to share your Ugly story? Visit https://uglytalk.com/podcast
Recorded live at The Yard in Herald Square, Manhattan, this edition of Ugly Talk pulls back the curtain on the hyper-saturated Food and Beverage industry. While the shelf is crowded and customer acquisition costs soar, the panel explores the "unpolished reality" and weak positioning mistakes that kill early-stage ventures—and the playbook required to turn everyday grocery items into a brand people actually come back for.
The conversation features three resilient founders who have successfully re-envisioned something familiar yet different:
Lauryn Bodden (Founder, S'NOODS) transformed her winning concept from Netflix's Snack vs. Chef (2022) into a chef-driven, globally inspired noodle chip company that reached over 200 doors in its first year—from a home KitchenAid to winning critical regional supermarket pitch competitions.
Eric Gonzalez (Founder & CEO, Tranquila Coffee) is reworking decaf for the modern market. After perfecting formulations in his apartment, his canned lattes quickly topped charts at Pop Up Grocer by tapping into strategic afternoon usage occasions.
Jack Parker (Co-founder, Lambert's Beer) introduced a 2.5% ABV mid-strength lager to the U.S.—a white-space bet on ritual, flavor, and social drinking without the hangover.
You'll hear their unfiltered takes on:
Chapters
00:00 – Fail Forward
01:00 – Live from The Yard
04:20 – The Real-Time Data Advantage
06:30 – Overcoming the Data Blindspot
09:25 – Netflix's Snack vs. Chef to Scaling Puffs
12:32 – Sourcing with Intention
17:21 – Rectifying When It Matters
20:22 – Reclaiming History
24:30 – Solving the 3 P.M. Problem
30:40 – The Compromise of Production
32:08 – Learning the Investor Language
35:04 – Scrappy Trade Show Strategies
39:05 – Audience Q&A
Want to share your Ugly story? Visit https://uglytalk.com/podcast
Recorded live at Mana Tech in downtown Miami, this edition of Ugly Talk pulls back the curtain on the Florida tech boom. While the city is often celebrated for its energy, the panel explores the "unpolished reality" and the specific playbook required to turn local Miami dynamics into global opportunities.
The conversation features three founders who have navigated the transition from zero-to-one innovation to scalable product operations:
You’ll hear their unfiltered takes on:
Chapters
00:00 – The Capital Myth: You don’t need money; you need dedication.
01:00 – Live from Mana Tech: The reality of the Miami tech founder scene.
04:20 – The Stakeholder Game: Learning to tap into the "veteran investor" community in Miami.
06:30 – The Pivot Story: Moving from "hacky" LA logistics to a beauty industry data monopoly.
08:50 – Vibe Coding: Prompting AI to write code and validate ideas instantly.
10:30 – The Reddit Stunt: Using a beer-fueled idea to create the most upvoted post in Reddit history.
15:50 – The Art of Outreach: Why "cold everything" is dead and personal research is the only way in.
24:40 – Visionary vs. Integrator: Using the EOS framework to manage growth and operations.
35:10 – The Burnout Reality: Running away from burnout long enough to reach an outcome.
45:00 – Scaling Talent: The challenges of the local talent pool and the shift to 100% remote teams.
53:20 – Overhyped Advice: Why the traditional "you need a co-founder" rule may be outdated in 2026.
55:30 – Miami 2036: Transforming from a "lifestyle" city into a global business powerhouse.
Want to share your Ugly story? Visit uglytalk.com/podcast and send us a message.
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:
You’ll hear their unfiltered takes on:
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.
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:
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.
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:
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.
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.
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!
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!
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!
From the publisher's feed
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!