Ecomm Cowboy

Ecomm Cowboy

By Chris Hall x Colin DoughertyBusinessMarketing
Download on the App Store

Ecomm Cowboy episodes

  • Meta & Stripe | Sora Shut Down | Carter Kuo x Fil Pejic x Torii Rowe

    Today’s show is packed with major shifts across payments, AI, logistics, and growth strategy — plus deep-dive interviews with some of the sharpest operators in the game.


    From Stripe enabling native checkout inside Facebook… to FedEx launching 2-hour delivery… to Meta quietly changing how ads actually work — this is the new playbook for 2026.


    WHAT WE’RE COVERING


    Stripe x Facebook Checkout

    Stripe just partnered with Meta to enable native checkout directly inside Facebook ads. No landing pages. No friction. What this means for conversion rates, attribution, and the future of ecommerce.


    Carter Kuo (Concho) Interview


    From college startup to major licensing deals with brands like Miller Lite — how Carter built a culturally relevant hat brand and scaled it through distribution, creators, and identity.


    Fil Pejic (Bedford) Interview


    500M+ emails sent. 5M+ subscribers. Fil breaks down what brands STILL get wrong about retention — and how to actually maximize LTV in a rising CAC world.


    Torii Rowe (Dream Labs) Interview


    From cop to elite media buyer. Torii shares what Meta is really optimizing for now (hint: not ROAS), what’s coming in Q2, and how brands should adapt.


    AI Shakeups: Sora + Disney x OpenAI

    AI video is heating up — but major deals are falling apart. What’s actually happening behind the scenes?


    FedEx Same-Day Delivery

    FedEx just launched 2-hour delivery. Is this the first real alternative to Amazon logistics for DTC brands?


    RAPID FIRE

    - TikTok Shop continues to explode (BK Beauty hits #1 in LIVE GMV)

    - Superpower x IM8 partnership

    - Chewy hits record spend per customer

    - Postscript making noise at Shoptalk


    WHAT YOU’LL LEARN


    - Why checkout is moving inside platforms

    - The shift from ROAS → new customer acquisition

    - How top brands are winning with retention, not just ads

    - What faster delivery means for your margins

    - Where AI actually fits (and where it doesn’t)


    — — —


    Welcome to DTC's daily — what's now and next in ecommerce so founders, marketers, and operators can survive and thrive.



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    1 hr 52 min
  • OpenClaude | AI Fruit Love Island | @MaxxChewning x Will Bailey x Isabel Washington

    The future of ecommerce, AI, and retail is changing FAST—and today we’re breaking it all down.


    From AI-generated viral content (yes… Fruit Love Island is real) to Amazon’s new one-hour delivery push, to YouTube turning creator marketing into a fully automated machine… this episode is a full-on pulse check for operators, founders, and marketers.


    We’re also joined by some incredible guests who are actually in the trenches building and scaling:


    - A one-man marketing team powered by AI.

    - A creator who turned a candy brand into a Hershey acquisition.

    - A fast-growing RTD coffee brand redefining dairy.

    - If you’re in DTC, ecommerce, or marketing—this is what matters right now.


    WHAT WE’RE COVERING


    - AI-powered “Fruit Love Island” and the rise of AI-native content

    - CapCut’s latest AI creative tools (and what it means for ads)

    - Amazon rolling out 1-hour delivery across the U.S.

    - YouTube’s new AI-powered Creator Partnerships (goodbye influencer agencies?)

    - The most American product ever: flavored whole eggs.


