Executive Assistant

Preferred Parking Service • Charlotte, NC

1d • Onsite

About The Position

The Executive Assistant is 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 running the leadership team’s weekly and quarterly meeting rhythm under the Entrepreneurial Operating System (EOS). It keeps the Executive Office focused on decisions only senior leadership can make, routes other matters to the right leader, and follows up until they are resolved. 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.

Responsibilities expand during the first year as trust and familiarity with the business grow. The position supports executive communications, contract and document administration, EOS meeting operations, daily briefs and approvals, executive and personal scheduling, travel, affiliated real estate matters, and special projects. The role does not provide legal advice, redline contracts, or negotiate them; legal questions are referred to company counsel.

The position is based in an office in Charlotte, North Carolina, and requires in-person attendance. 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 work involves prolonged computer use and sitting, with occasional lifting of 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 position is eligible for the standard Preferred Parking Service benefits package, with PTO after 90 days and 401(k) after six months. A signed confidentiality agreement is a condition of employment. Potential growth includes progression to Senior Executive Assistant or, as the company grows, 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 handling 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.
• Ability to lift up to 25 pounds occasionally.
• Ability to attend work in person at the Charlotte, North Carolina office.

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 operational, accounting, HR, and sales matters to the appropriate leader, track them to resolution, and report status to the Executive Team.
• Draft correspondence on behalf of the Executive Office for review and send routine correspondence once authorized; communicate with vendors, clients, and internal staff as directed.
• Perform first-pass reviews of client management agreements, vendor contracts, insurance documents, and leases; prepare one-page summaries of key terms, dates, obligations, and potential risks.
• 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 EOS Level 10 leadership meetings; collect weekly scorecard metrics; record and distribute to-dos; maintain the issues list; and track quarterly priorities (Rocks).
• Schedule and coordinate quarterly and annual Executive Team planning sessions and maintain core EOS documents, including the Accountability Chart and Vision/Traction Organizer.
• 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 logistics; and schedule personal appointments for leadership.
• Coordinate matters related to affiliated real estate holdings, including leasing and property management issues, and 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 6 months.
• Eligible for benefits.
• Potential progression to Senior Executive Assistant or a broader leadership operations role as the company grows.

What This Job Offers

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