Page Contents
Today is a strange day. It’s the last day of the first major contract Stephens Insight Group has ever had with a Fortune 500 company, four years after I started this company from nothing. I should probably feel some kind of ending today. Instead I keep thinking about a question people keep asking me: aren’t you nervous, given how volatile this market is right now, with AI changing everything and contracts ending?
I’m not nervous. I’m curious. And the difference between those two feelings is the whole point of this post.
When I started Stephens Insight Group four years ago, I had a pretty specific picture in my head. I wanted to help organizations that were struggling to get things done, to actually align the work their teams were doing day to day with the strategy their executives kept pushing out. I wanted leaders to be able to see, with real clarity, how their teams were performing. I wanted to help teams move faster without breaking. And underneath all of that, I wanted people to build long-lived teams where they could actually grow, where they could move all the way from the chaos of Tuckman’s storming stage through norming into performing, instead of getting reshuffled every few months before they ever got the chance.
Four years and one completed Fortune 500 engagement later, here’s the thing I didn’t fully understand when I started: most leaders think transformation is a technology problem or a process problem. It’s neither.
Technology is the easy part. Process is the easy part. You can buy a platform, document a workflow, redesign an org chart in an afternoon. None of that is what actually determines whether a transformation works.
The hard part is people. Whether that’s the employees doing the work day in and day out, or the customers on the other end expecting something good enough that they’d actually rave about it to someone else. Up to 70 percent of large-scale transformations fail, and it’s rarely because the technology didn’t work. It’s because the humans inside the system never actually bought in.
Looking back at the last four years, the moments that mattered weren’t the dashboards or the frameworks. They were the leaders who let themselves be coached. The teams who fought through real conflict to get to something better. The people who took Tuckman’s model seriously enough to push through storming instead of avoiding it.
People keep alluding to the idea that I should be nervous right now. A contract just ended. The market’s unpredictable. AI is rewriting half the rules. Here’s my honest answer: there are more companies that need this kind of help right now than at any point in the last four years. The skill set my team and I bring isn’t getting less necessary. It’s getting more necessary.
The hard part isn’t the demand. The hard part is finding the leaders who know they need help and are actually willing to ask for it.
It’s hard to be vulnerable inside an organization, especially one led by people who seem to have no weaknesses themselves, or worse, who quietly punish anyone who shows one. I’ve watched plenty of capable leaders sit on a real problem for months because admitting they needed outside help felt like admitting failure. The data backs this up: a lack of engagement and an unwillingness to invest in building real capability are named again and again as reasons transformations stall.
If you’ve ever sat in a leadership role wondering whether your organization needs to change but having no real idea where to start, you’re not behind. You’re just at the beginning of the same place every leader I’ve worked with has started. Don’t go it alone isn’t just a nice phrase. It’s the actual difference between organizations that transform and ones that quietly stay stuck.
My company is young. My passion for this work hasn’t dulled one bit in four years, and if anything my ability to walk into an organization and actually move it forward is stronger now than when I started. What I’m looking for next isn’t a bigger logo or a flashier industry. I’m looking for brave people: leaders who know, even vaguely, that something in their organization needs to change, even if they can’t yet articulate what that change should look like.
You don’t need a fully formed transformation plan to reach out. You just need enough honesty with yourself to admit something isn’t working the way it should. Brené Brown’s Dare to Lead makes the case that leadership isn’t about having all the answers, it’s about staying curious and choosing courage over comfort. That’s exactly the kind of leader I want to work with next.
If that’s you: the first step isn’t a big one. This week, name one thing in your organization that you suspect needs to change but that you’ve been hesitant to say out loud. Say it to one person you trust. That’s it. That’s the whole first move.
I’m not nervous about what’s next. I’m genuinely curious to see who’s brave enough to raise their hand.
Most leaders believe they value their team. The gap isn't in intention, it's in execution.…
Page Contents The Myth of the Singular LeaderWhat It Means to Truly Value Your PeopleThe…
Page Contents Be transparent about how you’re decidingKnow when to decide alone and when to…
There is a moment every leader dreads: a great employee walks into your office, closes…
Page Contents 1. You’re More Comfortable Taking Credit Than Giving It2. Your Best People Make…
Page Contents Protect your energy like it’s a budgetLog offFind someone you can be honest…