Enterprises are not short on good ideas. Walk into any strategy offsite or innovation workshop and you’ll hear concepts that are genuinely sharp: new marketplaces, new product lines, new customer experiences people would love. There's a budget, there’s great talent, there’s executive backing and on paper, these teams should be unbeatable.
Yet, initiatives stall. “Phase one” drags on or ships in a form no one really uses. Twelve to eighteen months later, the organization moves on quietly disappointed, quietly rationalizing.
If you work inside a large organization, you’ve probably lived this. You’ve been in a room where the energy was high, the vision felt right, and the slides looked bulletproof. You had everything a startup would kill for. And still, you find yourself asking: why didn’t this really take off?
Enterprises play a different game than startups. Startups operate under brutal constraints: one or two wrong bets and they’re done. That pressure forces focus, trade-offs, and early learning. Enterprises play a longer season. You can absorb losses. There’s more money, more people, more time and those advantages often blur the signals teams need early on.
With ample resources, teams often postpone hard choices. That shows up in three familiar ways: trying to deliver the entire vision at once, avoiding hard calls on what matters most, and shipping products whose value isn’t clear to customers.
Let’s unpack these patterns and the practical shifts that help teams move past them.
Pattern 1: Trying to make the entire vision real at once
Enterprise teams are built to think big: end‑state platforms, complete marketplaces, fully transformed customer journeys. That kind of vision is essential for direction. It becomes a problem when it turns into the delivery plan.
When teams try to bring the entire vision to life in one go, timelines stretch, dependencies multiply, and real contact with customers comes too late. By the time learning shows up, the cost of change is already high.
Teams that make progress don’t lower their ambition. They change how they sequence it. Instead of aiming for completeness, they aim for clarity, putting a narrow, valuable slice into the market early and letting what they learn guide what comes next.
We partnered with TELUS to launch the Small Business Marketplace, a central hub where small businesses could access telco services alongside a wide range of tools and partners to help them get started and grow.
The strategic discussion with the team helped us circumvent falling in the trap of trying to deliver the entire vision at once. The team identified the primary challenge as the need to help customers understand why a telco was offering these additional business services and why buying them together made sense.
Until that question was answered, adding more vendors or features wouldn’t matter. The work narrowed to a simpler goal: make the value of bundled services clear enough that a small‑business owner would actually choose to buy. That meant simplifying the framing, testing it with real customers, and prioritizing the moment of purchase over the completeness of the ecosystem. The signal that mattered was when customers started signing up for bundled services. Only after that learning was in place did it make sense to expand.
Pattern 2: Not being ruthless about what matters most
Inside large organizations, every stakeholder has a requirement that makes sense in isolation. With enough budget and people, it can feel safer to say yes than to draw hard lines.
The problem is that when everything is important, nothing is decisive. Roadmaps become collections of good intentions. Teams make progress everywhere and momentum nowhere. Teams that ship meaningful products define what needs to be built /work on day one and what can wait.
We put this discipline to practice when we started helping TELUS MyPet stand-up an entirely new pet healthcare business inside an enterprise. This wasn’t just a product launch; it required the operations, workflows, and digital tools to run a real business.
It started with defining what a “Ready enough” digital manifestation of the product would be vital to help us go-to-market and see business results immediately.
That clarity drove hard choices. The team prioritized Virtual Care first, followed by pet insurance and pharma; the core capabilities required to deliver immediate value. Other features, like subscription services, were known to be important but intentionally deferred. The focus was to ensure that the first version could function as a real business, not a partial promise.
Pattern 3: Shipping something customers don’t understand or value
Enterprise teams often assume customers will understand the value once something launches. They usually don’t. Ideas that are grounded in strategy, logic, and market opportunity - can land as vague outside the organization.
When we partnered with RBC to launch Raincheck a job‑loss insurance product, research made the issue clear: customers didn’t understand what the product was, what problem it solved, or why it mattered to them.
Before asking users to take action, the work focused on simplifying and sharpening the story, testing how the product was positioned, explained, and experienced. The goal was to make the value immediately clear at first contact.
That shift changed the trajectory. When customers could quickly grasp what the product was for and why it mattered, it finally had a chance to earn engagement on its own terms.
Avoiding patterns that keep teams from hitting the mark
These patterns don’t announce themselves. In the moment, they often look like progress: full roadmaps, broad alignment, steady activity. But over time, they make it harder for teams to learn, adapt, and build real momentum.
What separates products that stall from those that land is whether teams make a few disciplined shifts early: learning before they scale, deciding what truly needs to work first, and making value unmistakably clear before asking customers to care.
For enterprise leaders planning their next major initiative, it’s worth asking whether your teams are set up to recognize these patterns early. Catching them sooner often makes the difference between momentum that builds and momentum that quietly fades.
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