The Curious Leader Workshop
Lead with Curiosity. Transform with Confidence.
A private, team-changing experience delivered by Jon Bassford of Lateral Solutions.
To Lead the Change That’s Waiting to Happen
What if the greatest untapped resource in your organization isn’t capital, talent, or technology — but curiosity?
In an age of constant disruption, business leaders who succeed aren’t necessarily the ones with all the answers — they’re the ones asking better questions. The Curious Leader Workshop is a hands-on, executive-level experience that shows your team how to transform culture, sharpen operations, and spark innovation — all by unlocking the power of curiosity.
Led by operational strategist Jon Bassford, this powerful session isn’t theory — it’s a bold, actionable reset for how your leaders think, solve problems, and lead.
Want to build a team that doesn’t just survive change, but drives it? Then it’s time to speak with Jon.
Looking for a different format? Jon also delivers inspiring keynote talks to spark change and motivate your audience.
Your Team Is Capable of More — They Just Need a New Lens
Let’s be honest: most leaders know their team has more potential than they’re currently tapping into.
But between firefighting, shifting goals, and outdated systems, it’s hard to find the space for true transformation. Many companies double down on sales or marketing, hoping it’ll spark something new. It rarely does. What’s missing isn’t effort. It’s clarity. It’s alignment. It’s the courage to question how things are done — and what else is possible.
This is where curiosity becomes a strategy, not just a soft skill. When your leadership starts leading with inquiry instead of assumption, everything changes: conversations deepen, blind spots shrink, and creative problem-solving becomes second nature.
Jon created this workshop to meet leaders where they are — busy, talented, and ready to do things differently.
What Happens When Leaders Get Curious?
When curiosity becomes a core leadership capability, the entire organization shifts.
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You get faster decisions because leadership finally aligns around how they think and where they’re headed.
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Teams become more engaged because they feel seen, heard, and encouraged to speak up.
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You spot hidden inefficiencies and untapped growth opportunities buried in plain sight.
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Failure stops being a fear — and becomes fuel for innovation.
The Curious Leader Workshop helps executives and teams build the operational mindset and emotional resilience to thrive in complexity. It’s part psychology, part strategy, all transformation.
And the best part? The impact starts the moment the session ends — with a clear action plan and team-wide momentum.
What Your Organization Gets from the Curious Leader Workshop
This isn’t your typical leadership training. It’s a fully immersive learning experience designed to shift behavior and business outcomes.
The Experience Includes:
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The Curious Leader Framework to embed growth mindset, agility, and operational excellence.
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Team-based challenges like the “Innovation Race” that reveal how your culture really handles change, creativity, and ambiguity.
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Strategic questioning exercises that teach your team to solve real problems using only the right questions — not rushed solutions.
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A 20-Question Introduction that flips the traditional leader/team dynamic on its head.
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A 20-Question Introduction that flips the traditional leader/team dynamic on its head.
Jon doesn’t just deliver ideas — he rewires the way your leaders think, engage, and execute.
We offer 90 to 180 minute workshops, Jon facilitates a dynamic and challenging session that will change the way you think.
Ready to Lead Differently? Let’s Talk
This workshop isn’t something you buy off the shelf. It’s something you bring into your business because you’re ready to grow — and lead — with intention.
If you’re an executive or team lead navigating growth, change, or complexity, this workshop is for you. Whether you’re planning a strategic retreat, recalibrating leadership after a tough season, or aligning your team for what’s next, this is the reset you didn’t know you needed.
Speak with Jon today to learn how The Curious Leader Workshop can spark real change inside your organization.
A No-Risk Step Toward Big Change
We know change can feel risky. That’s why Jon’s approach is designed to deliver immediate value.
Tailored to Your Organization
The workshop isn’t canned. It’s adapted to your unique challenges and leadership context.
Led by a Proven Operator
Jon has helped dozens of companies boost clarity, revenue, and culture — often with just one well-placed shift.
Clarity That Lasts
Every session ends with a documented plan you can take forward — with or without continued consulting.
You don’t have to figure this out alone. Let curiosity lead the way.
Frequently Asked Questions
What exactly is The Curious Leader Workshop?
The Curious Leader Workshop brings to life the power of creating a Curious Organization that drives change and innovation. It’s an interactive workshop delivered by Jon Bassford and tailored to your organization, combining engaging thought leadership with interactive exercises to resonate with your team.
This isn’t a webinar or sign-up event — it’s a bespoke, guided transformation for organizations who are serious about leveling up how they lead.
Who is this workshop designed for?
This workshop is built for executives, department heads, high-potential managers, and whole teams, including sales departments or entire teams of smaller organizations, who are navigating growth, leading through change, or trying to break through operational plateaus. If your team feels stuck in outdated habits, misaligned on direction, too focused on execution without reflection, or simply wants to be inspired to innovate and grow, this workshop creates the space and mindset shift you’ve been missing.
What will our team actually do during the workshop?
Here’s what to expect:
- You’ll explore The Curious Leader Framework, a simple but powerful model that helps teams rethink leadership, decision-making, and growth.
- You’ll participate in strategic team exercises, like the Innovation Race and the 20-Question Intro, that challenge assumptions and reveal how your team really collaborates.
- You’ll learn how to use questions as a strategic tool to uncover inefficiencies and unlock hidden opportunities.
- Each person leaves with a personal leadership reflection and action plan to drive change beyond the session.
This isn’t theory or fluff — it’s real, hands-on transformation.
How is this different from a traditional leadership workshop?
Most leadership trainings focus on what leaders should do. This one shifts the focus to how they think. And that changes everything.
Unlike typical workshops that rely on cookie-cutter advice, The Curious Leader Workshop:
- Is grounded in real operational insights from Jon’s 15+ years of leadership and consulting experience.
- Combines business strategy, psychology, and hands-on facilitation to create behavior change.
- Is custom-tailored to your organization’s current reality — not some ideal version of it.
It’s not about checking a training box — it’s about rewiring how your team leads and communicates.
What’s the ideal group size for this workshop?
The Workshop can be geared towards entire teams and departments with some tweaks on how interaction works.
Where is the workshop held?
The workshop can be delivered virtually or in person depending on your needs and location. In-person workshops are ideal for full engagement and culture-shifting impact, but we’ve also run highly effective virtual sessions when travel or scheduling is a factor.
Let’s discuss what works best for your team.
How much time does the workshop require?
There are 90-180 minute versions of the workshop to meet time requirements. The longer the session, the more time we can spend on interactive exercises.
Will we get something tangible to take away?
Yes — every participant walks away with:
- A Personal Action Plan grounded in their reflections and insights.
- A Summary of Workshop Takeaways delivered to the executive sponsor or HR/People Ops lead.
- Optional follow-up support or coaching if desired.
You’ll leave with momentum — not just inspiration.
Can Jon customize the workshop to our business or industry?
Absolutely. While the core framework stays the same, Jon always customizes the content, exercises, and facilitation approach to your industry, culture, and goals. Whether you’re a tech company scaling fast, a legacy org going through reinvention, or a nonprofit aligning for growth — this workshop meets you where you are.
What happens after the workshop?
After the session, Jon can provide:
- A recap and recommendations for continued leadership growth.
- Optional operational audits or fractional COO support if you’re looking to go deeper into execution.
The Curious Leader Workshop often becomes the catalyst for bigger change — and we’re here to support that however you need.
How do we book the workshop?
Simple. Start by scheduling a conversation with Jon. You’ll talk about your goals, team structure, and timeline, and Jon will walk you through what to expect and how the workshop can be adapted for your group.