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Ensign InfoSecurity

Senior Director, Strategic Transformation

Posted Yesterday
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In-Office
Singapore
Senior level
In-Office
Singapore
Senior level
The Senior Director, Strategic Transformation will lead cybersecurity and digital transformation initiatives, advise executives, and drive firm growth through strategic alignment and team development.
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Ensign is hiring !

We are seeking a highly experienced and visionary Senior Director of Strategic Transformation to join our Cybersecurity Advisory practice. This role is responsible for leading large-scale, high-impact business and cybersecurity transformation initiatives across the region, engaging with C-suite stakeholders and board-level executives. The Senior Director will act as a trusted advisor, shaping long-term cybersecurity and digital transformation strategies that align with clients’ business imperatives and evolving threat landscapes.

As a senior leader, you will not only drive client-facing delivery but also play a key role in the firm’s growth by developing new offerings, driving thought leadership, mentoring teams, and expanding our regional advisory capabilities.

Key Responsibilities:

  • Serve as a senior principal advisor to executives and board members on strategic cybersecurity and digital transformation matters.
  • Develop and lead trusted executive relationships, creating strategic alignment between client business priorities and cybersecurity goals.
  • Manage the P&L of the team, aligned to the Advisory team and Ensign's business objectives. 
  • Influence enterprise-wide transformation strategies with an integrated view of business, technology, risk, and compliance.
  • Lead the design and execution of holistic cybersecurity strategies across diverse industries, incorporating risk, governance, business context, and regulatory drivers.
  • Integrate business transformation and change management principles to ensure organizational buy-in and sustainable outcomes.
  • Drive the development of multi-year roadmaps, ensuring alignment of cybersecurity investments with long-term business value.
  • Oversee the delivery of complex, multi-disciplinary advisory engagements, ensuring high-quality execution, client satisfaction, and strategic impact.
  • Utilize design-thinking and systems-thinking methodologies to assess problems, define hypotheses, test solutions, and iterate impactful outcomes.
  • Advise clients on integrating cybersecurity with broader enterprise risk management and digital innovation strategies.
  • Spearhead thought leadership initiatives, including whitepapers, speaking engagements, and industry panels.
  • Monitor and interpret emerging trends in cybersecurity, geopolitics, digital regulation, and business to shape advisory insights and offerings.
  • Represent the firm as a senior subject matter expert (SME) in external forums, client briefings, and key stakeholder meetings.
  • Lead, mentor, and develop high-performing advisory teams across regions, fostering a culture of excellence, collaboration, and continuous improvement.
  • Build and scale the firm's regional cybersecurity advisory capabilities, including developing methodologies, frameworks, and reusable assets.
  • Oversee the development of governance frameworks, cybersecurity policies, operational models, and risk management documentation.
  • Ensure best practices are captured and institutionalized in firm-wide knowledge repositories.
  • Collaborate with internal leadership across practices (e.g., threat intelligence, incident response, digital forensics) to deliver integrated services.
  • Provide strategic input into firm-wide cybersecurity strategy, go-to-market planning, and capability investments.
  • Support regional business development, account planning, and client acquisition efforts.

Requirements:

  • 8+ years of relevant experience in cybersecurity, technology consulting, or strategic transformation, including 6+ years in a leadership or executive advisory role.
  • Proven track record of leading complex, multi-stakeholder transformation programs at enterprise scale.
  • Deep experience engaging with executive leadership, regulators, and board-level stakeholders.
  • Extensive experience in cybersecurity risk management, maturity assessments, strategic roadmapping, and business-case development.
  • Strong consulting background with experience leading multidisciplinary teams and regional delivery functions.
  • Demonstrated experience in incident/crisis response, governance documentation, and regulatory compliance projects.
  • Proven ability to lead regional teams and manage strategic accounts.
  • Excellent communication, facilitation, and presentation skills.

Education and Certifications:

  • Master’s degree in Business Administration, Cybersecurity, Public Policy, Law, Computer Science, or a related field preferred.
  • Bachelor’s degree in Computer Science, Information Systems, Engineering, or equivalent.
  • Industry certifications such as CISSP, CISM, CRISC, CISA, or equivalent are required.
  • Additional certifications in strategy, leadership, or enterprise architecture (e.g., TOGAF, PMP, CGEIT) are advantageous.

Preferred Skills and Experience:

  • In-depth knowledge of global and regional cybersecurity regulations (e.g., NIST, ISO 27001/2, IEC 62443, MAS-TRM, GDPR, PDPA, etc.).
  • Familiarity with developing and implementing cybersecurity strategies, crisis simulation exercises, and executive-level tabletop scenarios.
  • Experience in threat intelligence, geopolitical risk, and critical infrastructure protection is a plus.
  • Fluency in one or more Asian languages is advantageous.
  • Ability to travel regionally up to 25–30%.

Top Skills

Cgeit
Cisa
Cism
Cissp
Crisc
Pmp
Togaf

Ensign InfoSecurity Singapore Office

30A Kallang Place, #08-01, Singapore, Singapore , Singapore, 339213

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