Senior Executive Assistant – Executive Operations Partner

Role Overview

• Own and actively manage complex, high-volume executive calendars with overlapping priorities
• Make daily judgment-based tradeoffs: what moves, what doesn’t, and what should never have been scheduled
• Anticipate crunch points (travel, board meetings, conferences, deal cycles, regulatory moments) and proactively rebalance time
• Prepare executives for meetings with clear context, materials, stakeholders, and desired outcomes
• Act as a gatekeeper — confidently say “no” on behalf of leaders when needed, and know when to escalate vs. decide independently
• Coordinate frequent domestic travel end-to-end, including contingencies and real-time adjustments
• Build realistic schedules that strategically sequence meetings and events, account for preparation, fatigue, and recovery, and ensure the right stakeholders are engaged at the right time — not just availability
• Shield leaders from disruption when plans change by owning the details
• Own end-to-end planning and execution for team offsites and partner in select company-wide events, including budgets, timelines, vendors and onsite logistics
• Partner cross-functionally with leaders, their teams, and internal stakeholders to ensure events and agenda are well-sequenced, aligned to priorities, and run smoothly
• Capture learnings to continuously improve how offsites and events are executed
• Fully own expenses, reimbursements, invoices, and administrative workflows without reminders
• Handle document prep, slide updates, meeting notes, and follow-ups with clarity and efficiency
• Track action items from key meetings and proactively drive follow-through so work doesn’t stall
• Act as a trusted thought partner on prioritization, workflow, and operating rhythm
• Partner closely with the Executive Support Manager to help design and evolve systems that improve SLT effectiveness
• Identify patterns, risks, and inefficiencies across calendars, meetings, and workflows
• Exercise sound judgment and discretion when handling sensitive business, revenue, and regulatory information

Requirements

• 6+ years supporting senior leaders (VP+), ideally in fast-paced SaaS, fintech, or regulated environments
• Proven ability to support multiple executives simultaneously in high-stakes, ambiguous settings
• Exceptional calendar strategy skills: prioritization, time optimization, and judgment (not just scheduling)
• Clear, confident and proactive written and verbal communicator who can influence without authority and represent leaders well
• Strong judgment, business acumen and comfort making decisions with incomplete information
• Ability to operate at both strategic and tactical levels
• Strong systems and process mindset, experience in building repeatable workflows, cadences, and meeting hygiene
• Experience owning team offsites and executive events from end-to-end

Benefits

• Excellent medical, dental, and vision coverage
• 401(k) with up to 4% company match
• 16 weeks of paid parental leave
• Flexible Paid Vacation Time Off + 10 Sick Days for exempt roles
• Generous Accrued Paid Vacation Time Off + 10 sick days for non-exempt roles
• Summer & Winter Break (~1-week each) + 9 Holidays per year
• Healthcare and Dependent Care FSA
• HSA Employer Contribution ($75-150 for individuals, $150-$250 for families)
• $15K Family Building Benefit (lifetime limit)
• Life and Disability Insurance
• $1,500 Annual Lifestyle Stipend to support your well-being