The Biggest Hurdle in Strategic Projects


The Biggest Hurdle in Strategic Projects

by Jeff Humble


Dear Reader,

Strategic projects can fall into a million difficulties, but one hurdle takes down more designers than any other, and the sooner you prepare for it, the better.

What is the hurdle? It’s the possibility that your strategic deliverable will be ignored entirely.

Why strategic projects fail…🦗

We often start strategic projects with too much optimism.

After bumbling around for a few months trying to figure out how to align your work with all the existing visions, OKRs, and strategic plans, you might regret calling yourself a "strategic" designer.

To complicate matters, you want the whole team to adopt your plan, which is challenging even for something as small as a team-level strategy.

For example, a UX strategy is easily ignored if not done well.

The biggest hurdle in strategic projects is the last hurdle...the one where people start adopting your strategic deliverable.

After months of work, all you get is crickets 🦗🦗🦗

What can you do?

Bring your decision-makers and teammates into the strategy process! If it's a big project, they’re probably creeping on your work already.

You might as well let them in.

Here are three specific tips that will help you do that:

1.) Build a coalition for the project.

Start the project by building a coalition of people who care about the outcome and share the work. When people participate in a project, they’re usually more invested in the outcome.

2.) Stay a few steps ahead of the team.

Even if you’re taking a collaborative approach, that doesn’t mean you must go the same speed as everyone else. Your focus should be on designing the project plan, and it helps to know what the project process looks like. Use my Strategy Canvas if this is your first strategic project.

3.) Frame the problem together.

One of the biggest reasons people ignore your strategy is that they don’t "feel" the problem. Prioritize the research before the solution...just like in regular projects. Once everyone involved agrees on the problem's diagnosis, you can move on to the treatment, a.k.a. your strategic solution.

Those tips should help you avoid those crickets.

For more guidance, check out my strategy course if you want to improve your strategic skills.

Together, we go through the process, and I provide feedback every step of the way. It’s one of the best ways to gain experience designing strategies before you do it for real.

Learn more about the course here.

(This article originally appeared in Jeff's blog)

Source


ONLINE WORKSHOP: Leading Effective Discussions
Learn how to confidently guide discussions, even without authority.
Date: Sept. 9, 2025
Time: 6:00-8:30 PM CEST
Buy a Seat


UX Strategy Info Session
Move beyond design execution and into strategic influence.
Date: Sept. 17, 2025
Time: 7:00-7:45 PM CEST
Reserve a Seat (free)


COURSE: Facilitating Workshops
Learn to design and lead engaging workshops that lead to real results.
Next Cohort: Sept. 29 – Nov. 6, 2025
Early Bird Ends: Aug. 22 – Save €200
Buy a Seat


COURSE: Defining UX Strategy
Learn to design a winning strategy that aligns design with business.
Next Cohort: Oct. 13 – Nov. 24, 2025
Join the Waitlist


Until next time, y'all! ✌️

Jeff Humble
UX Strategist & Co-Founder
The Fountain Institute

P.S. If you have feedback on this newsletter, hit reply and drop me a line!

The Fountain Institute

The Fountain Institute is an independent online school that teaches advanced UX & product skills.

Read more from The Fountain Institute
Six-screen signup: SSO/login, email entry, verify email (pre- & post-entry states), OTP with timer, success.

Level-up your critiques in 3 questions By Hannah Baker Dear Reader, You know the critique that starts with “quick feedback” and ends 45 minutes later with five conflicting opinions and no next step? Or the one where a senior voice speaks first and the room quietly aligns, even when the data points elsewhere. Here’s a simple pattern, adapted from Visual Thinking Strategies (VTS), that pulls critiques out of taste debates and into clearer decisions. What VTS is (in 60 seconds) VTS is a...

What is design strategy?

The Summer Edition(and a Free Masterclass) by Jeff Humble Dear Reader, I'm taking some time off for summer, and I hope you are, too. When I'm off, I end up watching a lot of YouTube, so... A Free Masterclass on YouTube If you've ever wondered about design strategy, this masterclass has you covered. It's called "What is Design Strategy?" The toolbox of the design strategist is incredibly powerful, but it's not well documented. See what it looks like when the designer's sphere of influence...

A Workshop Agenda No One Wants By Hannah Baker Dear Reader, Last week, I posted a fake workshop agenda on LinkedIn. The kind we’ve all been in that drains your will to collaborate. I shared it as a joke. It reached 100,000+ people • 800+ likes • 100+ comments • 20+ reposts But the comments weren’t just laughs. They were…grief. People didn’t just say “ha ha, I’ve seen this.” They said: “Oh no. I’ve run this.” The real takeaway? We’re not bad at facilitation, we have to break the status quo. We...