The Shopify Tax Mistake That Could Cost Your Store $40,000

In this episode of the Winning With Shopify Podcast, Nick Trueman sits down with Ryan from TaxCloud to discuss one of the most overlooked challenges facing growing Shopify brands.As stores scale, operational tasks can become increasingly complex. Ryan explains how successful eCommerce businesses use automation to reduce administrative work, stay organized, and focus on growth. The conversation covers Shopify growth strategies, subscription businesses, multi-channel selling, operational efficiency, and why planning early can help businesses scale more effectively.Whether you're launching your first Shopify store or managing a rapidly growing eCommerce brand, this episode offers valuable insights into building systems that support long-term growth.Timestamps:0:00 Intro1:35 How TaxCloud Became the #1 Tax App in the Shopify App Store2:29 The Costly Mistakes Growing Shopify Brands Make With Sales Tax4:39 Filing Frequency, Nexus & Why It Gets More Complex as You Scale6:23 The $40,000 Cable Bullet Case Study8:08 Shopify Tax vs Stripe Tax: What They Do & What They Don't10:13 When Should Shopify Brands Start Thinking About Sales Tax?12:04 Sales Tax for Subscription Businesses: What You Need to Know16:29 Almond Cow Case Study: 70% Less Time Spent on Tax19:10 OutroEXCLUSIVE WWS OFFERSGet a short, tactical session with insights on things like tax reconciliation, returns, compliance, and more all led by experts from the tools top brands rely on. Sign up now at ⁠⁠⁠⁠https://taxcloud.com/summer/⁠⁠⁠⁠ Winning With Shopify listenersget 20% off the first three months of Seguno Email Marketing with code WWS20: ⁠⁠⁠⁠⁠https://www.seguno.com/winning-with-s... Check out Yoast and get 15% offALL monthly Shopify purchases for the first 6 months using code WWS15! ⁠⁠⁠⁠https://yoast.com/winningwithshopify-... Join the bootcamp and elevateyour inventory game: ⁠⁠⁠⁠https://info.brightpearl.com/winning-... Follow us on socials:   / winningwithshopifypodcast     / winningwithshopify      / @winningwithshopify   Join our newsletter: https://wwspodcast.com/Proudly powered by https://spec.digital, a world class SEO Agency and PPC AgencyBecome a sponsor: https://wwspodcast.com/pages/sponsorship

Artisan Food Ecommerce: How Cutter & Squidge Achieved 500% Growth Through Shopify, Branding and Operational ScaleEmily and Annabelle, founders of Cutter & Squidge, reveal how they scaled their artisan food business by 500% in just 12 months while maintaining product quality, customer loyalty, and brand integrity!Emily and Annabelle (Founders, Cutter & Squidge) share the growth strategies, operational systems, and ecommerce decisions that helped transform a small handmade brownie business into a nationally recognised food brand. In this episode, you'll learn:• How to scale an artisan food business without compromising quality• The operational and fulfilment systems needed to support rapid growth• How branding, packaging, and customer experience drive repeat purchases• The role Shopify and ecommerce technology played in scaling the business• Lessons from managing demand spikes, supply chain challenges, and nationwide expansion00:00 Introduction02:10 The Origins of Cutter & Squidge04:35 Scaling Handmade Production07:50 Ecommerce Fulfilment and Logistics10:15 Building a Memorable Food Brand13:40 Managing Supply Chain Challenges16:05 Using Shopify to Support Growth18:30 Navigating Rapid Growth During Covid22:15 Marketing Strategies and Customer Retention25:50 Wholesale Growth and Retail Partnerships29:20 Expanding from Local to Nationwide32:45 Handmade Production vs Automation36:10 Forecasting, Planning and Technology39:30 Customer Feedback and Product Development42:00 Seasonal Campaigns and Gifting Opportunities44:20 Lessons for Ecommerce Entrepreneurs46:00 Connect with Cutter & SquidgeWebsite:https://www.cutterandsquidge.comInstagram & TikTok:@cutterandsquidgeWinning With Shopify is the podcast for Shopify store owners who want to grow revenue, increase conversions, and scale their ecommerce brand. Every Friday, Nick Trueman interviews successful founders, ecommerce experts, and Shopify partners to uncover the strategies behind real business growth. New episodes every Tuesday and Friday.Sponsors:Yoast – Get 15% off all monthly Shopify purchases for the first six months with code WWS15:https://yoast.com/winningwithshopifyTaxCloud – Book a tactical session covering tax reconciliation, returns, compliance, and more:https://taxcloud.com/summerSeguno – Get 20% off your first three months of email marketing with code WWS20:https://www.seguno.com/winning-with-shopifyBrightpearl – Join the bootcamp and elevate your inventory management:https://info.brightpearl.com/winning-with-shopifyFollow Winning With Shopify:Instagram: @winningwithshopifyYouTube: @winningwithshopifyNewsletter: https://wwspodcast.comPowered by https://spec.digital/Interested in sponsoring the show?https://wwspodcast.com/pages/sponsorship

