Headless is a buzzword — but one worth understanding.

There’s a reason headless keeps coming up in conversations about digital commerce. It’s fast. It’s flexible. It opens the door to experiences that go way beyond what traditional platforms can handle.

Want to personalize content by region? Launch a campaign without redesigning your entire site? Blend storytelling with seamless subscription flows? Headless gives you the tools to do that and more.

But unlocking that potential? It’s not about choosing the right stack. It’s about knowing when headless actually fits your business and hiring a team that knows how to make it work.

How You Know Headless Might Be For You

It usually starts with friction. You’re trying to do something. Maybe you want to tell a better story, launch a new campaign, or add a layer of personalization. But your platform just won’t keep up.

Here are the five signals we look for when helping teams weigh the shift:

• Your storefront vision keeps running into walls. Maybe it’s layout limitations. Maybe it’s speed. Either way, you’re being held back.

• You need real design freedom. Not just theme tweaks: full control over how the experience looks and feels.

• You’ve got a dev team (or a partner) who can keep it running. Headless gives you freedom, but it also hands you the keys to more complexity.

• Performance and experience matter equally. Headless lets you cache, customize, and smooth out the buyer journey in ways that standard setups can’t.

• You want to assemble the right stack for your business. CMS, commerce, hosting. You pick what works for you, not what’s bundled by default.

When we see three or more of these in place, we start seriously talking about headless.

…And When It’s Not

Sometimes we advise people not to go headless. Here’s why:

• There’s no one to own it. Headless systems need care. If there’s no dev team or agency in place to maintain it, things can fall apart fast.

• Not Enough Time. This creates setups that are rushed, overly custom, or just don’t have the right foundation.

• Sold as a magic fix. Performance alone doesn’t drive conversions. The user experience still has to earn the click.

We’ve helped clients move to headless. We’ve also helped them move back. Either direction, the goal is the same: find the setup that supports the experience your team wants to deliver not just now, but into the future.

What Headless Unlocks

When it’s right, headless unlocks more than performance. It gives your team room to build:

• Omnichannel experiences that connect in-store, online, and everywhere else

• Flexible content that can shift by region, persona, or campaign

• Creative control that isn't stuck inside rigid theme engines

• Speed at scale thanks to smart caching and server-side rendering

In practice, it means more testing, faster iteration, and the ability to evolve your brand experience without pulling your entire site apart.

Case Study: Clearly Filtered

Clearly Filtered came to us with two challenges: their team wanted to tell a more human story around water filtration while at the same time creating a smoother subscription path. Headless was what made both of those possible.

By moving to a Pack-powered headless architecture, we decoupled content from commerce. This gave the marketing team full control over storytelling without touching checkout logic. It also let us introduce things like:

• Interactive 3D models to visualize how filtration works

• A custom calculator to simplify subscriptions

• Dynamic page layouts that adjust as the brand grows

• Seamless integration of external water contaminant data by zip code

In short, headless let Clearly Filtered shift from explaining their product to showing its value.

Why Teams Call Bear for Headless

We’ve been doing this long enough to know when to recommend headless and when to steer teams away. We’ve built from scratch. We’ve inherited messy builds. We’ve extended setups that were working but had room to grow.

When we do go headless, here’s what we bring to the table:

• Smart architecture — built with platforms like Pack, Sanity, Contentful, Hydrogen, and Oxygen

• A design-led mindset — focused on experience, not just infrastructure

• Technical stewardship — we don’t hand off and disappear

• Real-world perspective — we’ve seen where this works, and where it doesn’t

We’re not here to push tech decisions. We’re here to help you make the right one.

Let’s Talk

If you’re in that decision-making phase about whether to go headless, or what to do with a setup that’s already live, let’s chat.

No need for a pitch deck or sales script. Just an honest conversation about what your team needs and what will help you reach your goals.