Jessica Keeny Transformational Life Coach

When life feels upside down, regrets replay, fear takes over, and even the smallest decisions feel impossible. The weight of grief, change, or career discontent can leave you stuck, exhausted by staying where you are, yet second-guessing every move if you try to go forward.

I help women transform fear, loss, and self-doubt into fuel. Together, we quiet the noise, build trust in your choices, and create momentum that leads to confidence, freedom, and joy you never thought possible.

Does this sound familiar?

  • Life or loss has shaken you, and you’re ready for a new beginning.
  • You feel guilty or selfish for wanting change but fear what others will think.
  • You replay the past, overthink decisions, and agonize over making the “right” choice.
  • Regret feels heavy and constant.
  • You crave deeper meaning, purpose, and connection.

Your emotions aren't roadblocks. They're fuel. I know because I’ve lived it.

I was restless at work when everything changed. Within months, I lost my husband, my dad, and my stepfather, and soon after became an empty nester. Fear consumed me, and I didn’t know how to begin again—until I discovered coaching. Through that work, I learned how to quiet the doubts, trust my own choices, and take action without guarantees.

One decision at a time, I rebuilt a life filled with joy and unexpected opportunities.

Now I help women do the same—turning their hardest emotions into fuel, and their bravest choices into bold possibilities.

If you’ve been waiting for permission, here it is: begin today.

Let's begin

Confident choices and bold possibilities 

Three paths to explore

Private Coaching

Community Support

Workshops

Calming sunrise and beach

Private Coaching

This isn’t one-size-fits-all, it’s all about you and the transformative power of coaching.

In our coaching sessions, we’ll dive into what you value, what lights you up, and what’s getting in your way. Whether you're craving clarity, direction, or just space to breathe and sort things out, these sessions are completely tailored to your needs, your pace, and your version of wellbeing. Together, we’ll focus on where you want to go, and use your hardest emotions as fuel, so you can create a life you love.

Ready to take the next step?

Book a complimentary 30-minute connection call to and see if coaching is the right fit you. 

Let's connect

Community Support

Hope Forward: A Future-Focused Space for Women Who've Experienced Profound Loss

Hope Forward is a community for women who’ve experienced the profound loss of someone they love, whether a partner, child, parent, or close friend.

We honor what has been while giving ourselves permission to imagine what’s next. Our group stays lighthearted yet intentional, exploring purpose, meaning, and the confidence to try things we never thought possible. Together we rediscover joy in meaningful ways and begin shaping lives that are different, yet fully our own.

  • Honor your loss while opening to new possibilities
  • Explore what brings meaning and joy
  • Connect with women who truly understand
  • Take steps, big or small, toward a life that feels like yours again

Together, we carry hope forward.

Join us today

Workshops

You’re ready to challenge the status quo and create life-changing growth. These workshops are designed to help you move past overthinking, making fear-driven decisions, and goal-circling toward grounded perspective, steady self-assurance, and aligned action. By subscribing now, you’ll get early access, inspiring insights, and the chance to weigh in on the topics so the workshops reflect what truly matters to you.

Shape the workshops with me
Jessica Keeny - coach for loss and major life change; creating a love you love

The Power of Coaching

While I discovered coaching during a particularly turbulent time in my life, I believe the power of coaching lies in its ability to guide you toward a happier, more fulfilling, and more satisfying life—often in ways you never expected.

Whether you're looking to shift thoughts or habits that no longer serve you, navigate personal relationships, overcome dissatisfaction in your career, or simply elevate your life to the next level, I’ve got you. 

I invite you to a complimentary 30-minute session where we can explore meaningful possibilities for growth and transformation.

What clients are saying

Frequently Asked Questions

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Complimentary Connection Call

In our 30-minute session, we’ll explore what’s bringing you to coaching and what matters most to you right now—or what may be feeling particularly heavy. We’ll also talk about how ready and confident you feel in taking meaningful steps toward transformation and creating a life you truly love.

Book a call

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You're not stuck

Get the free worksheet women are using to stop spiraling in indecision, cut through the noise, and move forward with confidence. 

Feeling stuck, overwhelmed, or like you are in your own way?

Get your free self-coaching worksheet to help gently uncover what is holding you back - and how to start moving forward with focus and confidence.