Technical Chief of Staff

Responsibilities

• Act as a thought starter on architecture and engineering tradeoffs.
• Review technical proposals, roadmap decisions to ensure alignment with business outcomes.
• Assist with AI transformation and technical role simplification related engineering transformation.
• Partner with the Heads of Digital to develop and refine the digital strategy, ensuring alignment with broader organizational goals.
• Translate strategic vision into actionable roadmaps, OKRs, and quarterly plans.
• Monitor progress against key initiatives and proactively identify risks, dependencies, and mitigation strategies.
• Lead quarterly planning cycles and facilitate strategy review sessions.
• Own the digital portfolio, tracking investments, priorities, and resource allocation.
• Design and continuously improve operating rhythms, including team meetings, status updates, and decision‑making forums.
• Identify process inefficiencies and implement solutions that scale.
• Build dashboards and reporting mechanisms to provide visibility into team performance.
• Manage cross‑functional dependencies and resolve bottlenecks.
• Establish governance frameworks for digital initiatives.
• Serve as trusted advisor and thought partner to the Heads of Digital.
• Provide executive coaching support, including preparation for high‑stakes presentations and stakeholder engagements.
• Facilitate reflection and learning, helping to identify blind spots and growth opportunities.
• Support leadership development through feedback, frameworks, and strategic perspective.
• Act as sounding board for complex decisions and organizational challenges.
• Partner with Chiefs of Staff across the Digital and innovation office to share best practice, bridge cross‑functional initiatives, and ensure consistency.
• Prepare executive briefings, board materials, and leadership presentations.
• Represent the Head of Digital in meetings and forums as needed.
• Manage internal communications to ensure team alignment and transparency.
• Build relationships with key stakeholders across the organization.
• Synthesize complex information into clear, actionable insights.

• 10+ years of experience in software engineering or technology roles, including hands on development
• Demonstrated experience as senior engineer or tech lead building and shipping production systems
• 6+ years of experience in strategy, operations, consulting, or similar analytical roles
• Proven track record of managing complex, cross‑functional initiatives in fast‑paced environments
• Deep understanding of digital technologies, go‑to‑market motions, and operations technology stacks
• Exceptional project management skills with ability to drive results without direct authority
• Outstanding written and verbal communication skills, including executive‑level presentation capabilities
• Strong analytical and problem‑solving abilities with comfort in both qualitative and quantitative analysis
• Demonstrated ability to build relationships and influence at all organizational levels.
• Preferred:
  Experience in SAAS, digital transformation, or technology‑enabled services.
• Background in management consulting, investment banking, or corporate strategy.
• Exposure to executive coaching, leadership development, or organizational psychology.
• Technical fluency with ability to engage credibly with engineering and product teams.
• MBA or advanced degree in business, technology, or related field preferred.