Executive Assistant | Multiple Openings

What You'll Do

• Partner closely with senior leaders to manage their time, priorities, and day-to-day execution
• Own complex, high-volume calendar management across multiple executives, navigating frequent changes and competing priorities
• Manage executive inboxes as needed, including triaging communications, drafting responses, flagging urgent matters, and ensuring important items receive timely attention
• Coordinate domestic and international travel with close attention to efficiency, executive preferences, and changing business needs
• Plan and execute leadership meetings, offsites, team events, customer or partner engagements, and cross-functional working sessions
• Draft, organize, and manage communications on behalf of executives when appropriate
• Serve as a central coordination point across internal teams and external stakeholders, ensuring clarity, alignment, and follow-through
• Track action items, deadlines, and commitments, proactively prompting executives and partners to keep work moving
• Manage budgets, expenses, and vendor relationships on behalf of executives
• Handle sensitive business, financial, legal, customer, and personnel information with exceptional discretion
• Identify inefficiencies and build lightweight systems, documentation, and workflows that improve speed and organization
• Use AI, automation, and modern tooling to eliminate repetitive work and create greater leverage for yourself and your executives
• Continuously look for ways to anticipate needs and improve how work gets done

What You Need

• 3+ years of experience supporting senior executives in a fast-paced, high-accountability environment
• Proven ability to manage complex calendars, shifting priorities, and multiple high-priority workstreams
• Strong organizational instincts and exceptional attention to detail—you anticipate what’s needed and ensure nothing falls through the cracks
• Sound judgment about when to act independently, when to seek context, and when to escalate
• High discretion and comfort handling sensitive or confidential information
• Clear, concise written and verbal communication skills
• High EQ and the ability to build trust quickly with executives, cross-functional partners, and external stakeholders
• A proactive, ownership-oriented approach—you identify what needs to happen and move it forward without waiting to be asked
• Comfort operating in ambiguity and adapting as priorities evolve
• Strong proficiency with Google Workspace, Slack, and other modern collaboration tools
• Demonstrated use of AI, automation, or tooling to streamline work and reduce manual effort

Benefits Available to All Full-Time Ramp Employees (Global)

• Flexible PTO
• Centralized home-office equipment ordering
• Health and wellness stipend
• Budget for intra-office travel
• Weekly coffee stipend

United States

• 100% medical, dental & vision insurance coverage for you, with partial coverage for dependents
• One Medical annual membership
• 401(k), including employer match on contributions made while employed by Ramp
• Fertility HRA (up to $10,000 per year)
• Parental leave: up to 16 weeks (birthing + bonding) or 8 weeks (bonding only) at 100% pay
• Pet insurance
• In-office perks: lunch, snacks, drinks, and more
• Relocation expense coverage to NYC or SF (if needed)

Canada

• Group medical, dental, and vision coverage through Sun Life
• Life, AD&D, and disability coverage
• Fertility drug coverage (up to $4,000 lifetime)
• Group Retirement Plan with employer match (RRSP + DPSP)
• Parental leave: up to 16 weeks (birthing + bonding) or 8 weeks (bonding only) at 100% pay, with additional time available at reduced pay
• Employee Assistance Program and virtual care through Lumino Health

United Kingdom

• Private medical insurance through Freedom Elite
• Virtual GP and at-home care via eMed x Livi
• Workplace pension through Penfold, with salary sacrifice option
• Parental leave: up to 16 weeks (birthing + bonding) or 8 weeks (bonding only) at 100% pay with additional time available at reduced pay