Job Description
Senior Executive Assistant (Growth Path to Chief of Staff)

Company: Approvely

Location: Coral Springs, FL

Target Start Date: ASAP (Because a billion-dollar machine moves fast)

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.