Lead Executive Assistant

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team The Office of the CRO sits at the center of Stripe's global revenue organization and operates on two tracks: running the operating rhythm that keeps a global GTM motion on-cadence, and serving as the CRO's thinking partner on Stripe's most important commercial bets. The Office holds the system together so the CRO can spend the majority of their time where it matters most — externally, with users, partners, and the executive community. This role is the first dedicated executive engagement hire in the structure, and the work you produce directly shapes how Stripe's most senior revenue leader shows up in their highest-stakes moments. What you’ll do As the Executive Engagement Lead, you will own the strategy and substance of how Stripe's CRO engages users, partners, and the executive community. As external demands grow and Stripe's enterprise footprint expands, this role gives the CRO a dedicated force multiplier on the moments that matter most. Working in close partnership with the Chief of Staff, you will take on and build out the executive engagement function as the Office of the CRO scales. You are not the logistics coordinator — you are the architect of what happens in the room and why it matters. Responsibilities User Executive Engagement: Build and maintain a live view of the CRO's strategic customer relationships. You work with GTM to ensure the CRO's external time is intentional and sequenced across Stripe's most important users and partners, track open commitments and follow-through, and ensure the right moments — dinners, roundtables, conferences, flagpole events, executive visits — are far enough in the planning horizon to be purposeful. Executive Engagement Prep: Own the end-to-end executive briefing process for the CRO's strategic user and partner meetings. Partnering closely with GTM account teams and field leadership, you synthesize account context, competitive dynamics, relationship history, and meeting objectives into high-quality briefings that give the CRO everything needed to walk in fully prepared. Executive Engagement Programs: Build the program that makes executive engagement a repeatable GTM motion. Design the operating model for how Stripe's executives get deployed in service of the organization's most important user relationships: executive sponsorship frameworks, criteria for when and how GTM teams bring senior leaders into deals, and the event and cadence programming that creates structured C‑suite moments at scale. Strategic Relationship Health: For Stripe's most critical user relationships, build and maintain a multi-threaded view of how the full Stripe executive team connects with each account. Map which Stripe leaders have active relationships at each strategic account, track the cadence and recency of those interactions, and surface gaps in coverage before they become relationship risks. GTM Enablement and Repeatable Playbooks: Translate the programs and standards you build for the CRO into scalable frameworks and playbooks the broader GTM leadership team can use. Your work sets the bar for executive engagement across the organization — and the secondary output is a GTM org that runs these moments well, consistently, without everything running through the Office. Who you are We’re looking for someone who meets the minimum requirements to be considered for the role. If you meet these requirements, you are encouraged to apply. The preferred qualifications are a bonus, not a requirement. Minimum requirements 6+ years of experience in sales, executive engagement, strategic customer programs, chief of staff, management consulting, or a closely related discipline — with demonstrated proximity to C‑suite executives in a support, advisory, or program role. Exceptional written communication. You write with executive voice, precision, and economy. Your briefing materials, correspondence, and program documents are the kind of work that could go directly to a CRO or customer without a second pass. Strong program design and execution track record. You've built engagement programs, frameworks, or operating cadences from scratch, driven adoption, and measured results. Deep cross‑functional credibility. You earn trust quickly with senior stakeholders, navigate ambiguity without losing momentum, and align people around a shared direction without needing positional authority. You have been in the room. You know what it takes to prepare a senior executive for a high‑stakes customer meeting, and you've done it as an active contributor to the outcome. High executive presence. You represent the Office of the CRO — internally and externally — and you carry yourself accordingly. Preferred qualifications Prior experience in a chief of staff, executive advisory, or strategic programs role supporting a CRO, CEO, or equivalent C‑suite executive at a high‑growth technology company. Experience designing and running executive customer programs: Executive Engagement programs, executive advisory councils, C‑suite roundtables, or strategic account engagement frameworks. Track record working with enterprise accounts at the executive level — understanding what motivates C‑suite buyers, how relationships develop, and where Stripe fits in a customer's strategic agenda. Familiarity with Stripe's GTM motion, products, and the enterprise sales cycle. Experience at a top‑tier management consulting firm or investment bank with significant client‑facing and executive communication responsibilities. Comfort with data and CRM tools to inform engagement strategy and track relationship health across strategic accounts. The annual US base salary range for this role is $155,800 - $233,600. For sales roles, the range provided is the role’s On Target Earnings ("OTE") range, meaning that the range includes both the sales commissions/sales bonuses target and annual base salary for the role. This salary range may be inclusive of several career levels at Stripe and will be narrowed during the interview process based on a number of factors, including the candidate’s experience, qualifications, and location. Applicants interested in this role and who are not located in the US may request the annual salary range for their location during the interview process. Additional benefits for this role may include: equity, company bonus or sales commissions/bonuses; 401(k) plan; medical, dental, and vision benefits; and wellness stipends. #J-18808-Ljbffr