VIP DAYS WITH JEN
When you’re ready to bring your idea, vision,
or the next chapter of your legacy to life
Sometimes a vision requires a sacred space to birth it.
Your vision deserves more than just time and effort—it deserves a sacred space where you can see it fully, without distraction, and a trusted partner who recognizes your authority, leadership, and zone of genius.
VIP day with me are immersive, high-touch experiences designed to help you move through the blocks, gain clarity on your direction, and create a tangible plan for what’s next in your business, leadership, or life.
This is your opportunity to step into focused, dedicated time with me to make the shifts you’ve been craving—whether that’s refining your message, mapping out your next big idea, or aligning your work with your deeper purpose.
This is where clarity happens.
This is where you unlock momentum.
This is where you rewrite the stories holding you back, dive deep into your power, and claim your seat as the author of your narrative.
Sometimes, the next big step for your business, leadership, or life isn’t about doing more—it’s about seeing more clearly.
There are moments in leadership and business when you know something needs to shift. It’s not that you lack ideas on where to go next— you’ve got plenty.
In fact, there are so many swirling around in your head that you don’t know where to start. You’re carrying them all at once, unsure how to tie them together, prioritize, or align them with where you are right now.
Maybe you’re clear on your goals but feel stuck trying to translate them into action.
Maybe your messaging just doesn’t feel like it’s conveying the power of your work.
Maybe you’re navigating questions like:
What am I even doing, and what makes my work unique?
How do I communicate this in a way that resonates?
What’s holding me back from moving forward?
Or maybe you’ve hit a point where you need focused space to bring everything together—to move from “What’s next?” to “Let’s do this.”
Are you ready to connect the dots?
Who is this for?
This is for leaders, visionaries, and entrepreneurs who are ready to move from “I know what I want” to “Here’s how I’ll make it happen.”
If you are ready to:
✨ Map out the signature course that’s been on your heart.
✨Deliver the keynote that positions you as the thought leader you are.
✨ Design the retreat, write the book, or step into your next-level vision…
Then a VIP Day with me could be the perfect launchpad
This is for you if you are seeking a dedicated space where your ideas, vision, and goals are not only seen—but fully held and believed in.
A day dedicated to letting go of fears, doubts, and old stories—all the ways you’ve been blocking your next level.
A day of spaciousness, support, and CEO energy—where you leave with a clear, actionable plan to move forward.
It’s time to define, refine and align with your message and mission.
How VIP Days Work
This is not your average, dry strategy session.
This is a deep, luxurious, spacious, high-impact experience designed to move you from swirling ideas and emotional blocks to clarity, confidence, and aligned action in a setting where you are fully seen and held in your highest potentiality.
During your day, we’ll explore what’s calling you forward—refining your messaging, creating your next big vision, or addressing the internal patterns keeping you stuck.
This is not about rushing or cramming in strategies. It’s about creating the spaciousness to reconnect with your mission, refine your direction, and step fully into the next version of yourself.
No two VIP Days are the same. Each session is a completely customized experience designed to meet your unique goals, challenges, and vision. These days are tailored for deep dives into the areas where you’re ready to see transformation, clarity, and momentum.
Here are some of the breakthroughs and shifts we can create during a VIP Day together:
Refining Your Vision and Messaging
Get crystal clear on your mission, message, and next steps for creating impact.
Align your big ideas with actionable plans to bring them to life.
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Breaking Through the Blocks
Identify and shift the fears, doubts, or limiting beliefs keeping you stuck.
Break free from overworking, procrastination, or perfectionism that holds you back.
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Strengthening Leadership and Strategy
Step into next-level leadership by refining your offers, scaling with intention, or building aligned programs.
Create strategies for launching, selling, or running your business in a way that feels authentic and sustainable.
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Handling Conflict and Building Confidence
Develop the tools to navigate challenges with clients, team members, or peers with clarity and confidence.
Shift into self-trust and alignment, so you can lead from a grounded, centered place no matter what comes up.
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Designing Programs and Experiences
Build or refine your signature course, retreat, or program so it feels irresistible to your audience.
Strengthen client retention and create a structure that leads to transformative results.
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Beyond Business
Dive into personal growth areas like relationships, boundaries, communication, or self-care.
Reflect on wins, process transitions, and cultivate a mindset of resilience and possibility.
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Your VIP Day is a space for transformation.
You don’t have to choose just one thing—we’ll follow the threads of what’s calling for attention, connecting the dots between your big ideas, current challenges, and future vision. By the end of our time together, you’ll leave with clarity, confidence, and a clear plan to move forward.
This is the dedicated space you need to create serious shifts in your business, leadership, and life—all in just one extraordinary day.
How VIP Days differ from Coaching
VIP Days are considerably different than 1:1 coaching.
In 1:1 long-term mentoring work, we are slowly working a pattern, diving deep and then recalibrating, and applying it all in real time. This type of work is important for long-term growth and the sustainability of change.
In VIP Days, we are diving deep and recalibrating live, in the moment, and then moving onto the next piece. While it might take six month to a year to see all the pieces of a pattern in 1:1 work, these pieces can all be uncovered in a single VIP Day due to the nature of the experience. This allows us to do deep, meaningful, impactful awareness and integration work much quicker, all while we are creating big vision strategies, plans, or goals for the future.
Over the course of a full day together, we can often uncover and move patterns that can stay stuck for years in 1:1 work, simply due to the depth of the experience — and the luxury component allows us to do it all while soothing the nervous system with pleasure.
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
Pricing
In-Person Denver VIP Days
8 hours | $5555
An immersive day of coaching, strategy, and deep transformation. Hosted in Denver, these experiences are designed to create the space and clarity you need to step into your next level.
Includes:
✨ Pre-day questionnaire
✨ Brunch or Lunch, apps and celebratory toast to your vision and the work we’ve done
✨ 6 hours of in-person coaching, including curated experiences
✨ One week of follow-up coaching support to integrate and implement what we uncover.
Luxury In-Destination VIP Days are available for an additional $2,000.
Reach out to explore upcoming locations and secure your spot!
