Chief of Staff/Executive Assistant

*Only candidates currently residing in the Palm Beach County Metro Region will be Considered* Our employer, an internet company based in Boca Raton, is seeking a highly experienced Executive Assistant or Paralegal to support our Co-CEOs in a fast-moving professional environment. This is not a large-company support role with a narrow lane — you will see the whole business, work on board, investor, and legal matters, and be trusted to run things without supervision. The position requires an exceptional work ethic, a strong sense of responsibility, reliability, and meticulous attention to detail. The right person takes pride in their work, follows through on commitments, anticipates what is needed before being asked, and brings a calm, positive, can-do approach to a demanding schedule. Dependability, professionalism, and discretion are essential. Two Paths Into This Role The employer is open to candidates from either of two backgrounds: 1. Senior Executive Support / Chief of Staff 6+ years supporting founders, C-suite executives, or business owners — someone who has run complex calendars and travel, managed confidential matters, and picked up contract and corporate document work along the way. 2. Corporate or Transactional Paralegal 6+ years in a law firm or in-house legal department handling contracts and corporate records — someone equally comfortable taking on executive-level administration and office operations. Strong candidates in either track share the same core traits: organized, discreet, resourceful, and willing to own a problem end to end. Responsibilities Executive Support Manage complex calendars, scheduling, and travel for both Co-CEOs Prepare correspondence, presentations, reports, and meeting materials Anticipate needs, track open items, and close loops proactively Handle day-to-day office and administrative operations Legal and Corporate Prepare, redline, format, and manage contracts and transaction documents Maintain corporate records, entity files, and signature and closing logistics Organize and manage document repositories, data rooms, and e-signature workflows Coordinate with outside counsel and track deadlines and deliverables Business and Relationships Serve as a professional liaison with investors, investment bankers, partners, and counsel Support fundraising, board, and partnership processes Handle highly confidential information with absolute discretion Key Qualifications Experience and Work Ethic 6+ years supporting senior executives or founders, or comparable paralegal experience Bachelor's degree or comparable college degree required; paralegal certificate a plus Exceptionally dependable, punctual, organized, and hardworking Takes ownership of responsibilities and follows through Able to prioritize, multitask, and work independently under pressure Professional demeanor with excellent judgment and discretion Strong written and verbal communication skills Technology Advanced Microsoft Office — Outlook, Word (including redlining and document formatting), Excel, and PowerPoint Strong knowledge of Google Workspace and sophisticated calendar management Comfortable with Teams, Zoom, Slack, DocuSign, and cloud-based file systems Working fluency with AI tools (Claude, ChatGPT, or Gemini) — we use them daily Genuinely tech-savvy and quick to learn new systems Compensation and Benefits Base salary of $90,000–$110,000, commensurate with experience Incentive units in the Company — the limited liability company equivalent of stock options, giving you a stake in the growth of what we build. Awards are subject to the terms of the Company's plan, including vesting Participation in the Company health plan, available to all employees. The Company pays a portion of the cost and participating employees contribute the balance On-site child care available through a third-party provider at employee cost #J-18808-Ljbffr CareerSource Palm Beach County