Boxwood Strategy Group · AI Success Management™
The AI Investment the Board Will Trust.
AI Success Management is the management practice that turns the AI portfolio into the asset the board, the regulator, and the customer can all trust. Boxwood Strategy Group is the practitioner-led firm that brings the discipline.
The Brand Message
AI governance tells you what to do.
AI assurance proves you did it.
AI Success Management™ ensures it keeps delivering value.
The AI Investment Has Outpaced the Discipline.
The AI projects are funded as projects. The board manages them as projects. The result is the same wall the SaaS industry hit twenty years ago. The fix is the same fix. A management practice that ties the people, the process, and the policy into one continuously delivering asset.
85%
of AI projects fail to deliver on their objectives.
76%+
of organizations lack mature AI governance.
$4B+
in AI agent and copilot investment over the last two years.
Sources: Gartner; Stanford University AI Index; CB Insights.
The Boxwood Approach.
The practice rests on two layers. The G.A.A.R.E. lifecycle defines what to manage and when. The Value-First Method defines how the work gets done.
Layer 1 · G.A.A.R.E. Lifecycle
Govern the foundation. Assess the risks. Assure the controls. Realize the value. Evolve the maturity. The lifecycle never closes. The relationship with the AI asset only deepens.
Layer 2 · Value-First Method™
People, because adoption fails without buy-in. Process, because trust requires repeatability. Policy, because rules without enforcement are wishful thinking.
Four Ways To Engage.
The depth scales to the work. Every engagement starts with the AISM lens applied to your portfolio.
5-Day Sprint
Diagnostic Sprint
Maturity scorecard, regulator gap, the 90-day roadmap.
C$5,000 to C$8,000
8-12 Week Pilot
AISM Pilot
The full G.A.A.R.E. lifecycle on a single portfolio.
C$20,000 to C$35,000
Retainer
Success Partner
Quarterly Health Score reviews, regulator updates, on-call advisory.
C$8,000 to C$15,000 / month
Specialty
Ethics & Trust Audit
Independent fairness, explainability, and reputation read.
C$12,000 to C$25,000
Free Diagnostic
Take the AI Reality Check.
Fifteen minutes. Eight questions. The first read on the AISM Health Score for the AI portfolio. Nothing to install. Nothing to expose. The starting point of the conversation.
What clients say.
“The AI coaching transformed our business strategies. The work was ethical and effective. The recommendation stands for any leadership team looking to elevate the operation.”
COO, Fortune 500 organization
“Boxwood integrated our CSM practice with the product development team. The result is the competitive advantage we were looking for.”
VP of Customer Success, SaaS startup
Frequently Asked Questions.
AI Success Management is the consulting discipline that applies Customer Success Management thinking to AI systems across the full deployment lifecycle. AI governance tells you what to do. AI assurance proves you did it. AI Success Management ensures it keeps delivering value.
AI governance defines the rules and the responsibilities. AI assurance tests whether the rules hold up. AI Success Management runs the practice continuously across the lifecycle. The three are complementary. AISM is the management layer that ties them together.
Govern the foundation. Assess the risks. Assure the controls. Realize the value. Evolve the maturity. The five pillars define what to manage and when. The lifecycle never closes.
The AISM Charter maps the AI portfolio to the relevant frameworks. The control library translates the framework requirements into the operating practice. The audit trail produces the evidence the regulator expects. In Canada, the work aligns to PIPEDA and the 2023 Voluntary Code on the responsible development and management of advanced generative AI, and is built to extend to the successor framework when it is tabled.
The Realize pillar of the G.A.A.R.E. lifecycle defines a value tracking sheet. The composite AISM Health Score rolls usage, cost, business outcome, and risk into a 0-100 number the executive team will read on one page.
The AISM Diagnostic Sprint. Five working days, the board-ready scorecard, the regulator gap analysis, and the 90-day roadmap. The Sprint is a complete deliverable. Most clients move on to the Pilot or the retainer.
The AI Portfolio Is the Asset. The Discipline Is the Difference.
Thirty minutes is the right starting point. The discovery call confirms fit, the right entry point, and the timing. Practitioner-led. No sales hand-off.