Executive Assistant

Trulieve; Clearwater (FL); On-site; USD 55,000 - 75,000; Full time

Job summary

Trulieve, located in Clearwater, FL, is seeking an Executive Assistant to provide high-level administrative and operational support to the CFO and CMO. This role is critical in managing priorities, enhancing leadership effectiveness, and ensuring communication flow across the organization.

The ideal candidate will have a Bachelor’s Degree and over 5 years of executive support experience, demonstrating strong organizational, communication, and interpersonal skills. Proficiency in MS Office Suite and excellent attention to detail are essential.

Qualifications

• 5+ years experience providing executive support.
• Strong analytical and research skills.
• Demonstrated ability to prioritize multiple tasks with attention to detail.

Responsibilities

• Manage complex calendars and resolve scheduling conflicts.
• Coordinate timelines and distribution of Board materials.
• Serve as primary point of contact for stakeholders.
• Support daily budget tracking and purchase requests.

Skills

Interpersonal skills

Organizational skills

Professional verbal and written communications

Time-management

Problem-solving skills

Advanced proficiency in MS Office Suite

Education

Bachelor’s Degree

Tools

MS Office Suite

PowerPoint

Excel

SharePoint

Smart Sheets

Job description

Reports to: Chief Financial Officer & Chief Marketing Officer

Position Summary

The Executive Assistant delivers proactive, high-level administrative and operational support, enhancing the CFO & CMO's leadership in both departments and enabling effective engagement with the executive team and Board of Directors. This role manages priorities, optimizes both leaders time, anticipates needs, and drives communication flow across the organization. The Executive Assistant coordinates key governance processes including Board and Audit Committee support and always maintains strict confidentiality and professionalism.

Responsibilities

Executive Support

• Manage complex and dynamic calendars; evaluate priorities and proactively resolve scheduling conflicts.
• Prepare briefing materials for internal and external meetings; ensure follow-up actions are tracked to completion.
• Format information for internal and external communication – memos, emails, presentations, reports incl. BOD material.
• Draft correspondence, communications, presentations, and remarks with excellent writing and executive polish.

Board, Audit Committee & Governance Support

• Coordinate timelines, version control, and distribution of Board and Committee materials in partnership with Legal, IR, and Finance.
• Support logistics, stakeholder communications, and secure document handling.
• Maintain readiness for external reporting milestones, including quarterly earnings event support.

Leadership Team Coordination

• Maintain operating rhythm: weekly leadership meetings, cadenced deliverables, and initiative tracking.
• Support travel and expense compliance for CFO & CMO and direct reports.
• Track internal deadlines and operating KPIs.

Communication & Relationship Management

• Serve as primary point of contact for internal and external stakeholders; protect the executives time and access.
• Manage message flow and ensure clarity, tone, and professionalism in communications.
• Draft key internal messages (policy updates, organization communications).
• Hold and participate in weekly Finance & Marketing meetings with staff to streamline communication
• Coordinate Townhall events and associated presentations

Operational Support

• Coordinate travel in compliance with policy and negotiated vendor terms.
• Maintain filing systems and confidential record retention standards.
• Support daily budget tracking, purchase requests, and contract routing for vendors.

Experience & Education

• Bachelor’s Degree
• 5+ years experience providing executive support preferred.
• Strong interpersonal skills and the ability to build relationships with stakeholders, including staff, board members and external partners.
• Strong organizational skills that reflect ability to perform and prioritize multiple tasks seamlessly with excellent attention to detail.
• Strong regard for accountability and excellence
• Strong professional verbal and written communications skills.
• Advanced proficiency in MS Office Suite, Powerpoint, Excel, SharePoint, Smart Sheets
• Ability to conduct research and present data in a succinct fashion.
• Strong professional discretion and independent decision-making capabilities.
• Excellent writing, editing, grammatical, organizational, and research skills.
• Demonstrated time-management and problem-solving skills.

Working Conditions and Location

• Position is required to be in Clearwater, FL
• Flexibility for after-hours support tied to earnings cycles, Board meetings, and travel.