Thereâs a line in a recent Operators podcast episode that stuck with me:
âThe moment things are going well is when you need to invest in new markets.â
Freddy Ward, co-founder of Wild, was talking about how they expanded internationally from the very early days. Before their home market even peaked.
Why?
Because if you wait until your core market starts softening, itâs already too late.
That mindset doesnât just apply to ad spend or logistics.
It applies to compliance infrastructure too. Especially when youâre trading across borders.
Most operators overlook one crucial thing when planning international growth.
Tax complexity doesnât scale evenly. It compounds.
And if your back office canât keep up, international growth turns into a slow leak.
Avalaraâs new State of International eCommerce 2025 report spells it out clearly:
75 percent of companies reported financial or operational fallout from noncompliance
Businesses using automation were twice as confident in their compliance setup
Trends like real-time tax reporting and AI-led compliance are already reshaping the landscape
Iâve seen this firsthand.
Brands trip up more often from compliance gaps than from marketing or supply chain failures.
Hereâs the back-office cheat code
If youâre expanding into new markets or even selling across multiple states
You canât afford to be reactive with tax
Start by:
⢠Automating rate updates and filings
⢠Localizing your compliance workflows
⢠Getting tools in place before your ops team is stretched thin
The most effective teams Iâve worked with donât treat tax as a finance problem
They treat it as a growth infrastructure decision
And they use platforms like Avalara for Shopify to make it scalable and seamless
This isnât just about avoiding penalties
Itâs about protecting margin, saving your team hours, and keeping the customer experience clean and predictable
Manual tax processes donât scale
Neither do surprise fees at checkout or fulfillment delays because of customs issues
Wildâs early bet on international expansion was a smart one
But what made it work was a foundation of operational discipline
Avalaraâs latest report backs that up
If youâre serious about scale, this isnât just a tax read. Itâs a strategy doc
â Kunle