In this week’s Tuesday Teabreak Talks, we’re diving into the latest updates from Shopify, and why they could completely change the future of e-commerce as we know it.From AI-powered store creation and instant theme generation to smarter admin-side assistance, Shopify is making it easier than ever for businesses to launch and manage online stores. We’re also taking a look at Sidekick’s newest features, including voice chat and screen sharing, and what these updates mean for merchants moving forward.But here’s the important part: while the tech is impressive, AI is still just a tool. It can’t think creatively, understand your customers like you do, or replace the human touch that makes a brand stand out. AI can only work from what it’s been taught, shown, or told.So if you’ve built a unique business with personality, originality, and real human connection - keep being unique. That’s still your biggest advantage.Want to work with Nick? Reach out here https://spec.digital/

In this episode, Nick sits down at Subsummit with Kit Stanwood, founder of Golden Tallow, a luxury Wagyu tallow skincare brand.Unlike many founders who join the show after scaling to millions, Kit is actively building her business in real time. From sourcing ingredients and creating products to leveraging AI tools, this episode offers a behind-the-scenes look at modern entrepreneurship.Kit shares how she launched her first skincare product, used customer feedback to develop new products, built a Shopify store from scratch, and manages her business as a solopreneur with AI-powered workflows.Guest:Kit StanwoodWebsite:https://goldentallow.comInstagram:https://www.instagram.com/goldentallowTikTok:https://www.tiktok.com/@goldentallowYouTube:https://www.youtube.com/@GoldenTallowWhat You'll Learn:How to launch a skincare brand from scratchWhy customer-led product development worksHow AI acts as a solopreneur's co-founderBuilding systems before scalingCreating products your audience actually wantsLeveraging personal branding for ecommerce growthHow to use Shopify as a solo founderThe future of AI-powered entrepreneurshipKey Takeaways:00:51 Entrepreneurial Skillset for Success01:52 Smart Sourcing: Samples & Quality02:40 Funding First Product Batches03:25 Wagyu Tallow Skincare Innovation06:53 Solopreneurship with AI Co-Founders08:11 Customer-Led Product Development12:09 Documenting Business Processes: Scaling16:24 Leveraging Personal Brand for Sales19:36 Solopreneur Mental Health Strategies21:31 AI: Solopreneur's Unfair Business Edge25:33 What's Next for Golden Tallow?EXCLUSIVE WWS OFFERS:Winning With Shopify listeners get 20% off the first three months of Seguno Email Marketing with code WWS20: ⁠⁠⁠⁠⁠https://www.seguno.com/winning-with-shopify-podcast⁠⁠Check out Yoast and get 15% off ALL monthly Shopify purchases for the first 6 months using code WWS15! ⁠⁠⁠⁠https://yoast.com/winningwithshopify-exclusive/⁠⁠⁠⁠Get a short, tactical session with insights on things like tax reconciliation, returns, compliance, and more - all led by experts from the tools top brands rely on. Sign up now at ⁠⁠⁠⁠https://taxcloud.com/summer/⁠⁠⁠⁠Join the bootcamp and elevate your inventory game: ⁠⁠⁠⁠https://info.brightpearl.com/winning-with-shopify-holiday-planning-bootcamp⁠⁠⁠⁠Follow us on socials:https://www.instagram.com/winningwithshopifypodcast/https://www.tiktok.com/@winningwithshopifyhttps://www.youtube.com/@winningwithshopifyJoin our newsletter: https://wwspodcast.com/Proudly powered by https://spec.digital/, a world class SEO Agency and PPC AgencyBecome a sponsor: https://wwspodcast.com/pages/sponsorship

