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Leading Upward: six weeks to manage up, influence without authority, and be heard at the top table

Tuesdays, Jan 19 to Feb 23, 2027

12:00 to 1:30 pm ET (9:00 to 10:30 am PT), live on video

Up to 12 senior leaders

Six live sessions, two one-to-one coaching sessions, and a handout for every session

US$1,450 early bird

When you register by December 15, 2026. Then US$1,950.

Six weeks at a glance

The higher you go, the more your success depends on people you don't manage: your boss, your peers, the executive team and the board. Most senior leaders were never taught how to work with them.

Leading Upward is practical, not theoretical. More than half of every 90-minute session is real-play in groups of three, on the conversations you're actually facing.

Kick-off, week of Jan 11

A one-to-one session to set your goals with GROW and map the senior relationships that matter most

1. Managing up

Understand your boss's priorities, pressures and preferred style

2. Briefing senior people

Lead with the bottom line, then the decision you need

3. Influencing without authority

Win support from people you don't manage

4. High-stakes feedback

Give feedback upward and sideways, and handle the response

5. Presence and visibility

Be heard in the room, and known for the right things

6. Putting it together

Run your hardest real conversation, with feedback from the group

Final review

A one-to-one session to review progress against your goals and set a 90-day plan

Why Jon

Most coaches have either coached leaders or led teams themselves. Jon has done both, for more than two decades.

A hands-on leader

VP of Sales, Chief Revenue Officer, Managing Director and President. He has had the conversations this program practices.

Coaching leaders new and experienced

Executives at Anthropic, OpenAI, Salesforce, Chase, Cox, NFL, MLB, Oracle and Dropbox, among others.

Across sizes and industries

From start-ups to Fortune 500 companies, across Canada, the US and Europe.

Best practice, tested

Established research and frameworks, combined with what works when the pressure is on.

Reserve your place

Early bird: US$1,450

Per person, when you register by December 15, 2026.

Regular: US$1,950

Per person, from December 16. Up to 12 places.

For companies

Fund three or more places at a company rate, or book a private cohort for your own leaders.

Register for Leading Upward