Episodios

  • Amazon’s Shoppable Video Upgrade, Black Friday Reality Check, and the Rise of AI Shopping Assistants
    Dec 2 2025

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    This week on Selling on Giants, Mr. Will breaks down the biggest shifts impacting Amazon sellers, Walmart merchants, and multi-channel eCommerce operators heading into twenty twenty six. Amazon rolled out a major upgrade to Shoppable Videos, Black Friday exposed the widening gap between platform level headlines and seller level profitability, Amazon’s CTO detailed a future where AI systems drive product discovery, and ChatGPT officially entered the comparison shopping landscape with a research tool that can redirect demand before shoppers ever reach a marketplace.

    In this episode, we cover:
    • The full scope of Amazon’s Shoppable Video upgrade, including analytics, click through measurement, return tracking, and the new Canva templates designed for mobile conversions
    • How bulk video uploads create leverage for brands with seasonal products, variations, or large catalogs
    • Why Black Friday twenty twenty five produced record online revenue while many operators saw flat sales, higher ad costs, and lower margins
    • How platform glitches, pricing overrides, and extended event windows influenced seller performance across Amazon, Walmart, TikTok Shop, Teemoo, Sheen, and AliExpress
    • What rising average selling prices and declining order volume signal about shopper intent and value driven behavior
    • How AI driven shopping traffic surged by more than eight hundred percent and what that means for catalog quality, content accuracy, and marketplace competitiveness
    • Why Amazon’s “AI in the human loop” vision suggests that discovery, merchandising, and CX will be shaped by autonomous agents rather than manual keyword strategies
    • What this shift means for operators who manage catalog data, advertising, pricing, inventory, and customer experience across Amazon, Walmart, and Target
    • How ChatGPT’s new shopping research tool functions as a cross retailer comparison engine that can recommend products across categories, brands, and price tiers
    • Why integrations through Instant Checkout with Walmart, Etsy, Shopify, and Target will influence where product discovery begins and how fast shoppers convert
    • What brands need to prioritize across titles, images, attributes, and reviews to appear in AI generated buyer guides that many shoppers may rely on instead of marketplace search

    Core themes for sellers:
    Video is now a front line conversion tool. Margin awareness matters more than hype. Catalog data is becoming machine readable currency. AI driven comparison tools now sit between shoppers and your listings. Discovery is no longer limited to marketplace search bars, and multi platform behavior is the norm.

    If you want to stay ahead of marketplace updates, AI driven retail shifts, competitive pressures, and growth strategies across Amazon, Walmart, and Target, subscribe to Selling on Giants for weekly analysis rooted in real operator experience.

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    8 m
  • Holiday Chaos Playbook: Last-Minute Moves Every eCommerce Seller Must Make Before Black Friday and Cyber Monday
    Nov 25 2025

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    This week on Selling on Giants – eCommerce News and Updates, we run through a busy cross-platform cycle that delivered something rare. Amazon gave sellers tools that actually help, Walmart doubled down on creator revenue, Etsy sharpened its holiday search game, Target leaned into AI, and Meta transformed Marketplace into a social discovery engine.

    In this mixed-marketplace edition, I break down what changed, why it matters, and what smart operators should be doing right now.

    In this episode we cover:

    • Amazon’s new Seller Challenge tool
    Your second chance at overturning bad enforcement decisions if you’re enrolled in Account Health Assurance. What it fixes, who qualifies, and how to use it strategically.

    • FBA’s new “Why This ASIN?” insights
    Amazon finally shows your speed advantage, conversion gaps, and the real upside of Prime eligibility.

    • Profit Analytics inside Seller Central
    A true profitability dashboard that replaces spreadsheets, guesswork, and expensive third-party tools.

    • Jewelry category enforcement
    Fine versus Fashion classification, pearl specs, metal stamps, and how to avoid suppression headaches.

    • Walmart’s Creator Program upgrade
    Bonuses, collabs, upgraded storefronts, and in-platform influencer partnership tools.

    • Walmart’s Pro Seller holiday advantage
    Why metrics matter and how to use Q4 data to climb tiers and strengthen Buy Box performance.

    • Etsy’s Marketplace Insights for peak season
    Real-time keyword demand, competition signals, and how to refresh listings while shoppers are active.

    • Amazon DSP’s Ads Agent test
    AI audience suggestions sound convenient, but precision matters. How to test it without tanking your funnel.