    FEATURED INTERVIEWS


    Will Bailey (Whiskey Bent, RosCo, Dirt Pile Creative)


    → What a “one-man marketing team” looks like in 2026

    → How AI tools like Claude are changing daily workflows

    → The real future of marketing jobs in an AI-first world


    Maxx Chewning (Founder, Sour Strips)


    → From YouTube creator to scaling into 7,000+ retail locations

    → The grind of building a CPG brand from scratch

    → What actually changes after a life-changing exit


    Isabel (Founder, Laurel’s Lattes)


    → Why A2 dairy is a game-changer in RTD coffee

    → Scaling into Whole Foods, Erewhon, and beyond

    → How content drives real retail growth


    KEY THEMES


    - AI is removing constraints—but raising the bar for creativity

    - Speed and convenience are becoming the ultimate moat in retail

    - Creator marketing is becoming automated, scalable, and data-driven

    - The best brands are still built on taste, insight, and execution

    — — —


    Welcome to DTC's daily — what's now and next in ecommerce so founders, marketers, and operators can survive and thrive.



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    1 hr 39 min
  • Paid Ads are Crude?! | Best Content on the Internet

    We’re diving into the growing sentiment that the use of paid ads are broken are a bad sign with top operators and investors calling out how platforms optimize for spend over outcomes. If you’ve ever felt like your ad dollars disappear overnight, this conversation will hit.


    From there, we unpack one of the biggest emerging ideas in content right now: effort is the new signal. In a world flooded with AI-generated everything, the brands and creators winning are the ones proving they actually tried.


    We also break down YouTube’s new “Reimagine” tool, what it means for the future of content creation, and whether we’re heading toward infinite creativity… or infinite noise.


    On the ad front, we cover:


    Why ChatGPT ads are underperforming (for now)

    How Google, Meta, and Amazon are consolidating power

    Why X is paying advertisers to come back


    And the simple reason most brands are losing: confusing ads + broken landing pages


    Plus, we get into some of the most interesting brand and product trends right now—from functional CPG like sleep ice cream to the question of whether hot brands can cool off faster than ever.


    Featured Interview: Dan Vinson (Founder, Wild Gym)From wildland firefighter to founder, Dan breaks down:


    - Why “being comfortable being uncomfortable” is a business advantage

    - The philosophy behind training outdoors vs the gym

    - How to build a product that stands for something deeper than utility

    - And why not all competition is worth worrying about (even if it’s cheaper)



    — — —


    Welcome to DTC's daily — what's now and next in ecommerce so founders, marketers, and operators can survive and thrive.



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    1 hr 25 min
  • HOT JOBS! | Nordstrom Email Disaster | Robbie Salter x Carson Hoffman

    We’re breaking down the most interesting jobs in ecom right now, reacting to what’s happening across X, and sitting down with founders and operators who are actually in the trenches building brands.


    From Hollywood → dandruff disruptor… to ads that intentionally piss people off… to whether brands are quietly killing refunds — this one covers it all.


    If you’re in DTC, ecommerce, or marketing… this is your weekly pulse check.

    🚨 What We’re Covering Today


    - The hottest DTC jobs (Nike, WHOOP, Heart & Soil, Sesh & more)

    - Why email + SMS might be the most underrated growth lever

    - The real story behind Jupiter’s rise (and a $500K shampoo heist)

    - Why “people hate ads” is completely wrong

    - The return of OOH (and when it actually works)

    - What’s going on with legacy brands like Brooks Brothers

    - Why apparel is still one of the hardest (and most misunderstood) categories

    - AI + “rent-a-human” services and what that means for the future

    - Marketing mistakes from major brands (and what to learn)


    Featured Conversations


    Robbie Salter (Jupiter)From Hollywood & law → building a modern haircare brand now in 1,200+ Target stores

    Turning a stolen shipment into a viral campaign


    Carson Hoffman (Madvertising)Why the best ads don’t play it safe—and how tension & humor drive performance

    — — —


    Welcome to DTC's daily — what's now and next in ecommerce so founders, marketers, and operators can survive and thrive.



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    1 hr 23 min
  • Stitch by Google: Figma Dead? | Creators Get Zuck Bag | @mikemanheimer x @jeremy_olive_

    Today’s show is packed.

    We’re breaking down the biggest shifts happening across eCommerce, AI, and consumer behavior—from Google’s latest design tool to Amazon quietly redefining how people shop online.


    We also dive deep into what might be the most underutilized revenue channel in the game right now… SMS.


