Executive Assistant to Chief Executive Officer

Clear Winds Technologies; Birmingham (AL); On-site; USD 60,000 - 80,000; Full time

Benefits offered by this job

Health, dental and vision

401K plan and match

Paid time off

Bonus opportunity

Job summary

Clear Winds Technologies is seeking an Executive Assistant to the CEO who thrives in a fast-growing, high-trust environment. The role protects the executive's time and confidentiality while anticipating needs, solving problems, and enabling strategic focus.

You will own the CEO’s calendar, screen communications, coordinate across teams, plan travel, manage expenses, and leverage AI tools to streamline workflows. A minimum of five years of executive support and exceptional discretion are required.

Qualifications

• 5+ years as an Executive Assistant supporting a CEO or C-level executive in a fast-growing company.
• Exceptional organizational skills with the ability to manage many priorities simultaneously.
• Impeccable punctuality, reliability and discretion with confidential information.
• Advanced knowledge of calendar, email and scheduling tools (Microsoft 365/Google Workspace) and video conferencing.

Responsibilities

• Own the CEO's calendar and time, manage complex schedule across meetings, travel and commitments.
• Screen calls, email and visitors with sound judgment and gatekeeper duties.
• Draft, review and send correspondence; maintain an organized, polished inbox.
• Anticipate needs, bottlenecks and risks; arrive with solutions rather than questions.
• Prepare briefing materials, agendas, reports and presentations; capture notes and track actions.
• Coordinate across the company; liaise between CEO, leadership, employees, clients and vendors.
• Handle sensitive information with total discretion and audit-ready records.
• Plan travel and events; arrange itineraries and leadership meetings.
• Manage expenses and records; process invoices and approvals.
• Put AI to work to automate routine tasks and improve workflows.
• Take on special projects to scale the CEO's office as the company grows.

Skills

Executive support

Calendar management

Communication

Discretion

Prioritization

Independent work

Team collaboration

Education

Bachelor's degree

Tools

Microsoft 365

Google Workspace

Teams

Zoom

Job description

Clear Winds Technologies is a fast-growing AI and IT managed services company. Our clients trust us to keep their businesses running, and our team is the reason they stay. We are scaling quickly, and our founder and CEO needs a right hand who can keep pace.

The Role

We are hiring a world-class Executive Assistant to the CEO. This is a high-trust, high-impact role for someone who thrives on precision, moves fast without sacrificing accuracy, and protects the executive's time, reputation and confidential information. You will be more than a scheduler: you will anticipate needs, spot problems before they surface, and solve them, so the CEO can stay focused on leading a rapidly growing business.

What You Will Do

• Own the CEO's calendar and time. Manage a complex, ever-changing schedule across meetings, travel, clients and personal commitments. Protect focus time, resolve conflicts before they happen, and always be on time and prepared.
• Be the gatekeeper. Screen calls, email and visitors with sound judgment. Know who gets immediate access, who gets a scheduled slot and who does not get through.
• Manage communications. Draft, review and send correspondence, and keep the executive's inbox organized, triaged and moving, with accuracy and a polished tone.
• Anticipate and solve. Understand how a growing business operates, foresee needs, bottlenecks and risks, and arrive with solutions rather than questions.
• Prepare the CEO to win. Assemble briefing materials, agendas, reports and presentations. Capture meeting notes, track action items and follow through until they are done.
• Coordinate across the company. Serve as a trusted liaison between the CEO and the leadership team, employees, clients and vendors. Keep projects and priorities on track.
• Handle sensitive information with total discretion. Manage confidential business, financial, HR and personal matters, and keep them protected from anyone in the office who is not authorized to see them.
• Plan travel and events. Arrange detailed itineraries, leadership meetings, client events and company gatherings.
• Manage expenses and records. Process expense reports, track invoices and approvals, and maintain organized, accurate, audit-ready files.
• Put AI to work. Use AI tools to automate routine work, draft and summarize, improve workflows and raise the speed and quality of the CEO's office.
• Take on special projects. Support strategic initiatives as the company grows, and help build the systems and processes that let the CEO's office scale.

What You Bring

Required

• 5+ years of experience as an Executive Assistant supporting a CEO, founder or other C-level executive, ideally in a fast-growing company
• Exceptional organizational skills and a proven ability to manage many priorities at once
• Impeccable punctuality and reliability, without exception
• Fast, accurate work with meticulous attention to detail
• Outstanding written and verbal communication, and professional presence with clients and executives
• Demonstrated integrity and a track record of handling confidential information with absolute discretion
• Advanced skills with calendar, email and scheduling tools (Microsoft 365 and/or Google Workspace), plus Teams, Zoom or similar
• Strong judgment and the ability to work independently, prioritize and act without being told
• A collaborative mindset: you work well with a team and treat everyone with respect

Preferred

• Hands-on experience with AI tools (such as Claude, ChatGPT or Copilot) and enthusiasm for using them to automate and improve workflows
• Experience in IT, managed services, technology or another high-growth, service-based business
• Familiarity with business operations: budgets, invoicing, contracts, vendor management and project coordination
• Experience with CRM, PSA or project management tools
• Bachelor's degree, or equivalent professional experience

Who You Are

You are highly motivated, self-directed and dependable. You are always on time, and you treat deadlines as promises. You are calm when things move fast, and you catch the small detail everyone else misses. You are discreet by nature: people trust you with what matters most, and you never break that trust. You are fiercely loyal to the executive and to the company's mission, and you are a team player who lifts the people around you. You care about doing things right, and you care about doing them right now.

Our culture is service-first. If you take pride in making others successful and want to grow with a company that builds without debt and puts people first, you will fit in here.

What We Offer

• Compensation: $60,000 to $80,000 per year, based on experience
• Benefits: health, dental and vision coverage
• Paid time off
• 401K plan and match
• Bonus opportunity
• Schedule: Full-time, Monday to Friday, [8:00 a.m. to 5:00 p.m.], with flexibility to support the CEO's needs when business demands it
• Direct access to the CEO and a front-row seat to how a debt-free, rapidly growing company is built
• A culture that values integrity, service and people, with real room to grow