Winning With Shopify Podcast · 2026-06-19 · 22 min
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 Intro 1:35 How TaxCloud Became the #1 Tax App in the Shopify App Store 2:29 The Costly Mistakes Growing Shopify Brands Make With Sales Tax 4:39 Filing Frequency, Nexus & Why It Gets More Complex as You Scale 6:23 The $40,000 Cable Bullet Case Study 8:08 Shopify Tax vs Stripe Tax: What They Do & What They Don't 10:13 When Should Shopify Brands Start Thinking About Sales Tax?
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