[Hiring] Chief of Staff, Technology @SentiLink

Role Description

SentiLink is hiring a Chief of Staff to the CTO to drive execution, operational rigor, and accountability across the Engineering and Data Science organizations. You will embed deeply in the day-to-day mechanics of the technology team, ensuring priorities are clear, projects ship on time, and the organization scales with discipline. You will act as an extension of the CTO — translating strategy into execution, tracking progress relentlessly, and removing bottlenecks before they slow the team down.

If you enjoy building systems, driving follow-through, and turning ambiguity into structured action, this role is for you.

Responsibilities:

• Drive Execution and Operational Excellence
  • Translate the CTO’s priorities into clear, trackable initiatives.
  • Ensure key projects across Data Science and Engineering are progressing on time and aligned with company objectives.
  • Establish and manage operational cadences, including leadership meetings, roadmap reviews, KPI tracking, board and executive presentations.
  • Identify gaps, bottlenecks, and risks early — and proactively drive resolution.
  • Improve processes to increase organizational clarity, accountability, and velocity.
• Cross-Functional Alignment & Follow-Through
  • Ensure Product, Engineering, Data Science, and Business teams are aligned on priorities and tradeoffs.
  • Drive alignment on technical priorities, hiring plans, and strategic initiatives.
  • Track cross-functional dependencies and prevent misalignment.
  • Ensure effective follow-up and accountability from cross-functional meetings.
• Provide Strategic & Analytical Support
  • Synthesize inputs from across teams to support technical and strategic decision-making.
  • Develop data-driven insights to inform roadmap, investment, and resource allocation decisions.
  • Prepare high-quality executive materials for leadership discussions and board meetings.
  • Support long-term planning for the technology organization, including org design and capacity planning.

Qualifications

• Bachelor’s degree in Computer Science, Engineering, or a related technical field.
• 5+ years in Engineering, Technical Program Management, Product, or similar execution-heavy roles.
• Experience in high-growth startup environments.
• Strong technical fluency — able to engage deeply with engineers and data scientists.
• Proven track record of driving cross-functional initiatives from idea to execution.
• High ownership and bias for action.
• Excellent written and verbal communication skills.

Requirements

• Experience building or scaling engineering operating processes (Nice to Have).
• Familiarity with SaaS and/or financial services products (Nice to Have).
• Background in consulting or strategy is a plus (Nice to Have).
• Located in the San Francisco Bay Area with a preference for in-office work.

Benefits

• Employer paid group health insurance for you and your dependents.
• 401(k) plan with employer match (or equivalent for non US-based roles).
• Flexible paid time off.
• Regular company-wide in-person events.
• Home office stipend, and more!