Executive Peer Groups for CIOs

Technology rarely fails CIOs. Consequential decisions made under pressure and in isolation do.

You’re already capable. The issue is isolation, competing priorities, and no place to pressure-test decisions before they hit the business.

Confidential. What’s said in the group stays in the groupMonthly 90-minute virtual sessionsVendor-free. No bias, no agendaNo travel. Consistent cadence
01 · A Real Decision Environment

A peer advisory group built for how you actually operate.

This is not a networking group.

It’s a curated peer advisory group of CIOs and technology leaders operating at a similar level: similar complexity, scale, and expectations. The focus is simple: better decisions. Not theory, not content, not presentations. Real situations, worked through in real time, with people who understand what’s at stake. Built for CIOs and senior technology executives accountable for technology decisions, business alignment, and executive outcomes.

  • Pressure-test decisions before they impact the business
  • Strengthen judgment in situations that don’t have clear answers
  • Speak candidly in confidence about issues you can’t take to your team, your vendors, or your board
  • Get direct input from peers who operate at your level
  • Work through competing priorities across the executive team
  • Build trusted relationships with peers who know your context over time

The goal is not networking. The goal is the perspective, judgment, and executive confidence to make the right call when it counts.

02 · How It Works

Structured, curated, consistent.

  • Monthly 90-minute virtual sessions with a consistent cadence
  • Eight to twelve members, matched based on organizational complexity, executive responsibility, and group fit
  • Member-driven discussions built on real situations, not a preset agenda
  • Facilitated by an experienced CIO executive coach who has sat in the seat, keeping every session focused on member needs
  • Structured format to work through decisions without getting off track
  • Cross-industry perspectives from members selected for relevance, experience, and executive level

Why other options fall short.

Advisory firms give you recommendations, not a place to sharpen your own judgment. Local groups give you proximity, not relevance. Networks give you access, not a place to work through real issues.

They look sufficient until something important is on the line. That’s where they break.

Book a Call
03 · See What Our Members Say
Trusted group of peers to share challenges

Jeremy Sibert · Director of Technology, Hensel Phelps

Discuss real-world problems with peers

Peter Purcell · Former CIO, Federal Reserve Board

Work through problems and grow together

Allan Wintersieck · CTO, Devetry

A trusted group that gets to the heart of the matter

Jeff Cann · CIO, Encore Electric

Real Written Reviews · Real-World Results

Don’t Take Our Word for It

Clarity for Executive Decisions

“I walk in with hard decisions and walk out with clarity I can take straight to my executive team.”

Peter Purcell, Former CIO, Federal Reserve Board

Real CIO Conversations

“It’s the only place I can talk through real CIO issues with peers who understand the pressure.”

Jeremy Sibert, Director of Technology

Strategic Partner Shift

“CIO Mastermind helped our IT organization shift from support function to strategic partner. Better alignment. Better ROI. Better execution.”

Jeff Cann, CIO

As Featured In
NBCCEOWORLD MagazineFox BusinessABC News
This Is Not for Everyone

If you don’t have a place to think clearly before decisions hit the business, this is where you go.

Not for leaders looking for networking, vendor introductions, or someone else to make their decisions. Try the first session. If it’s not a fit, walk away. No friction.

Book a Call