5-Day CEO IT Bootcamp + IT Cost Review • Private on-site engagement for CEOs. Vendor-neutral. Canada & USA.
Book Intro Call
Private • CEO-Only • Vendor-Neutral • On-Site

Command Your IT & Cut Waste
With a Single CEO-Only Engagement

A discreet, CEO-only program delivered on-site—paired with a vendor-neutral IT Cost Optimization Review that turns complexity into a clear savings and risk roadmap.

We do not sell hardware, software, or managed services. Our only loyalty is to you—your P&L, your risk, and your confidence when you ask tough IT questions.

Book Intro Call About 5-Day Bootcamp Back to Executive Engagements
Private, CEO-Only Working Sessions
  • Walk your server room and key sites.
  • Trace systems & map dependencies live.
  • Spot inefficiencies, hidden costs and risks.
  • Plain-English guidance—no jargon, no vendor agenda.

For CEOs only. CFOs, IT staff, and others can be briefed later—on your terms, after you’re confident.

Discreet. Private. CEO-Focused.

If you don’t feel fully confident in your IT decisions, you’re not alone—and you’re not the problem. Most CEOs inherit complex environments, vendor language, and sunk costs. We create space for blunt, unfiltered questions without staff or politics in the room.

IT Cost Optimization Review

The Bootcamp builds your understanding. The Cost Review turns that understanding into hard-dollar savings.

$45K+

Typical Year-1 Savings

Driven by contract clean-up, licensing rationalization, SaaS consolidation, vendor renegotiation, and smarter approvals.

12

Month Optimization Roadmap

A phased, practical plan your team can execute without “speaking IT”.

100%

Vendor-Neutral & Discreet

No commissions, no reseller agreements. We sit only on your side of the table.

What the Cost Review Typically Uncovers

  • Duplicate or unused SaaS, cloud, and security tools.
  • Over-provisioned licenses and maintenance contracts.
  • Auto-renewing contracts with unfavourable terms.
  • Legacy systems quietly consuming budget and power.
  • Gaps between cyber insurance requirements and actual controls.
  • Misaligned “nice to have” projects that add cost but not outcomes.
  • Telecom and connectivity overspend or under-negotiated contracts.
  • Tools purchased for one crisis that are still quietly renewing.
  • “Security by invoice” — tools bought to reduce fear rather than risk.

Who This Is Designed For

  • CEOs and owners who suspect IT overspend but lack clear proof.
  • Organizations spending roughly $250K–$3M+ per year on IT, SaaS, cloud & telecom.
  • CEOs who want a confident, independent narrative they can take to their Board.

5-Day CEO IT Bootcamp + Cost Review

The flagship, on-site engagement for CEOs who want deep clarity, fast.

5-Day On-Site Engagement (CEO-Only)

Bootcamp + IT Cost Optimization Review

$19,900 USD

$21,890 — Save $1,990

  • 5 full days on-site with the CEO.
  • Live walk-through of server room & key systems.
  • Detailed environment map & risk/impact overview.
  • Complete IT Cost Optimization Review.
  • 12-month optimization roadmap.
  • Board-ready executive brief.
  • 90 days of post-engagement email/text support.
Book Intro Call About 5-Day On-Site Engagement

Travel expenses capped at $1,500 USD per trip, approved by you in advance.

Prefer an ongoing relationship instead of a one-time intensive?

Explore Executive IT Strategy Club Membership Tiers

CEO IT Blindspot Scorecard

A 5-minute self-check to see whether you’re in control of IT, or if IT is quietly in control of you.

Category Blindspot Question Yes (Green Light) No (Red Flag) Quick Fix Tip
IT Spend Do you review IT invoices line-by-line at least quarterly? You understand and approve 100%. You “rubber-stamp” them. Ask for a plain-English breakdown. Target 20%+ reduction.
Contracts Do you track renewals, lock-ins, and exit fees centrally? No surprises. Renewals catch you off guard. Maintain a simple contract calendar with 90-day reminders.
Security Can you name your top 3 cyber risks in one sentence? Clear, specific, and written. Vague or unsure. Ask for a one-page risk summary, not a 40-page report.
Vendors Do you verify that critical vendors meet basic assurance (e.g., SOC 2)? Reviewed and on file. Trusted on faith. Request proof once, then review annually.
ROI Does each major IT spend tie to a measurable outcome? You can name the KPI. You hear “we need it” without specifics. Require 1–2 business KPIs for each major tool.
Policies Have your IT/security policies been updated in the last 6–12 months? Current and communicated. Outdated or unknown. Start with 3: acceptable use, remote work, and incident response.

Score: ____ / 6

Scores under 3 usually indicate structural blindspots in spend, risk, or decision-making.

Request a Free 15-Minute Snapshot Call

“He pointed at a single server and said, ‘This is costing you $18K a year.’ He was right. We fixed it within 30 days.”

— CEO, National Logistics Firm

“He walked our data center, uncovered $118K in waste, and delivered a roadmap that my Board approved on the first pass.”

— CEO, Healthcare Group

For Board Chairs & Committees

If you’re reading this as a Board Chair, Committee member, or independent director, there’s a dedicated path for you as well.

We provide independent IT oversight, plain-English summaries for Board packs, and a neutral second opinion on major IT and cyber decisions—without stepping into management’s role.

Board IT Insight & Oversight

Designed specifically for Boards, Audit, Risk, and Finance Committees.

View Board-Focused Offering

Not Sure if the 5-Day Bootcamp is Right for You?

In one short conversation we can decide whether this engagement makes sense, or if a smaller project or membership tier would be a better fit.

Book a Private CEO Call

Or start with a lighter one-time engagement from the Executive IT Engagements catalog.