    • Meta Marketplace gets social
    Collections, collaborative buying, reactions, AI buyer coaching, and partner inventory from eBay and Poshmark.

    • Global trade: digital goods stay duty-free
    Meanwhile physical imports face tightening controls after the de minimis shift. What operators should expect in 2026.

    • Target’s new AI-powered gift finder
    Plus list scanning, Store Mode upgrades, and the retailer’s push to rebuild engagement.

    As always, I take the side of sellers. My goal is clarity, education, and impact so operators can move faster and make better decisions.

    If this episode saved you hours of research, hit subscribe and stay close. New episodes arrive every Tuesday for the operators building the future of eCommerce.

    Sign up for the Selling on Giants newsletter to stay ahead of marketplace updates, AI trends, and seller insights every week.

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    16 m
  • The New Amazon Safety Net, Walmart’s Creator Push, Meta’s Marketplace Overhaul, and Target’s AI Shopping Play
    Nov 18 2025

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    This week on Selling on Giants – eCommerce News and Updates, we run through a busy cross-platform cycle that delivered something rare. Amazon gave sellers tools that actually help, Walmart doubled down on creator revenue, Etsy sharpened its holiday search game, Target leaned into AI, and Meta transformed Marketplace into a social discovery engine.

    In this mixed-marketplace edition, I break down what changed, why it matters, and what smart operators should be doing right now.

    In this episode we cover:

    • Amazon’s new Seller Challenge tool
    Your second chance at overturning bad enforcement decisions if you’re enrolled in Account Health Assurance. What it fixes, who qualifies, and how to use it strategically.

    • FBA’s new “Why This ASIN?” insights
    Amazon finally shows your speed advantage, conversion gaps, and the real upside of Prime eligibility.

    • Profit Analytics inside Seller Central
    A true profitability dashboard that replaces spreadsheets, guesswork, and expensive third-party tools.

    • Jewelry category enforcement
    Fine versus Fashion classification, pearl specs, metal stamps, and how to avoid suppression headaches.

    • Walmart’s Creator Program upgrade
    Bonuses, collabs, upgraded storefronts, and in-platform influencer partnership tools.

    • Walmart’s Pro Seller holiday advantage
    Why metrics matter and how to use Q4 data to climb tiers and strengthen Buy Box performance.

    • Etsy’s Marketplace Insights for peak season
    Real-time keyword demand, competition signals, and how to refresh listings while shoppers are active.

    • Amazon DSP’s Ads Agent test
    AI audience suggestions sound convenient, but precision matters. How to test it without tanking your funnel.

    • Meta Marketplace gets social
    Collections, collaborative buying, reactions, AI buyer coaching, and partner inventory from eBay and Poshmark.

    • Global trade: digital goods stay duty-free
    Meanwhile physical imports face tightening controls after the de minimis shift. What operators should expect in 2026.

    • Target’s new AI-powered gift finder
    Plus list scanning, Store Mode upgrades, and the retailer’s push to rebuild engagement.

    As always, I take the side of sellers. My goal is clarity, education, and impact so operators can move faster and make better decisions.

    If this episode saved you hours of research, hit subscribe and stay close. New episodes arrive every Tuesday for the operators building the future of eCommerce.

    Sign up for the Selling on Giants newsletter to stay ahead of marketplace updates, AI trends, and seller insights every week.

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    14 m
  • Bookkeeping Habits That Fuel eCommerce Growth with Arthur Glinkin
    Nov 13 2025

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    Most eCommerce founders focus on sales — but ignore the numbers that tell the real story.

    In this episode of Selling on Giants, host Will Haire sits down with Arthur Glinkin, co-founder of S&G Bookkeeping and tax consultant at Deloitte, to uncover the bookkeeping habits that fuel sustainable eCommerce growth.

    In this episode, we cover:

    Q: What are the most common bookkeeping mistakes eCommerce sellers make?
    → From ignoring sales tax nexus to misreporting Shopify payouts, Arthur explains the hidden pitfalls that cost sellers thousands.

    Q: How do you track your true cost of goods sold (COGS)?
    → Learn how to include tariffs, shipping, and landed costs to get an accurate view of your profit margins.

    Q: What tools actually simplify bookkeeping for eCommerce?
    → We break down how QuickBooks, Webgility, A2X, and TaxJar connect your storefronts and automate accounting tasks.

