Technical Chief of Staff
Jobtailor
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. Requirements 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. #J-18808-Ljbffr
$177k - $265k
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$177k - $265k
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