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Senior Staff Operations Manager, Office of the President (PED)

Squarespace

Remote · United States$14,875–29,167 gross/mofull-timeSquarespace Careers

We are looking for a Chief of Staff–style operator to serve as the President’s right hand and help run, maintain, and continuously evolve the Product, Engineering & Design operating model and cadence. This role will turn strategy into a durable execution system.

Responsibilities

  • In the first 6–12 months, you will
  • Implement a dependable operating rhythm in which leadership forums are well-prepared, decision-oriented, and followed through.
  • Improve the quality and consistency of pre-reads, decision logs, action tracking, portfolio updates, and quarterly communications.
  • Make it easy to see what changed, what matters now, what decisions are needed, who owns the next step, and where risk is accumulating.
  • Establish a small number of reliable AI-enabled workflows that reduce manual preparation and reporting effort, improve the timeliness and quality of leadership inputs, and make follow-through more visible.
  • Increase the organization’s ability to reuse knowledge, detect recurring issues, and move from raw information to clear decisions without adding unnecessary process.
  • Build strong working relationships and trust with the President and his leaders across the department and company, leading with tact, discretion and respect.
  • Help the President and leadership team make faster, clearer, better-informed decisions without adding unnecessary processes or meetings.
  • Leave the system more scalable and more resilient than you found it.
  • Drive decision quality. Synthesize diverse inputs into concise narratives that make priorities, risks, options, tradeoffs, and recommended decisions clear to the President and leadership team. Document decisions in the room, assign owners and deadlines, track commitments, and escalate unresolved issues with context and…

Languages

    Work format
    Remote
    Seniority
    Lead
    Posted
    17 Sept 2026
    Last verified
    In the last 5 days

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