Most Shopify brands are leaking revenue because they’re getting the simple stuff wrong.In this week’s Tuesday Tea Break Talks, we break down 5 quick fixes that apply to almost any ecommerce brand - regardless of size, niche or turnover.We cover:• Why Shop Pay should probably already be enabled• The hidden SEO and UX issue with /collections/ URLs• How stronger guarantees increase conversion confidence• Why charging for returns might be costing you more than you think• The importance of testing changes properly instead of “just doing stuff”Small changes. Big impact.If your store is doing over £1m/year and you want help uncovering hidden growth opportunities, reach out and let’s have a chat https://spec.digital/

In this episode recorded directly from Subsummit, Nick Truman is joined by John Roman from BattlBox and Ben Holland from Good Ranchers to unpack how BattlBox grew a multimillion-dollar brand with 70% subscription revenue & Good Ranchers scaling to 63,000+ subscribers!This conversation is packed with real-world lessons for ecommerce founders. John and Ben share how they approach retention, churn, customer lifetime value, product quality, pricing, influencer marketing, subscription tech, and building long-term customer relationships.Guests:John Roman – BattlBoxWebsite: https://www.battlbox.com/Ben Holland – Good RanchersWebsite: https://www.goodranchers.com/What you’ll learn:- How BattlBox built a 70% subscription-based business- How Good Ranchers scaled to 63,000+ subscribers- Why product quality beats retention hacks- How to grow ecommerce without relying on Meta ads- Why LTV matters more than one-time sales- How to reduce churn and win back customers- Why subscription tech should be seen as a value driver- How influencer and podcast marketing can build trust fastKey Takeaways:00:23 Growing E-commerce Without Meta Ads02:49 Product Quality Trumps Tech Nudges05:52 Achieving High Customer Retention Rates06:36 From Truck Sales to Online Meat08:16 Value Beyond Product: Education & Recipes09:14 LTV as a Key Scaling Metric12:04 Landing a Netflix Original Series14:25 Identifying Your True Target Audience15:28 Growing E-commerce Without Meta Ads17:09 Influencer Marketing for New Brands21:08 Subscription Pricing Strategy: One-Time Premium24:12 Subscription Platform: Value, Not Expense28:56 Full-Time Churn Win-Back Strategy32:58 Too Much Product Causes ChurnEXCLUSIVE WWS OFFERS:Winning With Shopify listeners get 20% off the first three months of Seguno Email Marketing with code WWS20: ⁠⁠⁠⁠⁠https://www.seguno.com/winning-with-shopify-podcast⁠⁠Check out Yoast and get 15% off ALL monthly Shopify purchases for the first 6 months using code WWS15! ⁠⁠⁠⁠https://yoast.com/winningwithshopify-exclusive/⁠⁠⁠⁠Get a short, tactical session with insights on things like tax reconciliation, returns, compliance, and more - all led by experts from the tools top brands rely on. Sign up now at ⁠⁠⁠⁠https://taxcloud.com/summer/⁠⁠⁠⁠Join the bootcamp and elevate your inventory game: ⁠⁠⁠⁠https://info.brightpearl.com/winning-with-shopify-holiday-planning-bootcamp⁠⁠⁠⁠Follow us on socials:https://www.instagram.com/winningwithshopifypodcast/https://www.tiktok.com/@winningwithshopifyhttps://www.youtube.com/@winningwithshopifyJoin our newsletter: https://wwspodcast.com/Proudly powered by https://spec.digital/, a world class SEO Agency and PPC AgencyBecome a sponsor: https://wwspodcast.com/pages/sponsorship

