COACHING & MENTORSHIP WITH JEN
What might be possible if you believed fully in the power of your voice and your ability to bring your vision to life?
Create the Sustainable Business, Life and Legacy You’re Meant to Lead Conflict
You look around and see things that could be different.
Not just different: better.
You have this deep, burning desire to be a part of that change, to shift the status quo, and to make a meaningful impact.
This 1:1 mentorship is for those who are not just here to run a business but to leave a mark on the world. To bring their vision to life and inspire others - not just with their work, but the way they are living their life and embodying the change they want to see.
This 1:1 mentorship is about more than strategies and tactics.
It’s about further embodying the leader you’re meant to be and deepening into your mission.
It’s about creating the change that truly matters to you, and having an impact that’s bigger than wildest dreams.
It’s about championing your life’s work— and creating a legacy that you can be proud of.
If you are ready to change the world… this is how we start.
Clarify your vision, own your message,
and fully step into your role as a force for change
Your business is important, yes—but it’s just one piece of the puzzle.
It’s your mission that drives everything you do, along with the vision you hold for the world and the impact you’re here to make. You want to create something that changes lives, shifts perspectives, and leaves a lasting impact on the world.
And while it’s so easy to get caught up in the everyday demands of running a business, the monthly income, the next launch… and many of us are guilty of doing exactly this…
We neglect the reason we got started in the first place.
We forget about the legacy we’re creating—the body of work that you’ll still be proud to have your name on decades from now.
Are you ready to reconnect with your deeper purpose?
Who’s this for?
This is for the bold ones.
The visionaries who feel a deep pull to build something bigger.
The thought leaders, entrepreneurs and coaches who are ready to step into their full power and create a business that truly reflect their deepest values—and impacts the world in profound ways.
Those done hiding, who can’t wait to have their work ripple out into the world in ways that
truly matter.
It’s for you if you’re done playing small — even if it looks like you’ve been playing big compared to those around you.
This is for you if you know deep in your bones that you’re meant for bigger, for more, and you’re ready to own it.
This is for you if you are seeking a dedicated space where all parts of you are not only seen,
but held, and believed in.
A space where your vision is nurtured.
Are you ready to own it all?
About This Mentorship…
This 1:1 mentorship is where you and I will journey together, expanding your business, crafting your most extraordinary life and amplifying the impact of your unique voice.
It’s about deepening fully into who you are as a leader, and creating a business and a legacy that reflects your true purpose—not the one you think you should have, but the one you're meant to build.
This isn’t just about business—it’s about how you hold yourself in all aspects of life. Together, we’ll create a space where your business supports not just your financial goals but also your personal growth and well-being.
I will hold you as you do the work to shift the things that get in your way whenever you try to step into the biggest version of yourself:
The doubts.
The fears.
The busywork.
The too-muchness.
The not-enoughness.
The wounds, strategies and agendas.
The inner critic.
The attachments.
Together, we’ll cultivate an environment that inspires creativity, fuels mission-driven service, and upholds the highest ethical standards. Our focus will be on building a business that is both sustainable and scalable, grounded in your core values and your distinctive approach to making a meaningful impact in the world.
We won’t just focus on strategies and goals.
We’ll dig into the core of your mission, your leadership, and your unique voice and come back to the big picture again and again: the grand vision for your programs, the writing, the speaking engagements, the retreats, the podcast, and any other significant projects that have been calling to you, but always get put on the backburner because of all the other things that need to be done.
This is a space where you get to be fully seen and fully supported as you rise into your next level of leadership.
I’m Jen Underwood, an emotional mastery and leadership coach who helps people lead with integrity and relate to themselves, others, and the world in healthy ways.
With a background in clinical counseling, a double Master’s degree, and an undergraduate degree in writing and cultural ethnic studies, coupled with over a decade of experience as an entrepreneur, professional coach, mentor, and facilitator of in-person events around the world, I am uniquely positioned to help visionary leaders like you create businesses and lives that surpass even your wildest dreams—businesses that reflect your deepest values and desires.
I work with men and women who want to better handle the challenges of being more aware and attuned leaders in today's world. I help my clients create boundaries, strengthen communication, develop and use their voice, heal attachment patterns, and grow resilience, confidence, and self-trust so they can thrive in their leadership—whether in work, relationships, parenthood, or personal life.
There was a time when I thought success meant doing more—more work, more effort, more sacrifice. But the more I pushed, the further I drifted from my true self. It wasn’t until I began to prioritize my emotional well-being, align with my core mission and reconnect with my true desires that everything began to change.
“Authenticity isn’t just a buzzword;
it’s the core of who you are and how you show up in the world.”
I believe in the power of living and leading from your most authentic self, and this belief guides everything I do. Being true to yourself means honoring your path, even when it looks different from everyone else’s.
In this mentorship, we’ll work together to strip away what no longer serves you, allowing you to step fully into your power. This is about more than just business—it’s about leading with heart, integrity, and unwavering confidence in your vision.
This container will give you the confidence that comes from knowing you can hold yourself through anything and everything that business and life throws at you with more trust, ease, and steadiness. We will approach growth at a pace that feels right for you, ensuring that your expansion is sustainable and aligned so that your business and your life work in harmony, and your impact is amplified.
We are not meant to do any of this alone—life or business.
Meet Your Coach
How Coaching with Jen Differs from Therapy?
