22 Sept 2026
What No One Tells You About Becoming CEO. Don't Let the Smile Fool You EP36
Rising to CEO: Navigating Unexpected Paths, Building Teams from Scratch, and Staying True to Yourself
What happens when your career path suddenly shifts and you find yourself in the CEO seat – especially when you never set out to be one? In this episode, we dive into the real, unfiltered journey from deputy CEO to CEO at a fintech startup in Liberia. We get honest about career pivots, building a company from the ground up, and how network, reputation, and self-awareness play a bigger role than you might think.
You’ll hear about the tough moment of an unplanned exit, how the rug can be pulled from under you even when performance is strong, and what it really takes to bounce back and seize new opportunities. The conversation explores what it feels like to be the only woman in the room, dealing with the loneliness of leadership, and why managing your relationship with stakeholders is at least half the job – even if no one tells you that up front.
We talk about the balance between excitement and pressure, the double-edged sword of having something to prove, and how personal wellbeing and friendships are part of essential leadership infrastructure. You’ll also hear why bringing your full self to the top job matters, how to handle tough decisions (including hiring and firing), and the reality of stepping away from the big title.
By the end, you’ll have a sense of what’s often romanticized about being a CEO, what really matters when it comes to reputation and networks, and why failing or being asked to step down doesn’t define you – your integrity and willingness to start again do.
Chapters
00:00 Starting the journey: Moving from Deputy CEO to CEO
05:29 Making the decision: Proving yourself and weighing the opportunity
10:31 Bringing your whole self to leadership and lessons from working closely together
15:14 Learning to trust your gut and making decisions as a first-time CEO
17:17 Building from scratch: Hiring, setting up systems, and the challenges of startup life
20:19 Realizations after launch: Owning the role and the shift in responsibilities
24:34 Stakeholder management: The invisible workload of every CEO
26:45 When alignment breaks down: Handling disagreements and exit
28:28 Openness with employees: Finding the right balance between honesty and caution
34:12 Being a woman CEO: Navigating tech, respect, and boundaries
38:15 Lessons learned: Would you be a CEO again, and what would you do differently?
41:11 New understanding of the CEO perspective after doing the job yourself
43:07 Advice for women close to the CEO seat: What not to romanticize and how to prepare
45:28 The importance of networks, reputation, and integrity in career resilience
If you’re curious about what the CEO job is really like—not just the title and the perks, but the weight, the hard decisions, and the chance for impact—this episode is for you. Let’s cut through the glamour, focus on what matters, and keep smiling along the way. Listen now.
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