The Ecommerce Playbook Podcast

Hosted ByTaylor Holiday & Richard Gaffin

2020 transformed the world of ecommerce forever. For the modern DTC brand, the rewards have never been greater. But the waters have also never been choppier, and the way forward has never been more uncertain. So how do you navigate this dangerous new reality? No matter how you do it, you’d better not do it alone. That’s where the Ecommerce Playbook Podcast comes in — join Common Thread Collective’s Taylor Holiday & Richard Gaffin as they bring you guiding insights from across CTC’s portfolio of growing DTC businesses. Whether you need a clear view on the macro issues affecting the world.

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The Ecommerce Playbook | The Sales Tax “Nexus” Trap Most Brands Miss

February 24, 2026 The Ecommerce Playbook Podcast 00:09:08
The Ecommerce Playbook Podcast
The Ecommerce Playbook Podcast
The Ecommerce Playbook | The Sales Tax “Nexus” Trap Most Brands Miss
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Sales tax feels simple—until you hit nexus.

In this episode, Ryan Pinkham (VP of Go-to-Market at TaxCloud) breaks down why sales tax gets complex fast for growing ecommerce brands, what happens when you cross nexus thresholds in new states, and how ignoring compliance can turn into a painful (and expensive) distraction.

We cover:

  • What sales tax nexus actually means for ecommerce

  • The three “buckets” of brands (doing nothing, unhappy with current tools, or knowingly delaying)

  • Why sales tax is a year-round operational load

  • How modern brands approach checkout tax vs. filing/registration

  • The Streamlined Sales Tax (SST) program and why 24 states matter

  • A simple start-of-year checklist to get compliant and reduce risk

If you had a strong Q4 and expanded into new states, this is your sign to do a quick nexus and tooling review..

Show Notes: