JWLeadership Coaching

better is possible.

Executive coaching for leaders at the moments that test them.

I work with directors, VPs and executives who are stepping into bigger roles, leading teams through change, or trying to lead the way they believe in when the pressure says otherwise.

What we work on

Three places leaders get stuck, and where coaching helps most.

Authentic leadership

Leading in a way that fits who you are, not a copy of the leaders you were handed. We work on the values behind your decisions and how to hold them when it costs something.

For you if the role is working but it doesn't feel like yours.

High-stakes transitions

A promotion, a restructure, a new team, a leader who suddenly isn't there. The first months set the tone, and most leaders go through them without a thinking partner.

For you if you've just been handed more than you expected.

Self-awareness under pressure

Seeing your own patterns while you're in them. How you react when things go sideways shapes your team's trust more than any plan you write.

For you if your team sees a different leader on hard days.

About Jen

I became a coach because of the support I never had.

When I first stepped into leadership, I wanted real guidance and couldn't find it. I learned mostly by watching leaders do it the wrong way. When I asked why a change was happening, the answer was usually the next fire to put out.

I've spent more than 15 years in Alberta financial services and insurance, starting as a broker and growing into senior leadership. Along the way I took high-turnover teams and rebuilt them into steady, process-driven teams with a culture people wanted to stay for. Sometimes that meant refining the system. Most of all, it meant helping people understand why their work mattered.

Before any of that, I managed my own career as a touring musician. It taught me that you build the thing yourself, and that nothing changes until someone changes it.

Give people something to believe in, tell them the truth, and connect today's work to where you're going.

How it works

A six-month partnership, built around your real work.

  1. Discovery call

    A conversation about where you are, what's getting in the way, and whether we're a good fit. No pitch.

  2. Set the direction

    We agree on what you want to be different in six months and how we'll both know it's working.

  3. Coach through it

    One-hour sessions every two weeks, applied to what's actually on your desk between them.

Engagements run a minimum of six months. That's long enough to change habits, not just talk about them.

In their words

What leaders say after working together.

As I stepped into a new executive leadership role, I wasn’t looking for someone to tell me what to do. I was looking for someone who could help me create the space to think more clearly, challenge my assumptions, and become more intentional about the leader I want to be. Rather than offering answers, she helped me uncover my own, giving me greater clarity, confidence, and direction.
Diane HorsfieldFLORA Insurance
The impact of Jen’s coaching was particularly evident when I was preparing for a conversation with my manager about significant changes to my portfolio. Prior to coaching, I may have approached that discussion with defensiveness or resistance. Instead, Jen helped me shift my mindset, allowing me to enter the meeting with openness, curiosity, and confidence.
Sarah TopilkoAlberta Health Services
After working with Jen for a couple of years, I experienced a freedom in myself that grew into confidence in my abilities.
Samantha BoechlerSenior Trainer, Trufla Technology
I experienced what it felt like to be valued and honored. I felt a level of encouragement and confidence growing in me allowing me to step into discomfort because someone was there to support me.
Shay McCallumInsurance brokerage owner
Jen Weigel

Jen WeigelCertified Executive Coach

Let's talk about what's next for you.

A discovery call is the easiest place to start. If you'd rather reach out first, email me directly.

Book a discovery call