Sr. Executive Assistant

DocusignSan Francisco, CA
Hybrid

About The Position

We are seeking a high-caliber, strategic, and proactive Sr. Executive Assistant to serve as a critical force multiplier for our Chief Operating Officer (COO). In this pivotal role, you will do far more than manage day-to-day operations—you will act as the COO’s strategic partner, helping to drive organizational efficiency, champion company culture, and inspire team morale. Our ideal candidate possesses an undeniable executive presence, exceptional organizational mastery, and impeccable judgment. You are a forward-thinking problem solver who thrives in a fast-paced environment, anticipates needs before they arise, and executes high-stakes deliverables with absolute precision. As the primary liaison for the COO, you will direct day-to-day executive operations for COO, manage complex global calendars across multiple time zones with strategic prioritization, manage complex internal and external stakeholder relationships, partner with executive staff to design agendas aligning with corporate growth strategy, orchestrating Town Halls, coordinate seamless global travel, coordinate and lead high-impact team events, mentor and train department EAs. This role demands a trusted advisor who brings business maturity, flawless discretion, and a collaborative spirit to every interaction. This position is an individual contributor role reporting directly to the Chief Operating Officer.

Requirements

  • Basic Bachelor's degree
  • 5+ years of relevant professional experience supporting a C-level executive within a fast-paced, demanding corporate environment
  • Proven track record of handling highly sensitive corporate and personal data with absolute discretion and integrity
  • Demonstrated professionalism, emotional intelligence, and the ability to interface confidently with board members, investors, and senior directors
  • High comfort level navigating ambiguity, with the autonomy to make sound, independent decisions in real-time
  • A proactive, "can-do" attitude with a continuous-improvement mindset, always looking for innovative ways to add value
  • Exceptional ability to prioritize a heavy workload under pressure, meeting tight deadlines without sacrificing quality or attention to detail
  • Outstanding interpersonal, verbal, and written communication skills, with a natural talent for building cross-functional relationships
  • Mastery of modern productivity suites (Google Workspace: Docs, Sheets, Slides) and enterprise tools (Docusign), including experience leveraging AI-assisted productivity applications

Nice To Haves

  • Experience within a public technology or SaaS company
  • Demonstrated ability to identify, evaluate, and integrate emerging AI technologies for strategic advantage and executive-level organizational optimization

Responsibilities

  • Serve as the primary point of contact and professional ambassador for the COO, managing internal and external communications with diplomacy and tact
  • Optimize executive rhythm that elevates the organization and culture
  • Architect, manage, and protect a complex, fast-changing executive calendar, strategically prioritizing commitments to maximize the COO's time and efficiency
  • Anticipate, evaluate, and independently resolve intricate scheduling conflicts across multiple time zones and stakeholder groups
  • Identify and leverage AI-driven tools to enhance the COO’s decision-making, optimize strategic planning, and streamline organizational efficiency
  • Orchestrate comprehensive, seamless global travel itineraries, coordinate high-profile speaking engagements, presentations, and group events, and manage timely expense reconciliation
  • Act as a creative problem solver, liaison, and facilitator, streamlining administrative procedures and driving alignment across the COO’s broader leadership team
  • Draft, review, and refine high-stakes correspondence, briefings, reports, and executive-level presentations with flawless accuracy and attention to detail
  • Partner collaboratively with the Executive Assistant cohort to ensure seamless operational coverage and backup support across the leadership team
  • Assist with the end-to-end logistics for in-person Board and Committee meetings, including technical setup, catering, attendance tracking, guest presenter coordination, and executive dinners

Benefits

  • Paid Time Off: earned time off, as well as paid company holidays based on region
  • Paid Parental Leave: take up to six months off with your child after birth, adoption or foster care placement
  • Full Health Benefits Plans: options for 100% employer paid and minimum employee contribution health plans from day one of employment
  • Retirement Plans: select retirement and pension programs with potential for employer contributions
  • Learning and Development: options for coaching, online courses and education reimbursements
  • Compassionate Care Leave: paid time off following the loss of a loved one and other life-changing events
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