What if you could double your conversion rate with just a few simple changes?In this episode of Tuesday Tea Break Talks, Nick breaks down the exact CRO (Conversion Rate Optimisation) process used to dramatically increase conversions for two Shopify brands.From uncovering customer objections to smarter A/B testing and retesting strategies, this episode explains how small changes can lead to massive revenue growth — without increasing traffic spend.Nick also shares real ecommerce examples, including:How trust signals doubled conversion ratesWhy removing stock confusion increased salesThe homepage change that transformed a prescription ecommerce storeWhy most brands ask customers the wrong questionsHow to use customer reviews, analytics, and AI tools to improve conversionsIf you run a Shopify store, work in ecommerce marketing, or want to increase sales from your existing traffic, this episode is packed with practical CRO insights you can apply immediately.Topics covered:Shopify CROConversion Rate OptimisationA/B testing for ecommerceShopify UX improvementsCustomer objections & trust signalsEcommerce growth strategiesAI tools for ecommerceIncreasing revenue per visitorFollow us on socials: ⁠https://www.instagram.com/winningwithshopifypodcast/⁠⁠https://www.tiktok.com/@winningwithshopify⁠⁠https://www.youtube.com/@winningwithshopify⁠Join our newsletter:⁠ https://wwspodcast.com/⁠ Proudly powered by Spec Digital, a world class SEO Agency and PPC Agency Become a sponsor: ⁠https://wwspodcast.com/pages/sponsorship

In this episode of the Winning With Shopify podcast, Nick Truman sits down with Adam Pearce, CEO and Co-Founder of Blend Commerce, to break down what actually drives conversion rate optimisation (CRO) for Shopify brands.This conversation goes far beyond simple conversion rates. Adam explains how leading ecommerce brands improve revenue per session, customer lifetime value (LTV), UX, product pages, filtering systems, and retention strategies to drive long-term growth.If you run a Shopify store and want to increase sales without relying purely on more traffic, this episode is packed with practical insights.Guest: Adam Pearce – CEO & Co-Founder of Blend CommerceTest your CRO here: https://www.blendcommerce.com/winningwithshopifyLinkedIn: https://www.linkedin.com/in/adampearcemarketingWhat you’ll learn: • How Shopify brands increase revenue with CRO • Why conversion rate is often the wrong metric • The importance of revenue per session and LTV • How UX impacts ecommerce growth • Common CRO mistakes brands make • Why heatmaps and customer data matter • How brands like Dr. Squatch and Stubble & Co approach CRO • The role of retention in ecommerce profitabilityKey Takeaways:00:31 Increase Shopify Revenue 65% with CRO00:34 Overcoming Founder Pushback on CRO00:52 From Politics to Process in CRO01:22 Dynamic vs Static CRO Process02:41 Unlocking Conversion: The Power of Data-Driven Design03:51 CRO Agency as UN in Organizations05:25 Understanding Revenue Per Person Metric06:30 CRO Failure: Aesthetics Over Function07:32 CRO Failure: No Clear Growth Goals08:27 Conversion Rate Optimization: A Misnomer16:40 Use Heatmaps for Data-Driven UX18:30 Stubble & Co's CRO Filtering Strategy19:17 CRO is an Ongoing Business Process22:38 LTV as Your North Star Metric26:41 Educate Customers During Delivery Window32:47 Dr. Squatch's Aligned Marketing & UXEXCLUSIVE WWS OFFERS:Winning With Shopify listeners get 20% off the first three months of Seguno Email Marketing with code WWS20: ⁠⁠⁠⁠⁠https://www.seguno.com/winning-with-shopify-podcast⁠⁠Check out Yoast and get 15% off ALL monthly Shopify purchases for the first 6 months using code WWS15! ⁠⁠⁠⁠https://yoast.com/winningwithshopify-exclusive/⁠⁠⁠⁠Get a short, tactical session with insights on things like tax reconciliation, returns, compliance, and more - all led by experts from the tools top brands rely on. Sign up now at ⁠⁠⁠⁠https://taxcloud.com/summer/⁠⁠⁠⁠Join the bootcamp and elevate your inventory game: ⁠⁠⁠⁠https://info.brightpearl.com/winning-with-shopify-holiday-planning-bootcamp⁠⁠⁠⁠Follow us on socials:https://www.instagram.com/winningwithshopifypodcasthttps://www.tiktok.com/@winningwithshopifyhttps://www.youtube.com/@winningwithshopifyJoin our newsletter: https://wwspodcast.com/Proudly powered by Spec Digital, a world class SEO Agency and PPC AgencyBecome a sponsor: https://wwspodcast.com/pages/sponsorship