    And we’ve got two powerhouse interviews you don’t want to miss.


    What we’re covering:

    - Stitch by Google — Is AI about to replace your creative team… or just flood the internet with bad design?


    - Amazon Shop Direct Expansion — Amazon is becoming a search engine for everything (even products it doesn’t sell)


    - Beef Tallow Goes Mainstream — Why brands are spending millions on animal fat (and still can’t get enough)


    - Creators Getting Paid to Move Platforms — The attention war is heating up


    - Agentic Commerce — Is AI shopping for you the future… or a fantasy?


    - Blue Collar x AI — The biggest AI opportunity might not be where you think


    - One-Man Brands Rising — Why solo operators are becoming the most dangerous players in commerce


    - Master’s Candy Bar — A case study in perfect product timing



    Featured Interviews:

    Mike Manheimer (Postscript)

    We break down why SMS is massively underutilized—and how brands are missing revenue by treating it like email instead of a real-time conversation channel.


    Jeremy Sernick (Oliva Dorado)

    A one-man premium olive oil brand challenging a fraudulent industry with radical transparency, premium pricing, and a quality-first philosophy.


    Key Themes:

    - AI is changing how products are discovered, not just built

    - Retail, content, and commerce are blending together

    - The brands that win will move faster and think deeper

    - Attention, trust, and distribution are everything


    — — —


    Welcome to DTC's daily — what's now and next in ecommerce so founders, marketers, and operators can survive and thrive.



    Weekly newsletter:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠⁠⁠⁠https://newsletter.ecommcowboy.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠


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    1 hr 44 min
  • World Premiere: Prophit Engine | Andromeda is Awesome | Taylor Holiday, Barry Hott, Danil Saliukov

    We’re breaking down the biggest shifts happening right now across ecommerce, advertising, AI, and retail — plus exclusive interviews with some of the sharpest operators in the game.


    WHAT WE’RE COVERING


    PREMIERE: CTC’s Prophit Engine Commercial

    We’re debuting the brand new spot from Common Thread — and unpacking what it really means for the future of ecommerce in the “10% OpEx Era” and why brands may need to cut costs in HALF to survive. Is the “one-person marketing team” actually real?


    RETAIL AS A MARKETING CHANNEL

    Cotopaxi doubling stores (with 20% revenue from retail). Are stores now just a marketing channel?


    Parker Thatch turns a store into a livestream studio. Is physical retail becoming content infrastructure?


    INTERVIEWS

    Barry Hott (Ad Creative Master)

    Do brands have ANY chance of refunds after the Meta outage?

    Why “ugly ads” outperform polished creativeHis new tool URLLove.It

    Who’s actually winning with ad creative right now



    Danil Salukov (CEO, Insense)

    - What Meta’s Andromeda update actually means

    - Why creative diversity is greater than iteration

    - How to win with UGC + partnership ads in 2026

    - How to actually find the right creators


    INTERNET MOMENTS & TRENDS


    Dave Stickland selling (Franklin’s Popcorn)

    Paul Saladino making waves again

    Software engineering jobs hitting a 6-month high

    “The Metaverse is over”

    New YouTube pop-up just dropped?



    — — —


    Welcome to DTC's daily — what's now and next in ecommerce so founders, marketers, and operators can survive and thrive.



    Weekly newsletter:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠⁠⁠https://newsletter.ecommcowboy.com/⁠⁠⁠⁠⁠⁠⁠⁠


    Made possible by:


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    1 hr 54 min
  • Meta Outage, Major Spend | The World's First AI CMO? | Brett Fish x Aman Advani

    Meta goes down. Unilever shifts 50% of its budget to influencers. AI is now acting as a full CMO? And brands are quietly losing thousands because their tracking is broken.


    If you’re building, scaling, or operating in ecom—this is the episode.


    WHAT WE’RE BREAKING DOWN

    Meta Outage + Overspending

    What happens when your entire growth engine runs wild overnight—a lot of impressions get served to audiences you wish it hadn't, and your ad budget disappears.