    Q: Why are clean books more than just compliance?
    → Because clean books mean clarity — and clarity drives smarter, faster business decisions.

    Q: What’s the difference between a bookkeeper, accountant, and CFO — and when do you need each?
    → Arthur explains how to build the right financial support system for every growth stage.

    About Arthur Glinkin:

    Arthur is the co-founder of S&G Bookkeeping and a tax consultant at Deloitte. He helps eCommerce founders clean up their financials, understand cash flow, and build bookkeeping systems that scale.

    https://www.linkedin.com/in/arthur-glinkin/
    https://www.linkedin.com/company/s-g-bookkeeping/

    ✨Visit https://sandgbookkeeping.com/ for a free QuickBooks Online audit and a downloadable monthly bookkeeping checklist.

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    54 m
  • Amazon at 25: The Celebration Sellers Didn’t Ask For — Plus Walmart’s New Rules, AI Discovery, and the Coming “Goods Recession”
    Nov 11 2025

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    Amazon turns 25 — and the sellers who built it have thoughts. In this week’s Selling on Giants – eCommerce News & Updates, Mr. Will breaks down Amazon’s self-congratulatory milestone and the growing gap between the company’s narrative and the seller reality. From rising fees to shrinking margins, it’s the anniversary party with mixed reviews.

    We also cover the biggest shifts shaping marketplace strategy as we close out 2025:

    • Amazon’s 25-Year Milestone – Two and a half trillion dollars in sales and two million jobs created, but sellers question who’s really benefiting.
    • A+ Shoppable Collections – Static Brand Stories are out. Interactive, clickable carousels are in. Learn how to turn storytelling into sales.
    • Walmart’s Product Categorization Rules – Misclassify your listing and get buried. Why clean data is now your biggest growth lever.
    • Holiday Sales Forecasts Pass $1 Trillion – The NRF projects a record-breaking season, but early promotions and inflation will reshape the curve.
    • Amazon’s “Haul” Sale – Eleven-cent deals, Temu-style pricing, and what it signals about Amazon’s race to the bottom.
    • Walmart+ Badge for Self-Fulfilled Sellers – Finally, you can compete with WFS accounts if you hit the delivery metrics.
    • ChatGPT Traffic in Google Search Console – Regex patterns now reveal AI-driven queries. How sellers can make their content “citable” for ChatGPT answers.
    • Amazon Sues Perplexity AI – The first big legal fight over agentic shopping. What it means for Rufus, discovery, and seller visibility.
    • U.S. Ports Signal a “Goods Recession” – Imports are slowing; learn how to stay agile as tariffs and freight costs bite.
    • Prime Video Ads Go Local – Interactive, location-based ad units turn streaming into the next retail media frontier.

    This episode dives deep into the tension between innovation and independence — reminding every seller why diversification and data-driven strategy are key going into 2026.

    Sign up for the Selling on Giants newsletter to stay ahead of marketplace updates, AI trends, and seller insights every week.

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    12 m
  • Winning the First Click: Smarter Packaging for Amazon, Walmart, and Shopify with Justin Chen
    Nov 4 2025

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    In this episode, we had the pleasure of speaking with Justin Chen, Co-Founder of PickFu, a leading consumer research platform that helps brands validate product and packaging decisions through real, targeted feedback.

    Justin shared powerful insights on why packaging is one of the most underestimated growth levers in eCommerce and how optimizing it can dramatically boost conversion across Amazon, Walmart, Shopify, and beyond.

    Whether you're just getting started or already growing a well-known brand, this conversation will open your eyes to how smarter packaging choices can capture attention, earn clicks, and give you an edge in competitive marketplaces.

    Key Takeaways:

    • Packaging Drives Conversion: Your packaging is often the first thing shoppers notice. If it doesn’t connect, they scroll past.
    • Test Before You Launch: Using tools like PickFu, brands can validate packaging designs and messaging early to minimize risk and maximize appeal.
    • Avoid Common Mistakes: Overlooking clarity, readability, or marketplace-specific guidelines can hurt visibility and sales.
    • Adapt Across Channels: Packaging that performs well on Amazon may not resonate on Walmart or Shopify. The best brands tailor designs to each platform while maintaining consistency.

    For more insights and resources, visit PickFu.com, where you can explore how real consumer feedback helps brands make smarter decisions before going to market.

    You can also connect with Justin on LinkedIn to stay up to date on his latest thoughts about product testing, packaging strategies, and the evolving eCommerce landscape.

