I recently spoke with someone who introduced themselves as a startup and innovation coach. Naturally, I was curious about their experience. So I asked whether they had ever worked in a startup or been involved in building something from scratch.
His answer? âNo, not really. I prefer established environments with structure and clear processes.â
That conversation stuck with me. I think back to all the startup coaches Iâve met whoâve never started anything. Or angel investors whoâve never led a founding team, built a product, or made payroll at 1am.
How can you guide someone if youâve never felt the weight they carry?
It made me realize how often we see people coaching or leading in environments theyâve never truly experienced themselves.
Leadership is not one-size-fits-all
We often treat leadership as a transferable skillâsomething you can apply the same way, regardless of the context. But thatâs simply not true. Leadership is highly contextual. Each phase of a business demands a different mindset, skill set, and energy level.
Some leaders are igniters â they thrive in chaos, see opportunity in uncertainty, and build from scratch.
Others are scalers â theyâre excellent at managing fast growth, building structure, and optimizing for performance.
Then there are the stabilizers â they keep mature businesses running smoothly, improve efficiency, and manage risk.
And finally, there are revivers â theyâre at their best during downturns, navigating decline or relaunching businesses from scratch.
Each of these roles is critical. But very few people excel in more than one.
Misalignment creates friction
Problems arise when leaders end up in the wrong phase of the business lifecycle. Imagine placing a visionary startup founder into a highly regulated, process-driven corporate environment. Or assigning an operational stabilizer to a chaotic, early-stage venture. In both cases, the leader might be competentâbut completely misaligned with what the organization actually needs.
This misalignment leads to:
Slow decisions
Frustrated teams
Lack of momentum
Declining trust in leadership
It's like asking a sprinter to run a marathonâor worse, to walk it. Wrong pace, wrong terrain, wrong outcome.
Real leadership requires lived experience
Iâve met many startup coaches and innovation consultants who have never actually built or led anything themselves. Iâve seen angel investors give strategic advice based on theory rather than practiceânever having built or scaled a team or made high-stakes decisions with incomplete data.
Thereâs a fundamental question here: How do you guide someone through something youâve never experienced?
Leadership without experience lacks the texture, humility, and credibility needed to truly connect with and support others. You can read all the frameworks in the worldâbut without having felt the weight of decisions yourself, it remains abstract.
Whatâs your sweet spot?
Instead of chasing every leadership opportunity, ask yourself a few grounding questions:
When do I feel most in flow?
What type of challenges energize me rather than drain me?
In which environments do I perform bestâearly chaos, fast growth, steady optimization, or turbulent decline?
Knowing your leadership sweet spot helps you:
Choose the right roles and environments
Avoid unnecessary burnout
Build teams that complement your gaps
Create real impactâwhere your skills naturally shine
Build a band, not a hero culture
The best organizations donât rely on one superhero leader to handle everything. They build leadership bandsâteams where different people lead at different times, depending on the phase and challenge.
Just like in a jazz band, every role matters:
Some lead with bold improvisation
Others hold the rhythm
And some bring harmony and cohesion
You need them all. And you need to know when to pass the solo.
Final Thought
Leadership isnât about doing it all. Itâs about knowing where you lead bestâand having the self-awareness to step up when itâs your time, or step back when itâs not.
If youâre coaching, investing, or advisingâask yourself: Am I speaking from experience, or just theory? And am I aligned with the phase where I can create the most value?
That clarity could be the difference between impact and irrelevance.
P.S: Follow for more ideas
I regularly write about innovation, business models in my blog, and real solutions to real problems. If you're working on a platform idea or looking for structured feedback, feel free to reach out.
You can book me for workshops, keynotes, or one-on-one sparring â or just follow along via my newsletter



