Reconnect with Your Purpose—and Define Success On Your Terms

A personality assessment created for entrepreneurs who feel like they’re building fast—but not always in the right direction.

The Key Drivers Assessment walks you through 20 powerful questions to help you uncover what truly motivates you. By the end, you’ll know your core driver, the strengths and blind spots that come with it, and how to make better decisions moving forward.

If you’re building without clarity, you’re gambling with your energy, your time, and your purpose.

An Open Letter to All
Entrepreneurs....

Hello,

Welcome—I'm glad you're here.

If you’re anything like me, you didn’t become an entrepreneur because it was the easy route. You chose this because something in you couldn’t not build, question, create, or explore.

A few years ago, I hit a wall. From the outside, things looked great—venture deals, startup wins, packed calendars. But inside? I felt disconnected.

I had all the “success markers” and none of the clarity. I was building fast but couldn’t tell if it was in the right direction. And worse—I wasn’t sure why I was doing any of it anymore.

So I did something unexpected: I got back on a motorcycle.


That ride cracked something open. It reminded me of who I was before the noise, before the pressure, before I started measuring myself against someone else’s version of success.

That’s why I created the Key Drivers Assessment.

It’s a tool to help you strip things back and get honest with yourself. To uncover the motivation beneath the business. To realign with the reason you started in the first place—or the reason you know you need to start now.

This isn’t just an exercise. It’s a recalibration.


And if you let it, it can change how you lead, how you build, and how you define success from here on out.

So what is it?


The Key Drivers Assessment is a self-guided exercise that helps you:


1. Identify your primary entrepreneurial driver (Wealth? Legacy? Freedom? Creativity?)

2. Understand the strengths and blind spots that come with it

3. Make better decisions that align with your values, not just your to-do list


It’s designed to help you reconnect to what matters most—so your next move isn’t just efficient, it’s true.

How does it work?


It’s short. It’s honest. And it’ll make you think.

You can complete it on your own or with your team—but don’t overthink it. This isn’t about scoring points. It’s about clarity, not perfection.


And when you're done? You’ll have a decision filter you can come back to anytime you need to course-correct.

Ross O'Brien

Ross O'Brien

 Founder, Investor, and fellow road-tested entrepreneur

You can’t build something meaningful if it is disconnected from who are.

Think of the Key Drivers Assessment as a compass to help guide you. By identifying your core entrepreneurial driver, you’ll finally have language for what motivates you, clarity on what drains you, and direction for where you go next.

1

Better Understand How You Are Wired

Uncover your core entrepreneurial driver so you can stop guessing and start building with purpose.

2

Make Better Business Decisions

Use your results as a decision filter—so you can say yes to what matters and no to what doesn’t.

3

Realign Without Burning It All Down

Get clarity and momentum without scrapping everything. One insight can change your whole trajectory.

Access the Key Drivers Assessment and Start Defining Your Own Success

Because when your purpose finally clicks, everything else starts to fall into place.

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