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Founder, BreakGround

Founder of BreakGround and author of Design Alchemy. Practical writing on UX, user onboarding, activation, retention, and product design.

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The change-management problem in B2B

· 4 min read
Founder, BreakGround

Selling B2B software is half product, half change management. The product is what you ship; change management is what determines whether anyone uses it. Most B2B teams optimize the first, neglect the second, and lose deals they could have won.

Change management gets neglected because it's not on anyone's spec sheet. It's not a feature. It's not a metric on the demo. But it's the single biggest determinant of whether your product gets adopted in an organization that bought it, and most products are not designed for it.

AI copilots are onboarding, just sneakier

· 4 min read
Founder, BreakGround

AI copilots are framed as a productivity feature — "do work faster" — and shipped by feature teams. This framing is correct on the surface and misleading underneath.

Every AI copilot in a product is doing onboarding, whether the team thinks of it that way or not. It's teaching the user what the product can do, what good prompts look like, and where its limits are. The teams that recognize this ship better copilots. The teams that don't ship demos.

Designing for the second session

· 4 min read
Founder, BreakGround

A user's second session is the highest-leverage session in the entire user lifecycle, and almost no product is designed for it.

Designs are written for the first session — the activation flow, the empty states, the welcome modal. Designs are written for the steady state — the populated dashboard, the established power-user surface. The second session sits between these two, and gets neither attention nor a name.

What "stickiness" actually measures

· 4 min read
Founder, BreakGround

"Stickiness" is the most-used word in product retention talks and the least-defined. Pinned to a specific number, it's DAU/MAU — daily active users divided by monthly active users. As a piece of language, it's stretched to cover everything from "users come back" to "users like the product" to "the product has a moat."

The metric and the word have come apart. The metric is fine; the way it's interpreted has gotten loose.

Self-serve support is a product surface

· 4 min read
Founder, BreakGround

Most companies treat self-serve support as a way to reduce ticket volume. The framing is correct in the way an accountant's framing is correct — it's measuring the right thing for the wrong reason.

A help center optimized for ticket deflection is one design. A help center optimized for the user actually getting their question answered is another. They look similar. They behave very differently.

The first 60 seconds: why activation matters

· 5 min read
Founder, BreakGround

Retention is the metric everyone talks about. Activation is the metric that decides whether retention even gets a chance to matter.

If a user signs up, opens your product, and doesn't get to the thing they came for inside the first minute, the rest of the funnel is academic. They don't churn — they evaporate. You won't see them in your retention dashboard because they were never there long enough to count.

Understanding your users: the product foundation

· 4 min read
Founder, BreakGround

Most product teams say they "know their users." Pressed for specifics, what they actually have is a vague sense of who's signed up — a sketch built from sales calls, the loudest voice in support, and the founder's gut. That sketch is not a mental model. It's a guess wearing the costume of a guess.

Real understanding is more boring than that, and harder to fake.

The product tour is dead. Here's what replaced it.

· 4 min read
Founder, BreakGround

Walk into any SaaS product built between 2014 and 2022 and you'll meet the same houseguest: a five-step tour that interrupts you the moment you sign in, pointing arrows at things you haven't asked about and didn't know you needed.

The tour exists because someone — usually someone senior — argued, correctly, that users don't know how to use the product. Then someone else — usually someone in design — built the obvious solution: show them. The tour is the fossil of an honest impulse.

It still doesn't work.

Time-to-value, in seconds: a measurement primer

· 4 min read
Founder, BreakGround

Time-to-value is the most-cited metric in onboarding decks and the least-measured one in actual products. Almost every team can name it. Almost none of them have a chart of it open in a tab right now.

That gap is not an oversight. Time-to-value is annoying to measure properly, and the easy ways to measure it are the wrong ways. This is a primer on the measurement, not the concept.

Empty states are onboarding

· 4 min read
Founder, BreakGround

Open any product on its first day of use and the first thing you see is a screen with nothing on it. No projects yet. No reports yet. No teammates yet. The empty state.

For most teams, the empty state is the last thing the design org thinks about and the first thing the new user sees. The math is bad.