Reframe Leadership. Rethink Performance. Rediscover Curiosity.
The Curious Leader Workshop
A transformative, in-house experience led by Jon Bassford, Fractional COO & Founder of Lateral Solutions.
Curiosity isn’t a soft skill. It’s a growth strategy.
In a time when markets shift fast and complexity is the norm, most leadership teams are stuck doing more of the same — even when it’s not working. Why? Because they lack clarity, alignment, and the courage to ask different questions.
The Curious Leader Workshop helps your team stop reacting and start transforming.
Led by operations expert and strategist Jon Bassford, this 3-hour experience equips executives and teams to lead with curiosity — turning uncertainty into strategy, inefficiencies into opportunities, and misalignment into momentum.
This isn’t a course to enroll in. It’s a powerful, facilitated session Jon brings directly to leadership teams inside growth-minded companies.
Who is this for?
This workshop is built for:
Executive teams navigating growth, change, or misalignment.
Managers who need to collaborate better and think more strategically.
Companies ready to improve decision-making, culture, and execution without another overbuilt strategy deck.
If you lead a team that’s capable of more but can’t seem to break through, this experience is for you.
Why curiosity?
Because the best leaders don’t have all the answers — they ask better questions.
And the best organizations aren’t afraid to challenge assumptions, reframe failure, and lead change from the inside out.
Curiosity:
- Uncovers inefficiencies no one wants to talk about.
- Sparks innovation in teams that feel stuck.
- Aligns leaders around shared goals and clear decisions.
- Builds cultures where feedback, agility, and trust are the norm.
This workshop helps you make curiosity your operating system — not just a value on the wall.
What your team will experience
We offer 90 to 180 minute workshops, Jon facilitates a dynamic and challenging session that includes:
A practical, easy-to-use model for embedding curiosity into leadership thinking and operational practices.
Exercises like the Innovation Race and the 20-Question Introduction that unlock how your team approaches ambiguity and change.
Learn how to turn problems into possibilities with strategic questioning.
Each participant leaves with clarity on how they’ll lead differently starting tomorrow.
This isn’t just team-building. It’s team elevating.
The outcomes are real
After this workshop, your leaders will:
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See failure as feedback, not fear.
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Align faster around strategy and decisions.
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Solve problems collaboratively instead of in silos.
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Create an action plan grounded in purpose and curiosity.
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Walk away inspired to lead and equipped to execute.
It’s the momentum shift you’ve been waiting for — without adding complexity.
Want to bring this into your organization?
The Curious Leader Workshop is delivered directly to companies by Jon Bassford. Sessions are available in person or virtually, and can be customized for leadership retreats, strategy sessions, or culture resets.
Whether you’re leading a small team or a mid-sized org, Jon will tailor the experience to your goals and growth challenges.
About Jon Bassford
Jon is a Fractional COO and founder of Lateral Solutions, a consulting firm that helps businesses grow through operational clarity. He’s worked with dozens of leadership teams to increase revenue, cut waste, and lead lasting cultural change. He’s also the author of The Curious Leader and a TEDx speaker on innovation, curiosity, and operational growth.
His superpower? Helping teams ask the right questions — so they can stop guessing and start executing.
Frequently Asked Questions
Is this a public workshop we can sign up for?
No. This is a private, facilitated experience Jon delivers directly to companies. You don’t register — you bring him in to lead your team.
How long is it?
The full workshop runs approximately 3 hours. It can be scheduled as a half-day offsite, strategy kickoff, or culture reset session.
How many people can participate?
Ideal for groups of 5–25, but can be adjusted for larger executive teams or split across departments.
What’s the format?
It can be delivered in person or virtually, with strategic exercises, guided discussion, and customized reflection.
What’s next after the workshop?
You’ll receive a summary and optional follow-up recommendations. Many teams continue working with Jon through his operational audits or Fractional COO consulting.
Let’s Talk
If you’re serious about leading differently, the first step is a conversation.
No slides. No sales pitch. Just a chance to explore if this is the right time — and the right shift — for your leadership team.
to learn more about bringing The Curious Leader Workshop into your organization.
At the heart of our work lies a passion for empowering businesses to scale efficiently and thrive in today’s competitive landscape.