Executive Assistant

Preferred Parking Service, LLC • Charlotte, NC

3d • $85,000 - $95,000 • Onsite

About The Position

The Executive Assistant serves as the Executive Team’s right-hand and the organizing hub for the leadership team. The role goes beyond calendar and inbox management to include first-pass contract review, drafting correspondence, and coordinating the leadership team’s weekly and quarterly meeting rhythm under the Entrepreneurial Operating System (EOS). It keeps the Executive Office focused on decisions requiring senior leadership attention, routes other matters to the appropriate leader, and follows up through resolution. About half or more of the role supports the Executive Team directly; the remainder supports the VP of Operations and Director of Business Development, with leadership priorities taking precedence.

The position manages and triages leadership email, drafts and sends authorized correspondence, reviews and summarizes contracts and other documents, tracks deadlines, and maintains EOS meeting materials, scorecards, to-dos, issues, and quarterly priorities. It prepares a daily brief before 7:00 a.m., organizes approval requests, manages executive calendars and travel, schedules personal appointments, and coordinates matters involving affiliated real estate holdings and the principal’s personal advisors. Special projects and other assigned duties are also included. The position does not provide legal advice, redline contracts, or negotiate them; legal questions are referred to company counsel.

The role is in person in an office environment in Charlotte, North Carolina. Occasional availability by phone or Teams outside core hours may be needed for time-sensitive matters. Occasional local travel and rare overnight travel are expected. The role involves prolonged computer work and sitting, and occasionally lifting up to 25 pounds. A valid driver’s license and reliable transportation are required for occasional errands and site visits.

The stated starting salary is $85,000 to $95,000. The company offers eligibility for benefits, PTO after 90 days, and a 401(k) after six months. A company laptop and Microsoft 365 with Copilot are provided. A signed confidentiality agreement is a condition of employment. The role may progress to Senior Executive Assistant or, as the company grows, to a broader leadership operations role.

Requirements

• At least 5 years of experience supporting a founder, owner, or senior executive team.
• Experience reviewing or administering contracts, leases, or vendor agreements.
• Excellent written communication skills, including drafting correspondence with an executive presence.
• Demonstrated discretion with confidential financial, legal, and personal information.
• Advanced proficiency in Microsoft 365, including Outlook, Teams, Word, Excel, and SharePoint.
• High school diploma or equivalent.
• Valid driver’s license and reliable transportation for occasional errands and site visits.

Nice To Haves

• Bachelor’s degree, or paralegal or contracts administration training.
• Experience in a company that uses EOS, including Level 10 meetings, scorecards, and Rocks.
• Background in commercial real estate, property management, parking, or facilities.
• Experience coordinating rental properties.
• Experience at a founder-led or family-owned company.
• Familiarity with AI productivity tools such as Microsoft Copilot.

Responsibilities

• Review incoming leadership email, identify matters requiring executive attention, route other matters to the appropriate leader, and track them through resolution.
• Draft correspondence on behalf of the Executive Office for review and send routine correspondence directly once authorized.
• Communicate with vendors, clients, and internal staff as directed, using a professional and courteous tone that remains firm in negotiations and difficult conversations.
• Perform first-pass reviews of client management agreements, vendor contracts, insurance documents, and leases.
• Prepare one-page summaries of key contract terms, dates, obligations, and potential risks for the Executive Team.
• Track contract deadlines and renewal dates, ensure time-sensitive documents are not delayed, and refer legal questions to company counsel.
• Prepare agendas and materials for weekly leadership Level 10 meetings and collect weekly scorecard metrics from leaders.
• Record and distribute to-dos, maintain the issues list, track quarterly priorities (Rocks), and maintain core EOS documents, including the Accountability Chart and Vision/Traction Organizer.
• Schedule and coordinate quarterly and annual Executive Team planning sessions.
• Prepare a daily brief for the Executive Office before 7:00 a.m. covering decisions needed, pending approvals, the day's schedule, and open items.
• Organize spending and sign-off requests with supporting information and a recommendation.
• Follow up with leaders on executive requests and confirm completion.
• Manage the executive calendar and strategic meetings; arrange business and personal travel; and schedule personal appointments for leadership.
• Coordinate matters related to affiliated real estate holdings, including leasing and property management issues.
• Support scheduling and document tracking for the principal’s personal advisors.
• Complete special projects for the Executive Team, VP of Operations, or Director of Business Development, and perform other duties as assigned.

Benefits

• Standard Preferred Parking Service benefits package.
• PTO after 90 days.
• 401(k) after six months.
• Company laptop and Microsoft 365 with Copilot.
• Potential progression to Senior Executive Assistant or a broader leadership operations role as the company grows.
• Opportunity to build long-term client relationships.
• Supportive team and operational backing.
• Advancement opportunities.
• Excellent earning potential for motivated individuals.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: High school or GED