Monday April 20th: Commerce Roundtable Day 1

Commerce Roundtable Day 1: Where Elite Operators Shared What’s Actually Working Now

Day 1 felt like a masterclass in what it really takes to win in modern e-commerce: community, adaptability, and execution. Across every interview from agency leaders and SaaS founders to 8-figure operators and emerging brand builders the recurring theme was that growth is no longer about one tactic or channel, but about building resilient systems across paid media, retail, lifecycle marketing, AI, product development, and brand trust. Guests emphasized that DTC can be isolating, which is why rooms like this matter: they compress years of lessons into a few conversations. Whether it was scaling through Target shelves, using AI to reclaim strategic time, preparing for search’s next evolution, or reinventing products around real customer needs, the message was clear: the brands that win next will be the ones who move fast, stay authentic, and keep learning.

Guest Insights

  • Aaron Warshawsky (Common Thread Collective)
    Said the best conferences aren’t built for selling they’re built for education, relationships, and actionable ideas.
    A reminder that the right room can accelerate growth faster than another ad test.

  • Taylor Holiday (Common Thread Collective)
    Teased major partnership and acquisition moves, signaling confidence in the future of e-commerce services.
    Strong operators expand when others hesitate.

  • Steven Borrelli (Cuts Clothing)

    Steven brought one of the most complete operator perspectives of the day. He shared how external pressure especially tariffs and economic uncertainty forced Cuts Clothing to become leaner, sharper, and more efficient. Instead of complaining, they used the moment to cut waste, improve systems, and emerge stronger.

  • Sarah Levinger

    Sarah delivered one of the most thoughtful big-picture insights of the event by comparing AI to the Gutenberg Press. While many people discuss AI only through tactics and shortcuts, she framed it historically as a technology shift that will reshape how humans work, communicate, and create.

  • Colin McGuire (Glimmr)
    Explained why DTC alone isn’t enough if you want true scale and premium valuation multiples.
    Retail shelf presence is still one of the strongest moats in commerce.

  • Chase Dimond

    Chase won with simplicity. In a world where email marketing is often overcomplicated, he reduced success in 2026 to two essentials: deliverability and personalization.

  • Dean Ginsberg (Winback)
    Shared that AI should shift teams from execution-heavy work into strategic thinking.
    The real unlock is not speed it’s better allocation of human talent.

  • Austin Ball (20North)
    Broke down how AI search is changing discoverability and why brands must win everywhere.
    Search is no longer one platform it’s an ecosystem battle.

  • Mike Lee (Soul Health)
    Spoke candidly about regulation pressure in hemp and the need to adapt quickly.
    His mindset was pure founder energy: take hits, keep moving forward.

  • Ben Hindman (LeLick)
    Introduced electrolyte lollipops as a smarter wellness product with better form factor.
    Consumers want health products that feel enjoyable, not medicinal.

  • Kevin Heuer (Arete Advertising)
    Shared how relationships and community events helped launch his agency journey.
    Proof that one connection can change a career trajectory.

  • Max Lloyd (Hollow Alpaca)
    Said product development itself is growth when built around user identity and use case.
    Great brands don’t sell products they solve specific lifestyle problems.

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Tuesday April 21st: Commerce Roundtable Day 2

Scaling Smarter, Building Better, Staying Unignorable

Day 2 of Commerce Roundtable delivered a different kind of energy.

Less theory. More operator truth. This was the day founders talked openly about what actually creates growth in 2026: useful content, evolving systems, bold creative, fewer assumptions, and sharper execution.

We went live again and sat with builders who’ve done the reps.

Here’s what stood out:

Guest Insights

  • Grant Zanini (Common Thread Collective)
    Great content must be useful, not just frequent. Value matters more than volume.

  • Ben Corkery
    The biggest danger for brands is irrelevance. Standing out matters more than competing quietly.

  • Chris Geiss (Seguno)
    Conferences pay off through conversations, not presentations. One real connection can shortcut months of learning.

