About Us
We Guide Leaders Through High-Stakes Moments
High Stakes Transitions was founded on a single belief: that the most significant crossroads in a leader's life deserve more than generic advice. We exist to be the trusted partner you turn to when the decision truly matters — when the path forward is unclear, but standing still is not an option.
Our coaches are certified practitioners with deep real-world experience. We don't just coach from theory — we have sat in the seat, made the hard calls, and rebuilt. We bring that lived wisdom into every engagement.
Radical Courage
We believe real change starts where comfort ends. We help you step boldly into the unknown.
Purposeful Action
Every strategy we co-create is grounded in your values, strengths, and the life you actually want.
Deep Partnership
We walk alongside you — not ahead of you. Your wins are our wins, your breakthroughs are what drive us.
Meet the Team
Coaches Who Have Walked the Edge
Dr. Rotimi A. Owoade
Founder & CEO, Executive Transition Coach
Dr. Rotimi A. Owoade is a strategic executive, scholar-practitioner, and leadership transition coach with over 20 years of experience spanning corporate banking, entrepreneurship, and organizational strategy. He is the Founder and CEO of Charis & Grit Inc. — a consulting and coaching firm dedicated to helping professionals navigate high-stakes career transitions with clarity, confidence, and renewed purpose.
Drawing on a rare combination of executive experience, doctoral research, and faith-integrated wisdom, Dr. Owoade helps high-achieving professionals address the dimension of career transition that most coaches and career books ignore: the identity shift underneath. Whether someone is moving into a better role, making the leap from employment to self-employment, or stepping into retirement, he provides the psychological and strategic framework to make that shift without losing themselves in the process.
His flagship book, Mastering High-Stakes Transitions, integrates Scripture, neuroscience, and management theory into a proven framework for rebuilding identity, restoring clarity, and reconnecting purpose during the seasons that matter most. He works with clients through 1-on-1 coaching, group programs, and speaking engagements.
Founder & CEO, Charis & Grit Inc. | 20+ Years Executive Experience
Dr. Rotimi A. Owoade
Founder & CEO, Executive Transition Coach
Merveille Madianga
Sales Manager & Client Experience Lead
Results-driven Sales Manager with a proven track record of driving revenue growth, building high-performing teams, and delivering exceptional client experiences across multiple industries. Currently leading sales operations at TWO MEN AND A TRUCK®, overseeing the full customer lifecycle—from initial consultation and pricing to service execution—consistently achieving a 45% conversion rate through tailored, client-focused solutions.
Known for combining strong leadership with strategic thinking, successfully trained and mentored sales teams to exceed performance targets while fostering a culture of accountability, collaboration, and excellence. Rooted in understanding client needs, optimizing processes, and leveraging data-driven insights to continuously improve sales performance.
With a diverse background spanning education, retail, logistics, and service-based sales, Merveille brings a well-rounded perspective to every interaction — consistently ranking as a top performer whether managing high-volume pipelines, closing complex deals, or building lasting client relationships that drive repeat business.
Sales Manager | TWO MEN AND A TRUCK® | Multi-Industry Leader
Merveille Madianga
Sales Manager & Client Experience Lead