Executive Assistant

Location: Maui, Hawaiʻi
Employment Type: Full-Time, Exempt 
Annual Compensation: $100,000 - $120,000 Based on Experience

The Opportunity

We are looking for a Executive Assistant who does not just “manage calendars” — they move the mission forward.

This is not a sit-back-and-wait-to-be-told role. This is a high-trust, high-visibility, high-accountability seat supporting the CEO at the center of a fast-moving organization. You will be the operational backbone behind the scenes — the person who sees around corners, closes loops, protects priorities, and makes sure what matters does not get buried, delayed, or dropped.

The right person for this role is sharp, steady, discreet, and relentlessly organized. You know how to bring order to chaos, turn conversations into action, and keep leaders focused on the work only they can do.

If you are detail-obsessed, execution-driven, allergic to dropped balls, and energized by being the person everyone trusts to keep the machine moving — this could be your next big move.

This role sits within a subsidiary company in the Alpha Inc. family of companies — an organization built on the same foundation of grit, accountability, humility, and excellence that drives Alpha’s work across Hawaiʻi.

Across the Alpha family, three core values shape how we lead, serve, and show up:

Lead with Heart – Humility, empathy, and respect in every interaction.
Strength in Unity – One crew, many talents; we win together.
Alpha Mentality – Grit, accountability, and a relentless drive to excel.

In this role, you will help protect those values at the executive level by creating clarity, discipline, and follow-through where it matters most.

What You Will Do

As Executive Assistant, you will serve as the right hand and a critical support partner to the CEO. Your job is to make priorities visible, decisions actionable, and execution unavoidable.

Drive Execution and Follow-Through

• Own the tracking of key initiatives, commitments, deadlines, and action items to ensure priorities move forward with urgency and accuracy.
• Turn meetings, conversations, and executive decisions into clear next steps — then stay on them until they are done.
• Create systems that prevent dropped balls, missed follow-ups, and unnecessary delays.

Protect Executive Time and Focus

• Manage leadership calendars with discipline, judgment, and strategic prioritization.
• Understand what matters most and help ensure executive time reflects the organization’s highest priorities.
• Anticipate conflicts, gaps, and friction before they become distractions.

Own Communication Flow

• Triage and manage the CEO’s inbox with professionalism and discretion.
• Ensure timely responses, clean handoffs, and zero missed follow-through.
• Draft, edit, and prepare communications with clarity, polish, and sound judgment.

Prepare Leaders to Win

• Build executive briefings, agendas, meeting materials, and follow-up documents that make leadership more effective.
• Capture decisions, document action items, and hold the process accountable.
• Make sure meetings produce movement — not just conversation.

Coordinate Across Teams

• Run point on logistics, scheduling, information flow, and cross-functional coordination.
• Partner with internal and external stakeholders to remove friction and keep work moving.
• Plan and execute travel, meetings, events, and complex logistics with precision and contingency thinking.

Build Order, Visibility, and Accountability

• Maintain tools, trackers, workflows, and processes that keep executive priorities organized and visible.
• Spot bottlenecks, risks, and gaps early — then help solve them before they slow the business down.
• Handle confidential information with absolute discretion, maturity, and professionalism.

What You Bring

• You are not looking for a basic admin role. You are an operator in an executive support seat.
• You are calm under pressure, fast without being sloppy, and detailed without losing the bigger picture. You take pride in being the person leaders can count on when the stakes are high and the pace is unforgiving.

Experience

• Minimum of 2 years supporting C-suite executives, preferably at the CEO level.
• Proven experience managing executive calendars, inboxes, meetings, travel, and follow-through in a fast-paced environment.
• Demonstrated track record of owning execution from start to finish.

Skills and Mindset

• Exceptional organization and attention to detail — you catch what others miss.
• Relentless follow-through — when you own it, it gets done.
• High discretion and sound judgment with confidential information.
• Strong written and verbal communication skills with a polished, professional presence.
• Advanced proficiency with Microsoft Office Suite, Google Workspace, and task/email management systems.
• Natural ability to anticipate needs, remove friction, and support leaders before they have to ask.
• Bias toward action, problem-solving, and accountability.
• Ability to manage competing priorities without drama, ego, or excuses.

Why This Role Matters

• Executive support at this level is not about being nearby. It is about being trusted.
• You will sit close to decisions, priorities, and momentum. You will help create the rhythm that keeps the organization moving. You will bring structure to speed, discipline to ambition, and follow-through to ideas that matter.
• For the right person, this is a chance to build serious executive-level muscle inside a growing Alpha-family company with high standards and real opportunity.

Benefits & Perks

Alpha Inc. offers a competitive benefits package designed to support you and your family, including:
• 100% company-paid Medical/Dental/Vision (family coverage)
• Paid Time Off (PTO) (vacation, personal, and sick time) that increases with tenure
• Paid holidays
• Weekly pay
• 401(k) Retirement Plan: Eligible after 1 month of service (age 18+), with a Safe Harbor match (100% on the first 3%, 50% on the next 2%) with immediate vesting.
• Life & AD&D insurance (company-paid, with family coverage)
• Flexible Spending Account (FSA)
• Employee Assistance Program (EAP) (24/7 confidential support)
• Tuition reimbursement (up to $500/year)
• Company-provided equipment (role dependent)
• Additional perks (Aflac supplemental coverage + employee discounts)
• Employee Ambassador Program: A dedicated, real-human support resource to help you navigate life’s challenges—personal or professional—by connecting you to guidance, resources, and solutions when you need them most.

Benefits eligibility may vary based on role and employment status.

Requirements (Conditions of Employment)

Employment at Alpha Inc. is contingent upon:
• Completion of standard pre-employment screening.
• Successful completion of a background check conducted after a conditional offer; any prior issues will be reviewed on a case-by-case basis consistent with Hawaiʻi and federal law.
• Passing a drug test (for both full-time and part-time hires) conducted in line with Hawaiʻi statutory requirements.

Applicants must be authorized to work in the United States; we are unable to sponsor employment visas. Employment eligibility will be verified upon hire.

If you need a reasonable accommodation during the application or hiring process, please contact us at careers@alphahawaii.com.

Equal Opportunity Employer

Alpha Inc. is an Equal Opportunity Employer committed to diversity, equity, and inclusion. We do not discriminate based on any protected status under federal or Hawaiʻi law, and we provide equal opportunity in all employment practices, including recruitment, hiring, promotion, compensation, benefits, and training.

If you are the person who sees the loose ends, owns the follow-through, and makes high-level leaders sharper just by being in the room — step in.