  • Curtis Matsko (Portland Leather Goods)
    Every growth stage requires reinvention. Old strategies become future bottlenecks.

  • Ricardo Perez (iMonta Media)
    Winning creatives should scale across channels: test on Meta, expand to YouTube, validate on TV.

  • Rabah Rahil
    AI rewards elite talent and taste. Smaller, sharper teams will outperform bloated companies.

  • Tara Austin (Ruthie Grace)
    Start paid ads earlier than you think. Waiting only makes growth more expensive later.

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Wednesday April 22nd: ChatGPT Images 2.0 | eComFuel Trends Report | Resale-as-a-Service

Guests: Philip Lee (ENAK)

AI Shockwaves, Resale Momentum & A Founder Who Built Flavor From Boldness

Today’s show was a perfect snapshot of where commerce is heading next:

AI is accelerating faster than most brands can process.
Consumer behavior is shifting toward resale and authenticity.
And founder-led brands still remain one of the strongest edges in the market.

From OpenAI’s latest launch to a founder who pre-sold products before they existed, Episode 3 was packed with signals.

ChatGPT Images 2.0 Drops And DTC Reacts Instantly

OpenAI launched ChatGPT Images 2.0, and the e-commerce world immediately saw the implications. This isn’t just a cool tool release.

It means faster creative testing, lower production costs, more concept volume, and a new standard for speed inside marketing teams.

Brands that used to need: Designers, Editors, Production timelines, Revision cycles can now move from idea to asset in minutes. The gap between fast brands and slow brands just widened again.

Chubbies Launches Dedicated Resale Site

Chubbies opening its own resale destination is another major signal: Secondhand is no longer fringe behavior. It’s becoming a core part of modern brand ecosystems.

Why it matters:

  • Extends customer lifetime value

  • Builds circular commerce trust

  • Captures transactions otherwise lost to third-party marketplaces

  • Gives brands control over used inventory narratives

Especially in apparel, resale is becoming less about discounting and more about community + sustainability.

Founder Spotlight: Philip Lee (ENAK Seasonings)

Philip Lee’s story was one of the best founder journeys we’ve heard. He boarded a plane to China in 2009 expecting to stay one year.

He stayed eight.

Across China, Malaysia, and Indonesia, he absorbed cultures, flavors, and perspective then returned home to Alabama with a bigger vision. After hearing a coach speak on “Enter Action with Boldness,” he launched ENAK Seasonings.

Quick Hits From Today

  • EcomFuel Report Drops — Fresh operator benchmarks for margins, growth, and market sentiment.

  • Instagram’s “Nostalgia Core 2026” — Retro aesthetics continue dominating attention online.

  • Anthropic Mythos Breach Reported — Security remains a major theme in the AI race.

  • Meta Employee Keystroke Tracking — Another reminder that AI training data demand is intensifying.

  • TikTok Live Basketball Virality — Entertainment + commerce + randomness remains undefeated on the internet.

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Thursday April 23rd: Create Sued: Internet Fires Back | David Herrmann is Meta-Tired

Guests: Orlando Rios (Raised by Coyotes) , Kip Roland ( Live Selling Academy)

Live Selling, Founder Adaptation & The New Rules of Commerce

Today’s episode was a reminder that e-commerce never sits still.

Platforms change overnight.
Consumer behavior keeps evolving.
And founders who listen fastest usually win.

From Meta policy shifts to Whatnot growth stories to a western brand that pivoted because customers demanded it, Episode 4 was packed with practical signals.

Live Selling Is Becoming a Real Revenue Channel

The biggest theme of the day came from Kip Roland (Lounge Edit / Live Selling Academy), who helped show that live commerce is no longer a gimmick. It’s infrastructure.

Kip documented scaling to $300K+ on Whatnot, proving that attention + personality + consistency can become serious revenue when paired with the right inventory model.

