Executive Positioning Session

A focused one-on-one working session for IT leaders who want to strengthen their executive positioning, prepare for the next level, or work through a specific leadership situation.

Book Your Session

SESSION DETAILS

Length

60 minutes

Format

One-on-one video session

Investment

$397

You'll leave with

2-3 clear executive moves

When another experienced perspective would help

You may be preparing for the next level of leadership, working to strengthen how you’re perceived at the executive level, or trying to decide what experience, exposure, or changes will help you move forward.

Or you may be facing a specific leadership situation, stakeholder challenge, or difficult decision and want another experienced CIO’s perspective before you act.

Either way, the goal is the same: get clear on what matters, work through the options, and leave with a better sense of what to do next.

What we’ll do

Get clear on where you are and what you want next

Identify what may be helping or limiting your executive positioning

Work through realistic options, tradeoffs, or challenges

Identify the next moves and concrete steps forward

What you’ll leave with

You’ll leave with a clearer sense of direction, specific next steps, and a written summary of the key takeaways from our conversation.

Sessions are recorded and transcribed solely so I can prepare a more complete and accurate written summary for you. Recordings are never shared.

Who it’s for

Designed for:

CIOs

IT Directors

VPs and senior technology leaders

Aspiring CIOs and IT leaders preparing for the next level

Perspective earned in the seat

Brian Ledbetter has spent more than 25 years in senior IT leadership, including more than two decades serving at the CIO level. The session isn’t built around a canned process or generic leadership framework. It’s a working conversation grounded in real executive IT leadership experience.

About Brian

WHAT LEADERS TOOK FROM THE SESSION

“I walked into our session excited about what I was building. I walked out understanding it differently. I had a clearer picture of what needed to happen now, what could wait, where the technology needed to improve, and where I needed to stop thinking like the person building the solution and start thinking like the person responsible for leading the business.
That may have been the most valuable part of the entire conversation.”

Alexander Maiorano

Founder, Maiorano Digital Systems

“Brian helped me think more strategically about where to show up, how to frame my contributions in business terms, and how to align my efforts with the conversations that matter most to senior leadership. I left the session with greater clarity, a stronger executive narrative, and a more focused approach to career leverage.”

James Scott

Director of Global Supply Chain

“Brian captured exactly where I was coming from. The report was detailed, the considerations and action steps were valuable, and the exercise made me pause and rethink how I see myself before trying to change how others see me. Time and money well invested.”

Jorge Loyo

Author of THE MAP