The Hidden Tax Mistakes That Kill E-Commerce Businesses (and How to Avoid Them) episode artwork

EPISODE · Dec 16, 2025 · 36 MIN

The Hidden Tax Mistakes That Kill E-Commerce Businesses (and How to Avoid Them)

from How To Ride A Roller Coaster · host David Ezell

Selling online feels simple... until taxes quietly start working against you.In this episode of How to Ride a Roller Coaster, host David Ezell sits down with Jared Smithson, Founder of RJM Tax Exemption and one of the leading experts in U.S. e-commerce tax compliance. Jared has helped over 5,000 businesses navigate sales tax, multi-state nexus, and regulatory landmines that most founders don’t realize they’ve stepped on until it’s too late.You’ll learn:The most common sales tax mistakes e-commerce founders make (including the “one-click” Shopify error)Why revenue growth can be fake growth if compliance isn’t handled correctlyHow economic nexus actually works (and why $100K isn’t the only number that matters)Why collected sales tax isn’t “your money”—and how it can block an exitWhat’s changing next for digital products and services taxationWhen to DIY vs. when to bring in experts (without wasting money)Whether you’re selling on Shopify, Amazon, Walmart, or planning to expand into the U.S. market, this conversation could save you six figures, months of stress, and a painful audit.Show links:RJM Tax Exemption: https://rjmtaxexemption.com/Jared: https://www.linkedin.com/in/jared-smithson-692607228/

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The Hidden Tax Mistakes That Kill E-Commerce Businesses (and How to Avoid Them)

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