Multi-geography CDO — Technology · anchored Canada

Position overview

Gladwin International Leadership Advisors is representing a confidential organisation in Technology & Digital on a senior CDO leadership mandate anchored in Canada. The remit explicitly spans Middle East, Singapore, Malaysia.

This is a multi-geography leadership role requiring orchestration across time zones, matrix stakeholders, and often dual-reporting into global and regional lines.

You will be measured on outcomes that compound: talent depth, customer trust, and a balance sheet that can flex through cycles.

Context you will inherit

• Market & sector: Leading AI/ML and GenAI transformations at pace — requiring leaders who can bridge deep technical architecture with business product strategy
• Geographic spine: Primary hub Canada with explicit corridor responsibility across Middle East, Singapore, Malaysia.
• Organisation stage: Customer concentration in a handful of strategic accounts shapes both opportunity and reputational risk.
• Stakeholders: Key interfaces include headquarters strategy, regional risk and legal, local regulators (where material), and anchor channel partners.
• Secondary lens: Managing hypergrowth talent scaling — moving from 50 to 500 to 5,000 engineers while preserving culture, quality, and velocity

The mandate (12–24 month arc)

1. Metric definitions: Single dictionary for revenue, margin, and funnel stages — end spreadsheet wars.
2. Experimentation culture: A/B and causal methods where decisions are still made on anecdotes.
3. Real-time vs. batch: Deliberate architecture for latency needs — avoid real-time for everything.
4. Data literacy: Executive training so leaders ask better questions of models and dashboards.
5. M&A data integration: Fast, clean combination of customer and product data post-close.
6. Board analytics: Fewer charts, clearer narrative on what changed and why.

Responsibilities (representative)

• Reduce regulatory and audit pain on data lineage, privacy, and retention.
• Monetise or operationalise data assets where ethically and legally sound.
• Hire and retain data science and engineering talent in competitive markets.
• Align metrics definitions across finance, operations, and commercial teams.
• Lead MDM and reference data programmes where fragmentation blocks decisions.

Leadership profile

• Communication: Executive presence in English; additional languages valued where market-relevant.
• Education: Strong undergraduate grounding; MBA / advanced degree / professional qualification common at this level.
• Judgment: High signal-to-noise under pressure; ethical clarity; willingness to halt initiatives that break risk appetite.
• Trusted metrics: Examples where data changed capital or operating decisions in Technology & Digital.
• Geographic muscle: Comfort operating from Canada with regular engagement across Middle East, Singapore.

Team & culture

Inclusion and psychological safety are not separate programmes — they are prerequisites for honest debate on strategy and risk. Model curiosity, direct feedback, and consequences for conduct lapses.

Success measures (examples)

• Growth quality: Mix of recurring revenue, new logos, and cross-sell — not volume for its own sake.
• Productivity: Unit cost, automation savings, or throughput improvements with audited baselines.
• Customer: NPS / CSAT where tracked; contract renewals; reference-ability in strategic accounts.
• Franchise: Clean compliance record; reputation stability in industry and government forums.

First 90 days (orientation arc)

• Days 1–30: Listening tour — customers, regulators (as appropriate), top team 1:1s, and unfiltered view of numbers; pause major reorganisation.
• Days 30–60: Publish a short memo on priorities, non-goals, and decision rights; align executive committee on three enterprise bets.
• Days 60–90: Lock operating cadence; fill or upgrade one to two critical seats; deliver one visible win (customer, cost, or culture).
• Commission a pragmatic view of data, cyber, and automation posture; sponsor one bounded pilot with ROI hypothesis.
• Establish escalation discipline with matrix partners — fewer meetings, clearer decision logs.
• Clarify RACI for cross-border deals, staffing, and pricing exceptions.

Stakeholder map (illustrative)

• Internal: CEO or regional president, CFO, risk / legal, CHRO, CIO or CDO, business GMs, internal audit.
• External: Strategic accounts, channel partners, industry associations, regulators (where material).
• Owners: PE operating partners, promoter office, or public investors — pace and clarity matter as much as vision.

Travel & mobility

Multi-hub rhythm — plan for weekly or bi-weekly cross-border travel during integration or transformation peaks.

Compensation

Market-aligned CDO remuneration in Technology & Digital with performance linkage; sign-on and relocation considered for exceptional fits.

Application status

This mandate is no longer accepting new applications. The search progressed through Q4 2025 and closed for submissions in February 2026. We retain this posting for transparency on the type of leadership work we carry in Technology & Digital and Canada. For similar active mandates, browse open roles or submit a general profile through executive search inquiry.

Reference: technology-digital · CDO · Canada · Gladwin International Leadership Advisors