About Alyson

My Story

I bring 20+ years of revenue leadership experience from the frontlines of hypergrowth tech. I’ve built and scaled teams through every stage — from scrappy startups to Fortune 500s — and learned that sustainable success isn’t about grinding harder, it’s about leading smarter.

Now I use those hard-won lessons to help senior revenue leaders transform their leadership without losing themselves in the process.

Nearly 20+ years leading revenue teams in tech and medical devices.

Zoom, Intuit, Outreach, SendGrid (Twilio), Melio

I’ve navigated every environment from Fortune 500s to Series A hypergrowth startups, building and scaling organizations from 50 to 5000+ people. My experience spans the full spectrum of revenue models — PLG, sales-led, ABX, Direct, Channel, and E-commerce — and I became known for turning chaos into consistency while building trust-based teams that actually want to show up on Monday mornings.

“I believe trust and vulnerability are the foundation of every high-performing team — and I’ve spent 20 years proving it.”

The Evolution from Leader to Coach

The Realization

After 20 years of leading revenue teams, I discovered what truly lit me up wasn’t hitting the number — it was the people development. It was seeing someone achieve more than they thought possible. It was witnessing those breakthrough moments when everything clicks.

The Pattern I Saw

Throughout my career, I kept seeing brilliant leaders achieving everything on paper while falling apart in reality. The overachievement followed by burnout. The imposter syndrome. The loneliness that no one talks about.

“I’ve lived what I now help others move through — the constant pressure to perform, the imposter syndrome that creeps in, and the question of ‘how do I do this and still feel like myself?'”

My Mission

I became a coach to help leaders reset, rewire, and rise without losing themselves. I work with senior revenue leaders in tech who want to lead with clarity, confidence, and conviction—not chaos. Leaders who want to succeed AND still have a life outside of work.

“Leadership can be lonely, but it doesn’t have to be. I’m passionate about changing that narrative.”

Success Came with a Price I Didn't Expect to Pay

For two decades, I climbed every rung of the revenue ladder. President’s Club regular. Team builder. Culture creator. I thrived in environments that needed optimization, structure, and clarity.

Picture this: Another record quarter. Another accolade. I should have been celebrating. Instead, I was physically present but not mentally. I was on the couch, on my laptop, when my kids said:

"Mommy, you love work more than you love us."

The Wake-Up Call

They were wrong, but perception is reality — especially to young children. I’d become so focused on performing that I’d lost sight of living. That moment changed everything. I realized success without fulfillment isn’t success at all. I wasn’t showing them success, and there was no way they’d want to be a VP of Sales. This wasn’t the image I wanted to portray.

“Working with Alyson felt like work therapy. She helped me slow down, recognize what was weighing on me, and remove the pressure I was putting on myself. I now carry less weight, make decisions faster, and approach challenges with more clarity.”

Andrew M.
Head of Sales

Beyond the Resume

Here’s What Makes Me, Me

Family First

Wife and mom to two amazing kids who keep me grounded

Furry Co-Worker

Dog mom to Baxter, a mini goldendoodle convinced he's human

Creative Side

Half my office is an art studio — if I could make a living creating art, I would

Personality

Recovering perfectionist who solves problems that don't exist yet

Colorado Life

12 years in Denver, currently learning to ski in my 40s (it's harder than closing enterprise deals)

Obsessions

New restaurants, good wine, overpriced cheese, and finding the perfect planner

2025 Words

Fun and Consistency — because success needs both joy and structure

Credentials & Communities

Certified Professional Co-Active Coach (CPCC)

Issued September, 2025

Earners of this badge can skillfully coach any person on any topic, navigate conflict, design responses and recover from triggered states. They understand their impact on others and create conversations that deepen intimacy and trust. Earners are adept at framing powerful questions that evoke conversations that cultivate trust, catalyze self-discovery, enhance insight, and inspire movement into bold action. Earners also qualify for accreditation by the International Coach Federation (ICF).

Where I Contribute & Connect:

Communities and networks I actively participate in.

In Their Own Words

“I was feeling burnt out despite having several record-breaking quarters at work. I realized I had sacrificed the things that brought me joy and fulfillment for professional success, which led to a perspective clouded by self-criticism and the pursuit of perfection.

Working with Alyson allowed me to step back and show myself more grace in the areas I wanted to improve. I also learned to find gratitude and joy in my achievements, rather than just focusing on the negatives. This was important to me as I am about to become a first time father and I wanted to create healthy dynamics between work and family time. I knew my priorities were off, and in our sessions, Alyson helped me reaffirm them and put them in their proper place.

Although personal growth is a lifelong journey, working with Alyson as a coach has helped me find more happiness in who I am and what I have accomplished. She has also taught me healthy ways to push myself to be my best for the people who matter most to me.”

Joey L.

SDR Leader

“Alyson’s coaching helped me move from a professional slump/block into clarity about the career path I want to pursue”

Kara S.

Sr. Account Executive

“Alyson’s questions and tools, like the Saboteur exercise, helped me break through unproductive thought loops and focus on what really drives me.”

Danielle E.

Head of CS/Account Management

“Alyson gave me tools to approach challenges with more clarity and resilience.”

Jay M.

Renewals Manager

What You Can Expect

“Every Sunday night, there’s a revenue leader somewhere staring at their laptop, wondering if this is all there is. I’m here to tell you: there’s so much more.”

How I Help:

See patterns you can’t see when you’re in it

Call out blind spots with compassion

Celebrate wins you minimize

Hold space for both ambition and anxiety

Translate chaos into clarity and confidence

My Commitment:

I won’t give you a generic playbook. I won’t pretend to have all the answers. What I will do is create a space where you can be radically honest about where you are and strategically supported in getting where you want to be.

You don’t have to figure this out alone.

Ready to Transform Your Leadership?

Start with a Conversation No pressure, no pitch.
Just 30 minutes to explore what’s possible.