Unstuck:
Redesign Your Life in 28 Days
Unstuck: Redesign Your Life in 28 Days is an intensive coaching program, blending cohort learning with individual sessions, designed and led by Jennifer Kamara. Drawing from her experience coaching hundreds of CEOs, founders, and leaders at Stanford, Harvard, a16z, Hampton, Comcast, Cruise, and top startups, Jennifer will guide you through proven life design frameworks to help you break free from stagnation, find clarity, and realign your life with purpose.
Instructor: Jennifer Kamara
Price: $2499
Cohort size: 8 (max)
Next available cohort: March 2025
“For every new client I coach, there are 10 people I need to turn away. I created the Unstuck program to help more people realign with their values and design the life they desire and deserve. This program distills my years of experience into a structured, actionable format that empowers individuals to take control of their lives and make meaningful changes.”
Testimonials
Jen expertly led our group sessions with the perfect blend of support and challenge. The pre-work exercises helped me to extract the things that are most important to me then the coaching and breakout sessions helped me really connect with my values and to see how I could make decisions and design the year ahead around those. Having Jen facilitate and guide the sessions was hugely valuable and the group she curated made it all the better.
Noel Andrews, CEO
Jen’s Unstuck program has been nothing short of transformative for me. As someone who has spent years in high-growth entrepreneurship and consulting, I approached this course with a mix of curiosity and scepticism—but it quickly became clear that Jen brings an extraordinary depth of insight and structure to life design. The combination of expertly crafted frameworks, deeply reflective exercises, and her incisive coaching helped me unlock clarity on what truly energises me and where I should be focusing my time. The Energy & Flow Audit was a game-changer. It provided a tangible way to assess how different engagements either fuel or drain me, and it’s had a direct impact on how I structure my weeks. The Fulfilment Assessment was equally powerful, shining a light on areas of my life that needed attention—particularly in my marriage and friendships. By taking small, deliberate actions based on these insights, I’ve already seen meaningful improvements in my relationships and overall sense of fulfilment. Beyond Jen’s expertise, the cohort experience was invaluable. Being surrounded by a small group of driven, like-minded individuals created a rare mix of accountability, inspiration, and support. Seeing others apply the frameworks in real time and make tangible progress reinforced just how powerful this process can be. What sets Jen apart from other coaches is not just her sharp thinking and structured approach, but her ability to create real breakthroughs in a short time. She goes beyond surface-level advice and helps you design a life that truly aligns with your values and aspirations. If you’re feeling stuck—whether in your career, relationships, or broader life direction—this program is a no-brainer.
Jordan Schlipf, CEO
Working with Jennifer has been a game-changer. She blends life design with personal growth, making significant impacts professionally and personally. Her approach is not just about achieving goals but finding balance and fulfillment. Jennifer's guidance is practical, transformative, and deeply insightful, making her an invaluable partner in navigating life's challenges. I found her coaching and courses tangible leaving with practical to dos I could action immediately. I highly recommend her to any leader looking to elevate their life.
Roy Morejon, CEO
This course came at the perfect time for me. I’ve been feeling like I’m at a bit of a crossroads—having built so much freedom into my work and personal life, but unsure how to fully align it with what truly matters to me. What stood out the most was how the course gave me space to deeply reflect on my values—authenticity, creativity, and positivity—and how those can guide the way I live and work. Jenn has an incredible ability to help you move beyond surface-level challenges and uncover what’s really holding you back. Her thoughtful questions and guidance led me to insights I wouldn’t have reached on my own. She creates a safe, supportive environment where real growth feels possible. Connecting with the other entrepreneurs in the course was another highlight. Hearing their stories and seeing how they were navigating similar challenges in their own unique ways was incredibly inspiring. It reminded me that I’m not alone in figuring this out, and there’s so much value in sharing this kind of space with like-minded people. The course also pushed me to take an honest look at where I’ve been out of alignment—like taking on work I don’t love just for the paycheck or spending time with people who don’t bring out the best in me. I feel like I’ve come away with a clearer sense of who I am, what I want, and how to live more intentionally moving forward.
Dimitry Galamiyev, CEO
Results
Break the Cycle: Move from stuck to thriving in work and life.
Unlock Your Best Self: Step into the most empowered, authentic version of you.
Live by Design: Build a life of purpose and intentionality.
Quality Time: Create space for loved ones and life’s important moments.
Secure Relationships: Strengthen and deepen your connections.
Feel Grounded: Gain security in your career, relationships, and impact.
Achieve with Clarity: Create a personalized system to hit your goals.
Build Lasting Confidence: Overcome fears and break unhelpful patterns.
What’s Included
2 interactive group sessions (4h total)
3 individual sessions (1.5h total)
6 self-discovery workbooks
Private community of peers
Direct access to your instructor
Guided feedback & reflection
Program Outline
Week 1: Self-discovery
Individual pre-work
Fulfillment workbook
Values workbook
Energy and flow audit workbook
Week 2: Designing You
Group session (2h)
Fulfillment exercise
Design for physical health (sleep, movement, nutrition)
Design for emotional health (your relationship with yourself)
— 15 min break —
Design for productivity (drive and peak performance)
Design for fun & play (rest like an athlete)
Design for surroundings (where and how you live)
Week 3: Self-discovery & Peer Connection
Individual pre-work
WorkView, LifeView workbook
Ideating workbook
Peer session (30 min)
Check in with a cohort member on progress, adjustments, commitment to change, accountability
Week 4: Designing Your World
Group session (2h)
Design for career/business (what are you investing your time in)
— 15 minute break —
Design for your relationships (family, friends, colleagues)
The next chapter (put it all together, group presentation)
Week 5: Design Accountability
Individual session with Instructor (30 min)
Redesign check-in, adjustments, commitment to change
Week 6: Peer Connection
Peer session (30 min)
Check in with a cohort member on progress, adjustments, commitment to change, accountability
Meet Your Instructor
My name is Jennifer Kamara.
I partner with founders, CEOs, and executives to design businesses and lives that align with their values and highest potential. Together, we build the confidence and clarity they need to step into a vision of success that once felt beyond their reach. Over the years, I’ve coached hundreds of leaders across tech, Fortune 500 companies, consulting, venture capital, private equity, and finance. My current partners include Andreessen Horowitz, the Hampton founder community, and Series A+ startups.
My approach blends business frameworks with Stanford Design Thinking and Conscious Leadership. Through 1:1 coaching, immersive workshops, and transformative retreats, I guide my clients to take bold, purpose-driven actions that elevate their business and life design.
Born to a Ukrainian mother and a Sierra Leonean father, I’ve navigated a multicultural upbringing and faced adversity early on. At age 7, I survived the civil war in Sierra Leone, depicted in the film Blood Diamond, and by 16, I earned a scholarship to study in the U.S. My journey took me from chemical engineering at WPI to cancer research at Novartis. But it was through building a clinic for 25,000 people in Sierra Leone, backed by the Gates Foundation, that I discovered my passion for entrepreneurship and meaningful impact.
My experiences in tech startups, along with an MBA from Stanford, an MPA from Harvard, and certifications in professional coaching, have shaped my life design practice. Today, I find deep purpose in empowering others to lead impactful, purpose-filled, and well-designed lives.