    Rise of the AI CMO (Okara)?


    Unilever Moves 50% of Budget to SocialA $60B company just went all-in on influencers and TikTok Shop. What happens when giants enter the same channels as DTC brands?


    The Tracking Crisis (TagHero)

    Most brands think their data is accurate. It’s not. We break down how broken tracking is quietly killing performance.


    Aman Advani (Ministry of Supply)

    From hacking dress socks to building a performance apparel brand. How he spotted the shift before everyone else.


    JCPenney’s Anti-Elitism Play - A fashion show in Paris… Texas. Why this campaign actually works.


    Burger King’s Creative Edge - Why bold, internet-native creative is outperforming safe corporate ads.


    Meta Layoffs, Stock Up - What layoffs + AI + efficiency actually signal about the future of teams.


    Lineage Bars Launch - Creator-led CPG is here. Is personal brand now the biggest advantage in building products?

    If you work in ecommerce, DTC, marketing, or brand building, this is the show where we unpack what’s actually happening in the industry.



    Subscribe for weekly conversations with founders, operators, and marketers building the future of consumer brands.




    — — —

    Welcome to DTC's daily — what's now and next in ecommerce so founders, marketers, and operators can survive and thrive.



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    1 hr 41 min
  • David IS 150 Calories | You're Being Sued for Tariff Refunds | @orenmeetsworld x Joseph Rotondo Join

    Today we’re breaking down the biggest stories shaping ecommerce, marketing, and internet culture — from viral CPG drama and AI video tools to tariff lawsuits and the future of creative strategy.


    We start with the internet debate surrounding David Protein and the viral “150 calories” controversy, which turned into one of the most talked‑about CPG moments on X this week. Then we dive into the legal battle brewing after the Supreme Court struck down Trump‑era tariffs — and why consumers are now suing companies like Costco to get refunds on the $180B in tariffs they paid.


    We also discuss ByteDance pausing the global rollout of its Seedance 2.0 AI video generator after Hollywood studios sent cease‑and‑desist letters over AI‑generated movie scenes.

    Plus two incredible conversations with founders and operators building in the trenches.


    Joe Rotondo, founder of Smearcase, joins us to tell the story behind FroCo — frozen cottage cheese ice cream — and how his brand went from an apartment kitchen to 400+ Sprouts stores in under two years.


    Then Oren John, the internet’s creative director, joins the show to talk about the evolving culture of marketing, why brands must become “interesting,” and what the future of creative strategy looks like in the AI era.


    We also break down several viral internet moments including the rumored iPhone Ultra, a new ecommerce mannequin product going viral, and the latest dropshipping trend circulating across social media.


    If you’re a founder, operator, marketer, or creator in ecommerce — this episode is packed with insights on brand building, internet culture, retail strategy, and where the industry is heading next.


    Topics We Cover


    • The viral debate around David Protein and “150 calories”

    • Why CPG drama on X has become a marketing channel

    • Consumers suing Costco and FedEx over tariff refunds

    • The $180B tariff ruling and what it means for retail pricing

    • ByteDance pausing the global launch of Seedance 2.0 AI video generator

    • The future of Hollywood vs AI‑generated video

    • How Smearcase built a protein ice cream brand in 400+ stores

    • Why “speed over perfection” wins in CPG

    • The return of bold marketing and the “Status of Hot”

    • Why creative strategists may be more important than ever

    • Apple’s rumored iPhone Ultra

    • Viral ecommerce tools and product trends


    If you work in ecommerce, DTC, marketing, or brand building, this is the show where we unpack what’s actually happening in the industry.


    Subscribe for weekly conversations with founders, operators, and marketers building the future of consumer brands.




    — — —

    Welcome to DTC's daily — what's now and next in ecommerce so founders, marketers, and operators can survive and thrive.



