Great leaders
see more choices.

About jenn

I'm Jenn Cloutier, a strategic advisor, executive coach, and leadership speaker.

My work brings together more than 20 years inside a Fortune 100 company and a belief that has shaped my own life: we have choices in how we respond, how we relate, and what we do next.

In my early twenties, I was struggling in college and in relationships. I felt stuck, and I couldn't see how to change things.

Then a dean looked at my transcript and asked, “What happened to you?” That question gave me room to look at my life differently. A philosophy professor introduced me to Epictetus and the idea of focusing on what I could control.

I began to see choices I hadn't recognized before. I finished my degree while working full time and built a career that would have been hard to imagine from where I started.

That experience still shapes the way I coach. When you're in the middle of something difficult, another perspective can help you see a way forward.

where it began

I had to see
another way forward.

Over more than two decades in a Fortune 100 financial services company, I grew from communications roles into executive leadership, working across enterprise strategy, transformation, and complex operations.

I led through competing priorities, difficult decisions, and the pressure to deliver. As an executive, I governed a $300M+ transformation portfolio that delivered $198M+ in run-rate value.

Across that work, I saw how a leader's choices affected everyone around them. How they communicated, involved people, and followed through influenced whether a strategy became part of the way the business worked.

That is the experience I bring into the room today.

corporate experience

Lasting transformation
starts with people.

$198M+

Run-rate value delivered by the portfolio.

$300M+

Transformation investment portfolio governed.

20+

Years inside a Fortune 100 organization.

I work with executives, business owners, and teams navigating decisions, change, and what comes next.

We look at the challenge in front of you and what you're bringing to it: your assumptions, expectations, experience, and the ways you've learned to lead. As you see more choices, you can decide how you want to show up and put that choice into practice.

I created The LEAD Framework™ to give that work a practical structure: Look In, Express, Amplify, and Drive. It connects who you are with how you communicate, relate, and lead.

Through LEAD By Choice™ coaching, advisory, workshops, and talks, I help leaders move from operating by default to leading deliberately.

the work i do now

Leadership is
an inside job.

My background spans enterprise transformation, business operations, strategic execution, leadership communications, and human capital.

Alongside that experience, my coach training supports the space we create to reflect, question assumptions, and work toward the changes you want to make.

EXPERIENCE & CREDENTIALS

Business experience.
A coach's perspective.

ICF Associate Certified Coach (ACC)

iPEC Certified Professional Coach (CPC)

Energy Leadership Index Master Practitioner (ELI-MP)

Life outside work matters to me, too. A few things that make it feel like mine.

a few more things

The person
behind the work.

chocolate & rose, the perfect combo

my beagle, Always with me

happiest by the beach, dressed in all linen

Getaways, golden lattes, coco chanel parfum, self care, and chapstick, are my go-to classics

- jennifer L., senior leader

what people say

She creates space for the kind of honest conversation most people avoid. Working with Jenn means being seen — really seen — and leaving with more clarity than you walked in with.

"Jenn is genuine, relatable, and has had significant positive impacts on my personal and professional life."

- cori s., service leader

what people say

She met and exceeded my expectations!

Jenn offered a safe space so I could process my self-limiting beliefs.

Tell me what you're facing, what matters to you, and where you'd like to go.

Let's talk about
what you're ready to change.

To bold moves,
Jenn