While I hold a double Master’s degree in Clinical Psychology and Counseling, along with part of a PhD in Organizational Psychology, coaching with me is not the same as therapy. Although my background and years of experience on both sides of the therapy/coaching divide provides me with deep insight into emotional and mental well-being, this 1:1 mentorship goes beyond traditional therapeutic approaches.
While coaching with me offers many of the benefits of therapy, including:
Reframing negative beliefs and thoughts that disrupt your ability to regulate emotions and move forward with ease.
Processing and releasing the pain and emotions tied to past experiences.
Gaining awareness of subconscious blocks and patterns.
Shifting those blocks and patterns to create new behaviors in your life.
Adopting a fresh perspective and a new lens to view your life and opportunities.
What truly sets coaching apart—and what I love about the work I do—is the way it moves beyond healing and insight to focus on leadership, alignment, and action.
Here, we don’t just talk about what’s holding you back; we strategize the bold moves that will carry you forward. Together, we hold accountability—not just to your goals, but to the bigger vision of the life and legacy you want to create. You’ll gain practical, actionable strategies for your business or career, alongside emotional mastery tools to navigate the highs and lows.
Couching With Me Includes
Practical advice and guidance: I won't ever tell you what you should and shouldn't do, and there are some areas where it isn’t in integrity for me to give an opinion, but mainly, I work with people around creating momentum and expanding what's possible, and I will definitely offer direct consultation and advice on things if it's appropriate—always with a caveat that you can take it or leave it.
Accountability to your goals and your bigger vision: I will hold you to doing what you say you are going to do. Yes, I will also tell you it's okay to fall off the plan—but you better believe I'm going to steer you right back onto the path.
Business expertise and creative support: My coaching business has generated over 1.5 million dollars, and beyond that, I bring experience from a wide range of industries and roles—as an entrepreneur, employer, and employee. I’ve launched a successful, impactful certification that’s now in its third year, and multiple courses. I have an extensive background in sales, marketing, copywriting, and logistics, along with a wealth of knowledge gained from working in multiple fields throughout my career, and I am a highly skilled writer. I bring all of this to the table to give you serious momentum in any of your business projects, help you find your voice and talk about the things that your audience actually wants to hear from you.
This mentorship is a space where we combine deep emotional work with the practical tools to move forward. We focus not just on reflection but on creating sustainable growth in all areas of your life.
Therapy is often about healing from the past. Coaching with me is about stepping into the future— and the business, legacy, and life you’ve dreamed of.
What Clients Have Said…
Inner Trust and Awareness
"My work with Jen has taught me how to turn inward instead of looking outward for the answers, and to trust myself even deeper than I did before. I have truly uncovered some of the most beautiful insights about myself and I feel so powerful and regulated because of it. I’ve learned that we might not be able to control what happens to us but being able to objectively look at how we respond has made me feel more powerful than ever before."
—Ashley K.
Better Clarity and Boundaries
"I have many more tools at my disposal for helping overcome difficult situations. Rather than falling into a trauma response, I am able to drop into my body more easily and focus my curiosity on the discomfort to help me process what is going on in my world and why it happened. As a result, I have been able to gain better clarity around my business and establish more healthy boundaries around my work and in my home."
—Rob R.
Shifts in Life and Leadership
I have focused the majority of the last decade on my inner work and personal growth but Jen’s work has challenged me in all new ways that have been surprising and unexpected. Ultimately, I'm really grateful for the ways it's pushed the edges of my inner work comfort zone because it's shown a bright light on key areas I hadn't yet worked on that have created really powerful & positive shifts in my life and leadership."
—Haley R.
In the work I do, no two clients are the same—each person brings their unique challenges and desires.
But across the board, I’ve supported clients through a wide variety of obstacles and breakthroughs.
Here's a list of things I’ve helped clients achieve in long-term 1:1 containers, and what I can help you with too:
Sales & Launching Anxiety
Relax into your genius and sell from a place of authenticity and alignment, instead of panicking, freezing, or worrying you're doing it wrong.
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Building & Managing an Aligned Team that you Love
From hiring a fully aligned team to sustainable scaling, cash flow balance, and managing feedback or firing with ease.
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Staying in CEO Mode
Trusting and empowering your team to actually support you when perfectionism and anxiety and "I'll just do that myself" wants to take you out.
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Holding Your Vision
Stay connected to your big goals and thought leadership while managing the daily distractions and pressures of running a business.
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Breaking Overworking & Freezing Patterns
Break the cycle of feeling stuck, where you work constantly but never seem to get anything done, and crash into avoidance and numbing out (like watching a whole season of Love Is Blind while ignoring messages from your client and your team)
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Achieving Confidence in Handling Conflict
Move through the fear of conflict and struggles with client feedback or dissatisfaction, moving into the ability to handle any conflict, receive feedback with ease, and never having to avoid a client DM again because of
fear of what it might say.
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Self-Trust & Alignment
Build confidence in decision-making, trust your instincts, and move toward what’s truly aligned, even when it feels scary.
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Program Creation & Facilitation
Strengthen the safety and retention in your programs, creating powerful client experiences that lead to long-term success.
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Beyond business, we also dive into relationships, parenting, communication with family, and patterns that keep resurfacing. We talk about boundaries, celebrating wins, and grieving transitions, because all change—good or bad—requires reflection.
This is your space.
What I help With
1:1 Mentorship With Jen
Book an intensive below to start your journey with Jen:
If you’ve already worked with Jen in the past, reach out to discuss whether 1:1 mentorship is a fit
