Senior Executive Assistant to the CEO

Senior Executive Assistant (Growth Path to Chief of Staff)Company: Approvely Location: Coral Springs, FL Target Start Date: ASAP Reports To: Founder & CEO Direct Reports: Executive Assistant (Sales & Marketing)The Elevator Pitch Let's be honest: you've seen your fair share of boring Executive Assistant job descriptions. This is not one of them. We aren't looking for a passive diary-manager or an order-taker. We are looking for a strategic gatekeeper, and an operational force multiplier who wants a front-row seat to building a category-defining fintech company. Approvely is a profitable, bootstrapped payment technology infrastructure platform processing more than $1 billion in annual payment volume. We are entering a hyper-growth phase fueled by institutional fundraising, product expansion, and rapid team scaling. Our CEO is a hands-on, brilliant, fast-moving founder with a massive bias toward execution. She shifts gears between fundraising, customer strategy, and product vision at lightning speed. She needs an operational right-hand to create structure out of ambiguity, reduce her context-switching, and ruthlessly guard her time. Bonus points? This role is intentionally architected with a direct growth path into a Chief of Staff position. If you have aspirations to transition into executive business leadership, we will give you the runway to do exactly that.The Vibe & Working Style Our CEO values speed, extreme ownership, and practical problem-solving over "perfect process." She communicates dynamically throughout the day and loves concise, solution-oriented updates. Your job isn't to wait for instructions—it's to anticipate needs three steps ahead. You'll manage her calendar with a balanced, highly strategic approach: fiercely defending uninterrupted blocks for deep work and fundraising preparation, while seamlessly locking in high-value meetings with investors, enterprise clients, and partners. If a meeting doesn't have an agenda, a clear purpose, or an absolute requirement for her presence, you'll confidently reschedule, delegate, or decline it.What You'll Own Executive Operations & "Air Traffic Control" Calendar & Focus Defense: Masterfully curate the CEO's schedule to maximize impact over volume, keeping her focused only on highest-value priorities. Inbox Diplomacy: Over time, take the keys to the CEO's inbox. Prioritize incoming messages, ghostwrite high-stakes correspondence, independently respond to inquiries, and flag critical decisions. Meeting Mastery: Ensure the CEO never walks into a meeting cold. You will build comprehensive briefing documents (company backgrounds, CRM history, talking points, and objectives). You will track action items across teams to ensure execution. Leadership & Mentorship: Serve as the head of our internal administrative function, directly managing, mentoring, and balancing the workload for our Sales & Marketing EA. Special Projects & Growth Support Strategic Initiatives: Keep the gears turning on fundraising preparation, due diligence requests, investor pipelines, product launches, and enterprise customer implementations. Internal Operations & SOPs: Identify operational bottlenecks, build out team documentation/SOPs, and continuously drive cross-departmental accountability. Personal Executive Support: Handle high-value personal logistics (family scheduling, travel, reservations, and special projects) to ensure the CEO's personal life runs as smoothly as her business life. Tech & AI Champion: We operate with an AI-first mindset. You'll leverage tools like ChatGPT, advanced CRM platforms, and AI meeting assistants daily to automate workflows and save time.What Success Looks Like In 90 Days: You have fully optimized the CEO's calendar, organized her inbox, streamlined executive travel, and successfully implemented a bulletproof follow-up tracker. The CEO is actively reclaiming meaningful strategic hours every single week. In 6 Months: You are managing the majority of executive communications and driving key company cross-functional initiatives without daily oversight. You are a trusted representative of the Office of the CEO. Long-Term: You have scaled alongside Approvely, mastered the business from the inside out, and are actively stepping into broader Executive Operations or a Chief of Staff role.If you are a fiercely proactive executive operations professional who wants to stop just scheduling meetings and start scaling a powerhouse company, apply today. We can't wait to meet you.Requirements What You Bring to the Table (Qualifications) The Track Record: 5+ years supporting founders, CEOs, or senior executives—ideally in a fast-paced tech, startup, or B2B SaaS/Fintech environment. Startup DNA: You thrive in fast-moving, high-collaboration environments where priorities can pivot based on market opportunities. Exceptional Judgment: An ironclad track record of handling highly confidential data (M&A, board decks, compensation structures) with flawless discretion. Leadership Potential: Prior experience managing or mentoring other administrative staff is a huge asset. Tech-Fluent: You don't just use software; you optimize it. Google Workspace, Slack, Notion, and AI automation tools are part of your daily superpower toolkit. Location: Willing and excited to be on-site daily in beautiful Boca Raton, FL. Nice-to-Have Bonuses: Prior experience in Fintech, Web3, or Payments. Experience assisting with investor relation pipelines or institutional fundraising rounds.Benefits What We Offer Highly competitive base salary commensurate with your seasoned expertise. Early-stage equity package (own a piece of the billion-dollar payments engine you're helping build). Comprehensive medical, dental, and vision insurance. Generous PTO, paid company holidays, and a collaborative workspace in Boca Raton.