A different kind of …
Executive Coaching
This isn’t about fixing what’s ‘broken’. It’s about remembering who you are, why you're here, and how to show up Powerfully Present as that person in your life and your work again.
What if the version of you the world needs … is the real one?
What do Tim Ferriss, Mel Robbins, and Alex Hormozi have in common? They’ve all realized that to be at the top of your game, you have to invest in yourself.
If you’re navigating a transition, building a new chapter or simply craving a way to lead that feels more aligned - you’re not alone.
That’s where I come in. I’m part trail guide, part strategist, and part trusted sounding board. Together, we’ll get clear on what matters most, define the next chapter of your leadership, and build a strategic plan that actually fits you.
We’ll hike through the hard stuff, challenge what’s no longer serving you, and unlock the kind of clarity that never comes from starting at another screen.
You don’t need to hustle harder.
You need a map — and someone who’s walked this trail before.
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![Isabel Thompson]()
”Jessica is an expert in identifying your ‘magic sauce’”
“Jessica helped coach me through my goals and ambitions, identifying the best next step for my career, ideating ideas, and manifesting the best decision for me, my career, and my family. Jessica is a true professional, coach, and expert in identifying your ‘magic sauce’ to help you land your next best role or to create a new path you may not have imagined for yourself. I would highly recommend Jessica as a career coach to anyone looking for guidance and support whether a career pivot is planned or unplanned.”
Isabel Thompson, Senior Manager, Experience Strategy + Design, Nike
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![Zane Sterling]()
“She understood my vision and goals.”
“Working with Jessica to craft my business strategy for Build Your Legacy Life was a surprisingly enjoyable experience. Jessica quickly set herself apart with consistent follow-through and valuable insights. From meaningful trail conversations to focused office strategy sessions, she truly understood my vision and goals. If you're looking for a business consultant who leads with authenticity, integrity, and a client-first mindset, Jessica should be on your team.”
Dr. Zane Sterling, Build Your Legacy Life
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![Eric Carr]()
“Captured the attention of hiring managers”
“I feel very fortunate to have had the opportunity to work with Jess as a coach and advocate on my career journey. Jess was instrumental in helping to shape my resume into an effective story that captured the attention of hiring managers. She was extremely knowledgeable around recruiting, the evolving interview process, and getting the other side of the table to meet my needs. Without Jess’ coaching, I would have struggled to reach the heights that I have. She should be everyone’s first phone call when they find themself striving to do more in their career.”
Eric Carr, Procurement Technology Manager
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![Jessica Engeman]()
“Generated more revenue doing the things I love.”
“Jessica DeAngelo’s business savvy impressed me from the get-go as I was making the transition to starting my own company. By tightening up my niche, I was able to build a more targeted brand and leverage my natural motivation in a way that generated more revenue doing the things I love.”
Jessica Engeman, Principal, Continuum Preservation
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![Rieko Yamanaka]()
“Revenue has increased 300%!”
“Before working with Jessica, I struggled with pricing and had a hard time getting my design studio off the ground. Jessica’s nurturing presence and deep listening helped me open my mind and heart to embrace the value of my offerings. Since then my revenue per project has increased 300%! I’m so grateful for Jessica and her ability to bring the heart into business strategy.”
Rieko Yamanaka, Web Designer & Brand Strategist
Get ready to hit the trails to unlock clarity.
As your guide, I’ll help you…
Discover authenticity through nature. This approach is backed by science to unlock you brain and reveal what really matters.
Become Fearless. Your goals should scare you a little bit, if they don’t, they’re not big enough.
Develop Radical Self Awareness to understand yourself at a deeper level. See how others experience you. That’s where real leadership begins.
Cultivate Powerful Presence to learn to show up as your authentic self - in life and work.
Create a strategy that’s actually yours. Together, we’ll craft a vision and path forward that reflects who you truly are - and who you are becoming.
VIP Half-Day Workshop
We begin with a full-day intensive in Boise, on the trail. This is where we dig deep. By being in nature, in movement and unplugged, we will access a part of your brain that needs to be heard. You’ll share what’s working, what’s not, and what your next chapter looks like at its best. I’ll guide the conversation, connect the dots, and start mapping your trail forward.
Our Journey Together
Strategic Vision & Action Plan
Based on our trail session, we’ll create a custom strategy — including your top three goals, what’s standing in your way and map out exactly how we’re going to get you there. We’ll also reframe the fear or pattern that’s been keeping you stuck, so you can move forward with clarity and confidence.
Accountability Coaching
We meet twice a month to track your progress, make adjustments, and stay aligned with your bigger vision. You’ll also have Voxer access between sessions, so when things get real (and they will), you’re not alone on the trail.
Between sessions, you'll practice the HIKE method on your own — applying what we’ve uncovered and building the habit of clarity in motion.
This is for you if …
You’re an entrepreneur or executive ready to grow, pivot, or reignite your sparkle.
You have big goals but struggle to turn them into clear, focused action.
You’re ready to face your fears and move through what’s been holding you back.
You value collaboration, candor, and strategic thinking.
You know you’re capable of more — you just need a guide to help you get there
This is NOT for you if …
You want someone else to give you all the answers.
You’re just starting your business or leadership role and still figuring out the basics.
You’re not ready to invest in yourself or show up for the process.
You’re seeking a quick fix or instant success
You prefer self-paced learning or online courses over real-time, personalized coaching.
Executive & Entrepreneur Coaching Packages
Trailhead: 3-Month Coaching Package
Full Day VIP Workshop – Guided hike + strategy session offered in in Boise, Idaho (travel to you available by request)
180 Day Strategic Vision + Action Plan - Built around your goals, leadership style and next chapter
2x Monthly Accountability Sessions (virtual or in person)
Voxer Access for support between sessions
Summit: 6-Month Coaching Package
Full Day VIP Workshop – Guided hike + strategy session offered in in Boise, Idaho (travel to you available by request)
180 Day Strategic Vision + Action Plan - Built around your goals, leadership style and next chapter
2x Monthly Accountability Sessions (virtual or in person)
Voxer Access for support between sessions
Frequently Asked Questions
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I do! This is an incredible option for leadership teams to learn to work well together. The format may look different. Please set up a discovery call to share with me your unique needs.
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I’m open to traveling to select cities. Just bring it up during our discovery call.
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You don’t need to be an experienced hiker or ultra-fit to do this work. We walk. We talk. We find a trail that works for your pace and your process. It’s not about mileage — it’s about clarity in motion.
Your authenticity is your greatest asset. Let’s unlock who you truly are for the world to see.
Start by booking a discovery call with me.