Executive Assistant

Department: Executive Office | Reports To: Managing Partners | Travel: Up to 25% | Salary: $80,000 Annually

Position Summary

CS Contract Solutions is seeking a highly experienced, organized, and technology-forward Executive Administrative Assistant to the Managing Partners to provide direct administrative and operational support to company ownership. This is a high‑trust position supporting the Managing Partners across CS Contract Solutions and its business activities. The ideal candidate is an experienced executive administrator who is highly organized, exceptionally responsive, comfortable in a fast‑moving environment, and capable of anticipating needs before they become requests. This role manages complex calendars, travel, communications, meetings, documents, and follow‑ups while helping create structure around the Managing Partners' day‑to‑day activities. The successful candidate must also be AI‑savvy and technologically capable, using modern AI and productivity tools to improve efficiency, organization, communication, research, and administrative workflows. This position requires the highest levels of confidentiality, discretion, judgment, professionalism, and trust.

Core Responsibilities

• Executive & Ownership Support — Manage daily executive priorities; coordinate calendars and schedules; protect executive time; schedule and coordinate meetings with clients, partners, advisors, and attorneys; prepare executives for engagements; manage follow‑up items; anticipate administrative and logistical needs.
• Calendar & Time Management — Own complex executive calendars; resolve scheduling conflicts; prioritize meetings against company priorities; coordinate across time zones; build in travel and prep time; maintain visibility into upcoming commitments and deadlines.
• Travel Management — Coordinate domestic and occasional international travel, including flights, hotels, ground transportation, itineraries, and event logistics; manage last‑minute changes; may travel with the Managing Partners as business needs require (up to 25%).
• Meeting Preparation & Follow‑Through — Prepare agendas and supporting documents; gather information ahead of meetings; take or coordinate notes; track decisions, action items, and deadlines; follow up with responsible parties.
• Communication Management — Organize and prioritize executive correspondence; draft routine communications; coordinate responses and follow‑ups; maintain contact information; communicate professionally with senior executives, clients, attorneys, consultants, and vendors.
• AI & Technology Enablement — Actively use AI and modern productivity tools (ChatGPT and other generative AI platforms, Microsoft Copilot, Microsoft 365, Outlook, Teams, Excel, Word, PowerPoint, cloud file management, AI transcription/summarization tools, task and workflow automation platforms) to eliminate repetitive work and increase Managing Partner productivity — supporting meeting prep, research, drafting, note organization, presentations, and travel planning.
• Executive Organization & Priority Management — Maintain systems providing visibility into priorities, open action items, deadlines, key relationships, and documents requiring review or signature; respectfully hold executives accountable to their own commitments.
• Confidentiality & Discretion — Handle highly confidential information including financial, ownership, legal, employee, and client matters, strategic plans, transaction discussions, executive compensation, and financing matters. Confidentiality is an absolute requirement of this position.
• Executive Office Administration — Support document preparation, file organization, expense reporting, invoice/receipt organization, meeting coordination, presentation preparation, contact management, and signature coordination; liaise with Finance, Legal, HR, and Operations on behalf of the Managing Partners.
• Special Projects — Support strategic initiatives that may require research, vendor coordination, project tracking, presentation development, event planning, and cross‑functional coordination, often starting from “figure this out and bring me options.”

Required Qualifications

• Minimum 5+ years supporting executives, business owners, C‑suite leaders, or senior leadership; demonstrated experience managing complex executive calendars and travel; strong proficiency with Microsoft 365, Outlook, Teams, Word, Excel, and PowerPoint; demonstrated comfort using artificial intelligence and modern productivity tools; exceptional organizational and time‑management skills; strong written and verbal communication skills; ability to manage multiple priorities simultaneously; exceptional attention to detail; strong professional judgment; demonstrated ability to handle confidential and sensitive information; ability to operate independently with limited supervision; ability to anticipate executive needs; ability and willingness to travel up to 25%.

Preferred Qualifications

• Previous experience supporting company founders, owners, Managing Partners, CEOs, or other C‑suite executives; experience in a rapidly growing or entrepreneurial organization; experience supporting multiple senior executives simultaneously; advanced experience using AI tools for executive productivity; experience developing administrative workflows or automations; experience coordinating executive‑level meetings, conferences, and travel; experience interacting with attorneys, financial professionals, senior executives, and other high‑level stakeholders.

Key Competencies

• Discretion
• Organization
• Anticipation
• Ownership Mentality
• Technology Fluency
• Communication
• Adaptability
• Resourcefulness
• Follow‑Through
• Executive Presence
• Judgment