Most ecommerce brands are collecting data… but asking the wrong questions.In this episode of the Winning With Shopify podcast, Nick shares 5 powerful questions every Shopify brand should be asking their data to improve profitability, marketing performance, and customer growth.Recorded live from SubSummit in Kansas City, this episode covers the hidden insights many brands completely miss — including order profitability, customer profitability, landing page behaviour, and channel performance.You’ll learn:Why revenue alone is misleadingHow to identify your most profitable customersWhy ROAS targets shouldn’t be the same for every productHow landing pages influence purchasing behaviouWhat channels are actually driving profitable growthIf you run a Shopify store, manage ecommerce marketing, or want to scale smarter using data, this episode is packed with actionable insights.Subscribe for more Shopify growth tips, ecommerce strategies, and marketing insights.Follow us on socials: ⁠https://www.instagram.com/winningwithshopifypodcast/⁠⁠https://www.tiktok.com/@winningwithshopify⁠⁠https://www.youtube.com/@winningwithshopify⁠ Join our newsletter: ⁠https://wwspodcast.com/⁠ Proudly powered by Spec Digital, a world class SEO Agency and PPC Agency Become a sponsor: ⁠https://wwspodcast.com/pages/sponsorship

What would selling 5 million units of one product do for your business? In this episode, we sit down with Amy Anzel, founder and CEO of Hollywood Browser Beauty to unpack how she built one of the UK’s most recognised dermaplaning brands - selling over 5 million units worldwide.Amy shares the real journey behind building a beauty brand from scratch, from pitching wholesale buyers and learning manufacturing in China to scaling through TikTok trends, retail partnerships, and ecommerce growth.If you’re building a Shopify brand, launching a beauty product, or trying to scale through retail and DTC, this episode is packed with valuable insights.Guest: Amy Anzel – Founder & CEO of Hollywood BrowzerWebsite: https://hollywoodbrowzer.com/Instagram: https://www.instagram.com/hollywoodbrowzer/What you’ll learn: • How Hollywood Browzer sold over 5 million units • The power of product education in ecommerce • How to pitch wholesale buyers successfully • Why benefits matter more than ingredients • Turning negative reviews into product innovation • Scaling a beauty brand through TikTok and retail • The strategy behind international expansionKey takeaways:00:34 The Art of Dermaplaning: Why Passion Matters01:36 From Acting to Beauty Entrepreneurship02:39 Manufacturing Journey: China to Product03:35 Overcoming Early Buyer Rejections03:58 Pioneering a Market: Owning Authority04:31 Achieving Low Product Return Rates05:35 Leveraging Customer Reviews for Trust05:54 Multi-Channel Sales Strategy06:04 Funding New Product Development10:48 Turning Negative Reviews into Innovation12:46 Video Tutorials for Product Education15:14 Product Positioning: Enhancing Other Products17:59 Future Vision: Multi-Step Skincare System29:19 International Expansion: US Market LaunchEXCLUSIVE WWS OFFERS:Check out Yoast and get 15% off ALL monthly Shopify purchases for the first 6 months using code WWS15! ⁠⁠⁠⁠https://yoast.com/winningwithshopify-exclusive/⁠⁠⁠⁠Get a short, tactical session with insights on things like tax reconciliation, returns, compliance, and more - all led by experts from the tools top brands rely on. Sign up now at ⁠⁠⁠⁠https://taxcloud.com/summer/⁠⁠⁠⁠Join the bootcamp and elevate your inventory game: ⁠⁠⁠⁠https://info.brightpearl.com/winning-with-shopify-holiday-planning-bootcamp⁠⁠⁠⁠Winning With Shopify listeners get 20% off the first three months of Seguno Email Marketing with code WWS20: ⁠⁠⁠⁠⁠https://www.seguno.com/winning-with-shopify-podcast⁠⁠Follow us on socials:⁠⁠https://www.instagram.com/winningwithshopifypodcast/⁠⁠⁠⁠https://www.tiktok.com/@winningwithshopify⁠⁠⁠⁠https://www.youtube.com/@winningwithshopifyJoin our newsletter: ⁠⁠https://wwspodcast.com/⁠⁠Proudly powered by Spec Digital, a world class SEO Agency and PPC AgencyBecome a sponsor: ⁠⁠https://wwspodcast.com/pages/sponsorship⁠