Why it matters:

  • Live selling creates urgency

  • Builds trust in real time

  • Turns entertainment into conversion

  • Rewards reps, charisma, and consistency

For many founders, this could become the next underpriced channel.

Raised by Coyotes Proves Customers Will Tell You What to Build

Orlando Rios (Raised by Coyotes / Dropkick Ads) shared one of the best founder lessons of the week. He launched Raised by Coyotes as a golf-focused apparel brand. Customers turned it into something bigger. A western-culture performance brand. Instead of resisting the market, he listened to it.

That shift helped Raised by Coyotes cross 6,000+ orders in year one and land wholesale placements with western retailers.

Other standout lessons:

  • Flat-lay photography can outperform model shots in apparel

  • Strong demand doesn’t always mean strong cash flow

  • Wholesale can become a powerful flywheel when paired with DTC

  • Founder flexibility beats founder ego

Also Covered

  • Meta Auto-Reply Crackdown — DM/comment automation may be getting riskier fast.

  • Create Gummies Lawsuit — Founder Dan McCormick publicly pushes back as brand legal drama unfolds.

  • David Herrmann Sparks Debate — Performance marketers openly discussing fatigue and platform frustration.

  • Walmart Great Value Rebrand — Private label branding wars continue.

  • Netflix Short-Form Video — Another giant entering the attention economy battle.

  • California AG vs Amazon — Price competition and marketplace control remain under scrutiny.

  • Creatine Salt Exists — The supplement category keeps mutating in real time.

  • Prego Listening Device Story — Internet virality remains undefeated.

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Friday April 24th: Northbeam Media Buying Index | HOT JOBS

Guests: Torii Rowe (DREAMLABS), Noam Aizenberg

DTC Is Shifting Fast — The Winners Are Moving First

Today’s episode focused on a reality every operator needs to understand: eCommerce in 2026 is evolving faster than most brands can react. Meta is no longer the automatic growth engine it once was, performance volatility is forcing marketers to rethink channel strategy, and the brands winning right now are the ones diversifying attention across TikTok Shop, creator-led growth, AppLovin, and organic social. The smartest operators aren’t abandoning Meta they’re simply refusing to depend on it. Growth today is about building multiple acquisition paths, faster testing cycles, and stronger brand momentum wherever consumers are spending time.

Meta Performance Issues Are Forcing Brands to Diversify

One of the clearest themes from today’s episode was that brands can no longer rely solely on Meta as their primary growth engine. Rising costs, inconsistent performance, and platform fatigue are pushing operators to rethink where they allocate spend. The money is increasingly moving toward TikTok Shop, AppLovin, creator partnerships, and organic social channels that can generate both awareness and conversion. The smartest brands aren’t abandoning Meta they’re reducing dependency and building multiple acquisition paths so one platform can’t dictate their growth.

Torii Rowe of DREAMLABS brought one of the sharpest operator insights of the day: high ROAS can actually become a ceiling if brands obsess over efficiency instead of scale. Many companies optimize campaigns so tightly that they stop acquiring enough new customers or miss bigger growth opportunities.

Another standout conversation came from Noam Aizenberg, who shared how he built a solo, bootstrapped hardware brand to $350K per month in revenue while growing over 500K followers across social platforms. Powered by organic content and Meta ads, his story showed how much leverage a single elite founder can have today. With product skill, creative instincts, and execution discipline, one person can now build what once required an entire team.

HOT JOBS!

  • SharkNinja — Senior Director, Head of eCommerce

  • Victoria’s Secret — TikTok Shop / Social Commerce Lead

  • Magic Spoon — Senior Director of eCommerce

  • Jack Archer — Ecommerce Manager

Also Covered

  • Meta performance concerns continue across the market

  • TikTok Shop momentum keeps growing

  • Creator-led commerce is no longer niche

  • New tools are creating faster execution loops

  • Brands that test faster are gaining share



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See you on the trail,

The Ecomm Cowboy Team

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