Executive Assistant to the CEO

Who We Are: Alpaca is a US-headquartered self-clearing broker-dealer and brokerage infrastructure for stocks, ETFs, options, crypto, fixed income, 24/5 trading, and more. Our recent Series D funding round brought our total investment to over $320 million, fueling our ambitious vision. Amongst our subsidiaries, Alpaca is a licensed financial services company, serving hundreds of financial institutions across 40 countries with our institutional-grade APIs. This includes broker-dealers, investment advisors, wealth managers, hedge funds, and crypto exchanges, totalling over 9 million brokerage accounts. Our global team is a diverse group of experienced engineers, traders, and brokerage professionals who are working to achieve our mission of opening financial services to everyone on the planet. We're deeply committed to open-source contributions and fostering a vibrant community, continuously enhancing our award-winning, developer-friendly API and the robust infrastructure behind it. Alpaca is proudly backed by top-tier global investors, including Portage Ventures, Spark Capital, Tribe Capital, Social Leverage, Horizons Ventures, Unbound, SBI Group, Derayah Financial, Elefund, and Y Combinator. Our Team Members: We're a dynamic team of 230+ globally distributed members who thrive working from our favorite places around the world, with teammates spanning the USA, Canada, Japan, Hungary, Nigeria, Brazil, the UK, and beyond! We're searching for passionate individuals eager to contribute to Alpaca's rapid growth. If you align with our core values—Stay Curious, Have Empathy, and Be Accountable—and are ready to make a significant impact, we encourage you to apply. About the CEO Yoshi Yokokawa is Co-Founder and CEO of Alpaca. With experience across investment banking and entrepreneurship, he leads Alpaca’s mission to democratize financial services through developer-centric platforms. He has been recognized internationally, including selection as an Endeavor Entrepreneur. Role Summary We are seeking a highly proactive Executive Assistant to serve as a strategic partner and force multiplier to the CEO. This role goes beyond administrative support — you will protect the CEO’s focus, manage complex global priorities, and drive cross-functional accountability in a fast-moving fintech environment. You operate with sound judgment, high emotional intelligence, operational rigor, and discretion — anticipating needs, eliminating friction, and ensuring execution without bottlenecks. Key Responsibilities Strategic Calendar & Time Management Own and optimize the CEO’s calendar across global time zones, aligning time to highest business priorities. Protect deep-work blocks, investor meetings, regulatory discussions, off-sites, and strategic engagements. Prepare high-quality briefing materials and pre-reads. Anticipate conflicts and rapidly reprioritize based on urgency and impact. Act as a strategic gatekeeper — distinguishing urgency from noise and protecting executive leverage. Executive Communication & Inbox Ownership Serve as primary point of contact for internal leaders and external stakeholders (investors, board members, regulators, partners, senior customers). Fully triage and manage a high-volume global inbox; draft, delegate, and maintain a zero-lag follow-through system. Draft and refine high-impact communications aligned with the CEO’s voice and Alpaca’s mission. Ensure timely escalation of critical decisions and commitments. Board, Leadership & Stakeholder Coordination Coordinate board and leadership materials, including agendas, logistics, minutes, and action tracking. Support flow of sensitive information with strict confidentiality. Interact professionally with C-suite executives, investors, regulators, and enterprise stakeholders. Project Coordination & Cross-Functional Execution Track CEO-level initiatives and action items; drive accountability across teams. Support strategic initiatives including investor relations, partnerships, global licensing, customer escalations, and executive planning. Maintain dashboards, documentation, timelines, and status updates to ensure execution without bottlenecks. Proactively identify risks, blind spots, and operational inefficiencies. Operational Excellence & Systems Optimization Improve executive workflows, communication systems, and internal processes to increase scale and velocity. Coordinate NDAs, vendor onboarding, presentations, and operational infrastructure. Build reliable systems for meetings, decisions, and stakeholder management. Recommend process improvements that enhance executive productivity. Global Travel & Event Management Plan and execute complex multi-country travel, including visas, budgets, contingency planning, and regulatory or board meetings. Support participation in high-profile industry events and external engagements. What Success Looks Like The CEO’s time is focused on the highest-value activities. Communication across teams and stakeholders is timely, clear, and frictionless. Projects under the CEO’s remit remain on track and well-managed. External partners experience a responsive, professional executive office. The EA anticipates needs and executes independently with minimal direction. Goals & Performance Indicators Executive Responsiveness: 95% of priority emails and stakeholder communications addressed within 1 business day. Calendar Precision: Maintain Execution Reliability: ≥98% of tracked action items and commitments delivered on time. Travel & Logistics Accuracy: 100% adherence to executive preferences, budgets, and timelines. Stakeholder Satisfaction: ≥85% executive and leadership satisfaction with support effectiveness. Presentation & Materials Quality: Consistently deliver high-quality executive materials on time, meeting clarity and professionalism standards. Who You Are Experience 5+ years supporting C-suite executives in technology, fintech, financial services, or high-growth startups. Experience operating in fast-paced, globally distributed environments. Experience working with senior external stakeholders (investors, regulators, enterprise clients). Bachelor’s degree preferred. Skills & Traits Japanese language (spoken and written) proficiency preferred Exceptional written and verbal communication. Strategic thinker with strong prioritization and judgment. High emotional intelligence; skilled at navigating sensitive, high-stakes contexts. Operates independently and anticipates needs before they arise. Meticulous, detail-oriented, and highly organized. Comfortable managing confidential information and complex decision environments. Able to context-switch, manage ambiguity, and maintain composure under pressure. Proactively supports executive goals, objectives, and KPIs. Technical Proficiency Strong proficiency in Google Suite, Slack, Confluence, JIRA, and Microsoft Office (Word, Excel, PowerPoint, Outlook). Strong presentation-building capability. Quick to learn and adopt new systems How We Take Care of You: Competitive Salary & Stock Options Health Benefits New Hire Home-Office Setup: One-time USD $500 Monthly Stipend: USD $150 per month via a Brex Card Alpaca is proud to be an equal opportunity workplace dedicated to pursuing and hiring a diverse workforce. Recruitment Privacy Policy