Juniper remains intentionally small, and we work hard to keep it that way.

This allows us to go deep on one thing—helping you see what needs to happen and what doesn't.

We ask the questions others avoid—gently yet assuredly helping you think out loud to articulate what you already sense is true.

For those weary of flashy yet flimsy strategies, what emerges here is harder to dismiss. It sticks because it's real.

We don't claim to be everything to everyone. This focus on EdTech leaders at inflection points keeps us close enough to understand your world, yet far enough outside to see what you can't.

leadership

Chris D. b/w image
Chris D.
principal

I’ve rowed uphill far too often that most of what I know for certain are lessons learned the hard way — failures that knocked the smirk clean off my face. This experience has taught me more than a decade of success ever did.

I started Juniper because: I've been stuck—sometimes for years—and I know what that costs. You can skip that part.

My journey working with startups and established companies led me to three hard-won realizations:

  1. Leadership requires honest self-reflection: which means our conversations might occasionally challenge comfortable assumptions. I’ve found that temporary discomfort often precedes recognizing the problem and then conviction to act on it immediately.
  2. You need to build the right foundation, or tear it down and build it right to begin with: sometimes what you've built was never meant for where you're actually going. You’re building a cathedral, hopefully. That takes humility and the willingness to serve something larger than your own legacy.
  3. Aimlessness and anxiety are linked: the challenge isn't usually a lack of options—it's having too many. You have to move in a direction, and to do that you need a goal, and a good place to start is to work at the ONE thing that's standing in your way right now.

These lessons inspired me to build something different—a purposefully small advisory firm crafted specifically for EdTech leaders feeling stuck, unable to read their own label. This collaborative process isn't always comfortable, but I've found it's how lasting change happens. Change that you'll own completely.

Our
Process

Ready for a
breakthrough?

Our strategy in a nutshell —

Listen to your story.

Listen to your full story.

Listen to your full story first.

Then, we ask questions. We pull on the threads that seem to matter until something surfaces that you can't unsee. When you finally see the pattern clearly, you'll know what needs to happen.

Our expertise focuses on three key areas:

01

Executive Isolation

What becomes clear when you remove every option except the most obvious one? And then concentrate on the right activities to move from simply drowning in advice to trusting your own judgement again?

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02

Overthinking

What metrics matter that actually predict your success? And what's just noise that can be confidently ignored?

03

Motion Without Direction

Is it that your priorities feel scattered making you and your team frustrated? Or that you're starting to wonder if you're solving the wrong problems entirely?

abstract alignment
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01

Executive Isolation

You're not lacking options—you're drowning in them. When executives can finally see their patterns clearly, one choice typically becomes obvious while others fade into the background.

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02

Overthinking

You're likely tracking several numbers, yet only 3-5 typically predict success. What executives discover is that when you can finally see which metrics actually matter, the rest becomes noise you can confidently ignore.

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03

Strategic Misalignment

Your team is executing flawlessly, but you're still not hitting the target. When teams can finally see the same patterns clearly, the scattered feeling and frustration tends to dissolve naturally.

Who we
Work with

Are we a good fit?

Our specialized approach means we say no more often than we say yes. We like to be as open about that from the outset. Here's who we're built for...and who we're not.

Buyer

You’re typically a Founder, President, CEO, or Principal of a mission-based EdTech company. While we may occasionally pull in key team members in discussions, our primary relationship is with you, the executive decision-maker.

Challenges

You're likely experiencing signals that what you're doing now just isn't working, adding features that just aren't landing, revenue that isn't matching the effort it's taking to market to multiple audiences. Each is a signal there's a deeper pattern with potential for a significant breakthrough.

Growth Stage

You've moved past the early startup phase and have an established product or service with initial traction. You see value in an outside perspective but you'd like to start focused before committing to a comprehensive overhaul. 1:1 Clarity Session and Performance Diagnostic are typically a better starting point if you're not sure where you need a new perspective and want to start small, while Business Deep Dive is typically a better fit if you already know something needs to change.

Location

While most of our clients are based in North America, we work globally. Our process is designed for remote collaboration. Business principles are universal; each company’s challenges are unique.

Size

We typically work with companies with 5-50+ employees or those classified as small or midsize. If you only have five employees, we can help you at your current stage and tell you what is coming next. If you have twenty-five people, we know your unique issues. We even know when it’s time to downsize and get some of your life back.

Mindset

You’re ready to dive in; open to having your assumptions challenged, though likely testing each piece rather than accepting it blindly. You are prepared to be engaged from the beginning, listening and reading with intense focus, and ready to implement with conviction…and a little bit of terror.

Scope of Engagement

Our lead offering starts at $25,000. All engagements are prepaid. We don’t offer discounts. For clients who find our initial collaboration valuable, subsequent branding implementation engagements typically range from $50,000 to $125,000+, executed in phases.