Strategic Executive Assistant for Engineering Leadership

About the Role Ramp is hiring an experienced Executive Assistant to support senior leaders within our Engineering organization. This role partners closely with the Chief of Staff to the CTO and sits at the center of a large, fast-moving technical organization. This is not a role for someone learning what a great EA partnership looks like — it's a role for someone who already knows, and can model it. Many of the leaders you'll support are exceptional engineers and first‑time managers who are still building the habits, structures, and delegation muscles that make an EA relationship work. Your job is to meet them where they are and show them what's possible — proactively shaping how they work with you, building the foundation, and raising the bar for how the org operates. You don't need an engineering background. You do need genuine curiosity about software, a natural comfort in technical environments, and the confidence to operate at a high level alongside people who think in systems, move fast, and expect substance over polish. This role is based in our New York office in Chelsea. We default to being in the office at least three days a week. Please note: candidates may only apply to one Executive Assistant role at this time. We encourage you to review each posting carefully and apply to the role that best aligns with your experience, interests, and long‑term goals. What You'll Do Partner closely with the Chief of Staff to the CTO to support Engineering leadership across a large, multi-team organization Own complex calendar management across multiple Engineering executives, with a strong instinct for protecting time and enabling deep work Act as a connective layer across technical programs — tracking deliverables, flagging gaps, and keeping leadership informed without adding overhead Actively coach and orient engineering leaders who are new to working with EA support — helping them build the habits and structures that make the partnership work Establish clear operating norms with each leader you support: how to delegate, what to hand off, and how to communicate so nothing falls through the cracks Coordinate recruiting logistics, candidate pipelines, and interview schedules across high-volume engineering hiring Support planning and execution of engineering offsites, all-hands, team events, and leadership working sessions Draft and manage communications on behalf of executives including technical team updates and cross-functional alignment Manage budgets and spend for engineering leadership events and team programs Use AI and automation tools to eliminate repetitive work and create leverage for yourself and your executives Serve as backup EA support to the CTO when primary coverage is unavailable What You Need 3+ years of experience supporting senior executives, with a track record that demonstrates increasing scope and complexity Confidence and credibility to work with first‑time leaders — you know how to educate upward and shape a working relationship, not just react to one Genuine curiosity about technology and software — you don't need to write code, but you should find it interesting and feel at home in technical conversations Proven ability to manage complex, high-volume calendars across multiple stakeholders with competing priorities Strong project management instincts — you track what matters, surface the right things at the right time, and know when to push Sound judgment and discretion when handling sensitive organizational, hiring, and technical information Clear, direct communication skills — engineering leaders value precision and brevity High EQ and the ability to build trust quickly with people who are skeptical of administrative overhead Comfort operating in ambiguity and taking full ownership without being asked Strong proficiency with Google Workspace, Slack, and modern collaboration tools Demonstrated use of AI, automation, or tooling to streamline work and create leverage Nice‑to‑Haves Experience supporting CTOs, VPs of Engineering, or technical co‑founders Familiarity with how engineering teams plan and operate (roadmaps, sprints, org design) Background in a high‑growth startup at scale Track record of establishing EA operating norms from scratch — building the playbook, not just following one Fluency with tools like Notion, or Jira Benefits available to all full‑time Ramp employees (Global) Flexible PTO Unlimited AI token usage 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 (80 days) at 100% pay Pet insurance In‑office perks: lunch, snacks, drinks, and more Relocation support to NYC or SF (as 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 (80 days) 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 (80 days) at 100% pay, with additional time available at reduced pay Referral Instructions If you are being referred for the role, please contact that person to apply on your behalf. Other notices Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records. Beware of recruiting scams: Ramp will only contact you through official Ramp.com email addresses and will never ask for payment or sensitive personal information during the hiring process. Ramp Applicant Privacy Notice #J-18808-Ljbffr