    Weekly newsletter:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

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    1 hr 27 min
  • Live Selling: +30% AOV | HOT JOBS | Lucas Hazan x Carson Dimond x Thomas Lalas

    Today’s livestream covers everything from high‑paying ecommerce jobs and live shopping trends, to retention strategies that unlock real growth. We’re joined by incredible guests including Thomas Lalas, Lucas Hazan, and Carson Dimond, sharing insights from inside subscription brands, venture‑built startups, and the ecommerce hiring market.


    If you’re a founder, operator, or marketer in ecommerce, this episode is packed with insights on growth, hiring, retention, and the future of digital commerce.


    What We Cover Today

    • The hottest ecommerce jobs available right now (including roles paying up to $250k)

    • Why brands obsess over acquisition but ignore retention and repeat purchases

    • The first 14 days after a customer’s first order and why they matter most

    • Building DTC brands across hardware, SaaS, venture, and consumer products

    • Why sleep and wellness products are exploding in ecommerce

    • What the ecommerce hiring market actually looks like right now

    • The rise of TikTok Shop and social commerce roles

    • Why live shopping may drive 20–30% higher AOV

    • New AI tools connecting directly to Instagram workflows


    Featured Guests



    Thomas Lalas

    Author of Retention Economics and advisor to top subscription brands including Everyday Dose, RYZE Superfoods, Physician’s Choice, Obvi, and more.


    Lucas Hazan

    Partner at Happy Labs and builder across hardware, SaaS, venture, and DTC. Currently launching the sleep wellness brand NOKT.


    Carson Dimond

    Founder of one of the fastest‑growing recruiting firms in ecommerce, helping brands hire operators across marketing, ecommerce, and social commerce.


    — — —

    Welcome to DTC's daily — what's now and next in ecommerce so founders, marketers, and operators can survive and thrive.



    Weekly newsletter:⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠https://newsletter.ecommcowboy.com/⁠⁠⁠⁠⁠⁠


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    1 hr 41 min
  • HOMESTEAD ACQUIRED | Amazon: 16k More Layoffs | Jake Castillo x Andrew Foxwell Join

    We’re breaking down the biggest stories shaping ecommerce, retail, and digital marketing — from acquisitions and layoffs to brand strategy and internet culture.


    We start with the acquisition of Homestead Studio and the growing trend of operator‑led brand portfolios like Easy Street Brands, which includes Hollow Socks, Nose Gym, and Mars Men. Then we dive into the latest Amazon layoffs, what they signal about the future of tech and AI, and why the workforce may be changing faster than most people realize.


    We also unpack Fabletics launching its first denim collection as the brand expands beyond activewear into full “lifewear,” and examine why TJX is aggressively buying inventory — and what that says about the current retail cycle.



    Plus: the internet reacts to Buffalo Wild Wings’ wing‑flavored espresso martini, brands like KFC and DUDE Wipes jump into the conversation, and we discuss what makes social media marketing actually work today.



    We also look at the surprising news that Eddie Bauer stores are closing after failing to find a buyer, and what it means for legacy retail brands.

    Interviews

    We’re joined by two guests with deep experience in the ecommerce ecosystem:


    Jake Castillo – Founder of Cal AI• Bootstrapping a company to $50M+ ARR• Scaling with 150+ influencers• Running 12+ TikTok accounts for growth• Lessons from the MyFitnessPal acquisition


    Andrew Foxwell – Foxwell Digital• Key insights from the State of Agencies report• Why agencies still struggle with pipeline• The role AI is actually playing in advertising workflows• What agency owners should be doing differently in 2026


    If you work in ecommerce, DTC, marketing, or brand building — this is the show where we unpack what’s actually happening in the industry.

    — — —

    Welcome to DTC's daily — what's now and next in ecommerce so founders, marketers, and operators can survive and thrive.



    Weekly newsletter:⁠⁠⁠⁠⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠https://newsletter.ecommcowboy.com/⁠⁠⁠⁠⁠


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    1 hr 40 min

About Ecomm Cowboy

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DTC's daily show — what's now/next in ecommerce so marketers can survive and thrive.