Jon Bassford

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Head Office

12345 Parklawn Dr 200 1016,
North Bethesda, MD 20852, US

Phone

jon@jonbassford.com

Executive Coaching

A workshop creates momentum. Coaching makes it last.

Executive coaching for leaders and teams navigating growth and change who want it to stick. Structured around the three shifts, with room to tackle whatever is in front of you right now.

Why change fades

The offsite was great. Then Monday happened.

Most leadership change doesn’t fail in the room. It fails in the weeks after, when the inbox wins and old habits snap back. Coaching is the follow-through.

The plan gets buried

Commitments made in the room lose to day-to-day firefighting.

Old habits return

Under pressure, leaders default to having the answers instead of asking better questions.

No one holds the line

Without someone outside the org chart keeping score, momentum quietly stalls.

Why coach with Jon

Coached by someone who’s done it.

Jon didn’t learn leadership from a textbook. He’s been the integrator turning someone else’s vision into reality, and the 3x founder setting the vision himself. He knows what it takes to change how a team thinks, works, and connects, because he’s had to do it.

Both sides of the table

He’s executed the vision and owned it, so he coaches to what each side actually needs from the other.

Culture by design

He’s seen how often leaders build the opposite of the culture they intend, and how to close that gap on purpose.

Built for momentum

Less time on what’s wrong, more time on what moves next, with someone holding you to it.

How it works

Every session moves something forward.

Clear goals, real accountability, and proof of progress. Inside that frame, each session goes where your work needs to go.

Step 1
GoalsStart with a deep-dive conversation and set two or three goals that matter to the business.
Step 2
AlignmentWhen an organization sponsors the coaching, a kickoff confirms the goals and a final review shows the results.
Step 3
Biweekly sessionsWins and follow-up, real-time problem solving on what you’re facing, and one commitment before the next call.
Step 4
ResultsRevisit the goals, measure the progress, and leave with habits that keep the growth going.
Programs

Pick the pace that fits the change.

Every program includes biweekly 60-minute sessions, clear goals at the start, and a results review at the end. Available 1:1 or for a leadership team.

3 months

Focus

One priority challenge, worked hard. Good for a new role, a hard quarter, or locking in a workshop.

  • Two or three clear goals
  • Biweekly coaching on one shift
  • Results check and next steps
Talk about Focus →
Recommended
6 months

Transform

The full Curious Leader program: all three shifts, applied to your real work.

  • Gap analysis and a 6-month roadmap
  • Think, Work, and Connect, two months each
  • Mid-point recalibration
  • Results review and next-phase plan
Talk about Transform
12 months

Partner

A thinking partner through a year of growth, change, or scale.

  • Everything in Transform
  • A second half focused on making it stick
  • Quarterly progress reviews
Talk about Partner →
A sample roadmap

Three shifts, applied to real work.

How a six-month program often flows. Yours is built around your goals, and we adjust as real challenges come up.

Months 1–2 · Think

Mindset

Reframe how you and your team approach risk, failure, and growth.

Months 3–4 · Work

Operations

Build better questions into meetings, decisions, and daily workflows.

Months 5–6 · Connect

Culture

Create the safety and trust where people speak up and perform.

A great fit if you
  • Are ready to move yourself and your organization forward
  • Are tired of strategic planning sessions that go nowhere
  • Want your people bringing ideas forward, not waiting for answers
  • Just ran a workshop and want the change to hold
  • Are ready to do the work between sessions
Not a fit if you want
  • A place to vent without changing anything
  • Someone to do the work for you
  • A one-off pep talk
  • To keep doing things the way you always have because it’s “working just fine”
FAQ

Questions leaders ask

Do we need a workshop first?

No. Coaching works on its own. After a workshop, it’s how the shifts your team found in the room become how they lead.

Is it 1:1 or for a team?

Either. 1:1 coaching is built around one leader’s goals. Team coaching works with a leadership team or workshop cohort, with built-in peer accountability.

Can our organization sponsor the coaching?

Yes. A kickoff with the sponsor confirms the goals, and a final review shows the results.

What if something urgent comes up mid-program?

That’s the point of the structure. Sessions make room for real-time problem solving on what you’re facing, and the roadmap adjusts.

Let’s talk about what you’re leading through.

Tell Jon where you are, where you want to go, and what’s getting in the way. You’ll know on the first call which program fits.

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🔥 Final Spots for The Curious Leader Workshop! 🔥

⏳ Time’s Almost Up — Your Team Deserves This Reset The Curious Leader Workshop with Jon Bassford is transforming how execs think, lead & win. And it’s almost full.

🚀 This isn’t theory. It’s an immersive, 3-hour experience that sparks real change:

✅ Build operational clarity & confidence
✅ Unlock team innovation through powerful questions
✅ Reframe failure as fuel — not fear
✅ Leave with an action plan you can actually use

⏳ Don’t Miss Out — Last Spots Remaining!

🚨 The Curious Leader Workshop is almost full!
This 3-hour, high-impact session will change the way you lead — but only if you act fast.