Digital Rebel

Insights

Strategy in practice

Writing about why strategy breaks down and what it takes to make it stick.

Jenni Saarenpää

Thinking out loud about strategy and structure

Most strategies look great on slides. The interesting part is what happens after — why things get stuck, where alignment breaks, and what actually helps.

I write about the gap between strategic intent and daily reality: how organizations work, how decisions get made, and what structures need to be in place for things to move. I also share what I've learned from using AI in my own strategy and product work.

Writing

Find me on Substack under Rebelsway.

Customer Experience Has to Be Led — Not Just Talked About

Apr 11, 2026

Customer Experience Has to Be Led — Not Just Talked About

Well-run silos, broken handovers. That's what the customer actually experiences.Everyone talks about customer experience.Open any strategy deck from any mid-to-large organization and you’ll find it mentioned somewhere....

Your Operating Model Is Either Enabling Your Strategy or Quietly Killing It

Apr 6, 2026

Your Operating Model Is Either Enabling Your Strategy or Quietly Killing It

Most organizations I’ve worked with have a strategy document. Very few have an actual strategy. And almost none have an operating model designed to carry it.Strategic clarity at the top (or what passes for it), structural confusion everywhere else.The gap between boardroom intent and Monday...

7 Signs You Need an Outside Perspective Before Making Big Decisions

Mar 29, 2026

7 Signs You Need an Outside Perspective Before Making Big Decisions

7 Signs You Need an Outside Perspective Before Making Big DecisionsMost leaders I work with are smart, experienced, and committed to getting things right. They’ve built careers on good judgment....

Your budget structure is your real operating model

Mar 25, 2026

Your budget structure is your real operating model

Your budget structure is your real operating model Every organization I work with has a strategy. Most of them also have a budget process that quietly overrides it.Here’s how it usually goes. Leadership sets a direction. Better customer experience. Best sales year ever....

Warning: Fixing Your Product Operating Model Might Break Everything Else

Mar 21, 2026

Warning: Fixing Your Product Operating Model Might Break Everything Else

Everyone’s running. Nobody’s going in the same direction. That’s what a business without a designed operating model looks like.There’s been a lot of conversation lately about product operating models, and most of it is good....

What Most Product Teams Don’t See About Business Systems

Jan 24, 2026

What Most Product Teams Don’t See About Business Systems

I started my career over 20 years ago as a UX designer. One of my first big projects was to conceptualize and design a totally new service called Mobile TV....

Growth, Growth, Growth — But From Where, Really?

Jan 13, 2026

Growth, Growth, Growth — But From Where, Really?

Growth comes up everywhere. In meetings, in strategy decks, in board conversations, with management staring at the sales figures and waiting for them to magically increase.Growth, growth, growth! But surprisingly often, nobody really stops to ask the boring but important question first: Where does...

You do not rise to the level of your goals. You fall to the level of your systems.

Dec 31, 2025

You do not rise to the level of your goals. You fall to the level of your systems.

I have always been a bookworm and as a child, I used to cycle many kilometers to the library to borrow a backpack full of books. The adventure and detective books of my childhood have now been replaced by business books....

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