    Don’t forget, Selling on Giants listeners can get 50% off their first poll with the code GIANTS.

    Thank you for tuning in! We hope you found this conversation insightful and full of practical ideas to help you make smarter packaging decisions that drive conversion and growth.

    Be sure to follow, subscribe, and leave us a review; it helps more eCommerce operators discover the show.

    Keep scaling!





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    45 m
  • Amazon’s AI Shopping Revolution, Walmart’s Holiday Tech Push, and 13 Game-Changing eCommerce Updates Sellers Can’t Miss
    Nov 4 2025

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    Amazon is training shoppers to buy with AI instead of search — and sellers who don’t adapt may never show up again. In this week’s Selling on Giants – eCommerce News & Updates, Mr. Will breaks down 13 stories shaping how brands win online in Q4 and beyond. It’s fast, sharp, and built for operators who want the signal, not the noise.

    Here’s what’s on deck:

    • Amazon’s AI Shopping Guides and “Help Me Decide” — two new tools that turn search fatigue into guided shopping. Listings with complete data and reviews now win the recommendation race.
    • Agentic Commerce Takes Center Stage — Amazon’s vision for AI-driven shopping where bots guide discovery and close the sale. Your content is now your salesperson.
    • Corporate Layoffs and Seller Impact — support friction rises as Amazon leans into automation. Learn how to protect your Account Health before the ticket backlog hits.
    • Microsoft Advertisers Migrate to Amazon DSP — a tidal wave of enterprise budgets moves into Amazon’s ad ecosystem. Prepare for tougher competition in programmatic.
    • Global Marketplace Opportunity Report — Marketplace Pulse ranks the most sustainable markets. Japan’s loyalty and Germany’s regulation beat raw GMV.
    • Amazon and eBay Q3 Earnings — both platforms post double-digit growth powered by AI, ads, and faster fulfillment. Retail media keeps driving the profits.
    • Walmart Tightens Review Rules — new FTC-aligned policies and “strikethrough” reviews protect sellers from WFS blame. Transparency is now a performance metric.
    • Subscribe & Save Adds Brand-Level Data — finally, sellers can compare retention and lifetime value across brands. Use it to stop discounting where loyalty already exists.
    • Walmart’s AI Holiday Strategy — the retailer rolls out agentic systems that forecast, deliver, and even predict fridge breakdowns before they happen.
    • Walmart Data Ventures Launches Scintilla — new AI-driven insights turn shopper feedback into actionable playbooks for suppliers.
    • American Innovation Index 2025 — Ikea, Amazon, and Saks take top honors for innovation that customers actually feel, not just read about.
    • Pinterest’s AI Shopping Assistant — a visual-first experience that translates taste into products. Rich imagery and proper tagging are your ticket to visibility.
    • BCG Holiday Spending Report — seventy-nine percent of global shoppers plan to buy during Black Friday and Cyber Monday, but they’re value-driven and using AI to compare deals.

    The takeaway: AI isn’t coming for eCommerce — it already runs it. Every listing, review, and keyword trains the model deciding who gets seen.

    If you sell on Amazon, Walmart, or Shopify, this eight-minute breakdown is your unfair advantage heading into peak season.

    Read the full Selling on Giants Newsletter here: Selling on Giants Newsletter

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    9 m
  • Amazon’s New Custom Analytics, AI Listings, and Walmart’s Holiday Playbook: October 28th eCommerce News
    Oct 28 2025

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    Amazon’s turning spreadsheets into strategy with its new Custom Analytics dashboard — and that’s only the start.

    In this week’s Selling on Giants News & Updates, Mr. Will breaks down:

    • Amazon’s Custom Analytics launch and what metrics actually matter
    • The new “Enhance My Listing” AI tool and how to keep your voice human
    • Amazon’s and Walmart’s holiday ad playbooks for Q4 domination
    • Why “peak season” is now a year-round game
    • How AI shopping agents are rewriting retail strategy
    • Target’s corporate layoffs and P&G’s smart tariff play
    • Walmart’s big swing into sneaker culture with Stadium Goods
    • Whether Schema markup really matters for AI visibility
    • And Walmart’s WhoKnewVille — the most surreal Black Friday campaign yet

    All insight, no fluff.
    You’ll walk away knowing what changed, why it matters, and how to turn the week’s chaos into action.

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    9 m