AI-Native Executive Assistant

EXECUTIVE ASSISTANT TO THE CEO

Force multiplier wanted. Calendar-keepers need not apply.

Granite State Business Holdings (GSBH) | Remote | Full-Time

This isn't a traditional Executive Assistant role.

We're looking for someone who enjoys building systems, embraces AI as a way of working, and wants to help shape how a modern company operates.

This role isn't just about managing calendars or responding to email s. It's about creating leverage—using systems, technology, and sound judgment to help our CEO focus on the highest-value work that grows the business.

If you're the type of person who:

• Sees a messy process and immediately starts thinking of a better way.
• Naturally organizes information and keeps people accountable.
• Enjoys experimenting with AI to improve how you work.
• Takes initiative instead of waiting to be told what to do.
• Loves building systems that make everyone more effective.

You'll probably enjoy working with us.

---

WHO WE ARE

GSBH is a holding company built around established commercial, industrial, and institutional (CII) electrical contractors across Northern New England. We combine local know-how, trusted relationships, and scrappy New England roots with the infrastructure and capital needed to help great businesses grow for generations.

Today, GSBH includes multiple operating companies—including Ray's Electric, Yankee Electric, and Amplex Electric—with additional acquisitions planned. We believe the best companies are built by empowering local teams while providing the systems, resources, and long-term support they need to thrive.

Supporting our CEO means maintaining context across multiple businesses, leadership teams, priorities, and strategic initiatives simultaneously. Every day is different, and every decision has the potential to impact more than one company.

Our CEO's time is one of the company's most valuable resources. Your role exists to multiply it.

---

WHAT THIS ROLE REALLY IS

This isn't a traditional assistant role. Your job is to create leverage by building systems, eliminating distractions, and helping the CEO spend more time on strategy, leadership, and growth.

A major responsibility of this role will be helping build and maintain our internal Brain Trust—our executive knowledge system.

The Brain Trust captures executive decisions, company knowledge, relationships, meeting history, projects, initiatives, and important context so nothing valuable gets lost. You'll help organize it, improve it, and continually explore how AI can make it even more useful over time.

You'll also build SOPs, documentation, executive workflows, and operational systems that help the company scale.

This is what makes this role different from almost every Executive Assistant position you'll find.

---

WHAT YOU'LL OWN

• Protect and optimize the CEO's calendar.
• Manage and prioritize the CEO's inbox.
• Prepare meeting agendas, briefing materials, and follow-up action items.
• Capture executive decisions and maintain our Brain Trust.
• Build SOPs, checklists, templates, dashboards, and documentation.
• Track priorities across multiple companies and leadership teams.
• Coordinate executive projects, travel, meetings, and recurring responsibilities.
• Continuously explore how AI can improve executive operations and internal systems.
• Anticipate problems before they happen and build systems that prevent them from happening again.

---

WHAT SUCCESS LOOKS LIKE

CEO High-Value Time

By the end of Month 3, at least 70% of the CEO's scheduled hours are dedicated to strategy, leadership, and growth activities.

Action Item Closure

At least 90% of commitments captured during meetings are completed by their committed deadlines.

Brain Trust Currency

Executive documentation is updated within 24 hours of relevant decisions, personnel changes, or new initiatives.

Meeting Preparation

Meeting agendas and briefing materials are delivered at least 2 hours before meetings requiring preparation at least 95% of the time.

---

WHO YOU ARE

You don't need to know everything.

We're looking for someone who is:

• Highly organized and detail-oriented.
• Naturally proactive.
• A systems thinker who enjoys improving how work gets done.
• An excellent written communicator.
• Comfortable managing multiple priorities simultaneously.
• Curious about AI and already experimenting with it in your work.
• Coachable and excited to continually improve your skills.
• Comfortable working independently with minimal supervision.
• Someone who enjoys solving problems instead of simply completing tasks.

Executive Assistant experience is important, but we value initiative, adaptability, communication, curiosity, and systems thinking just as much.

---

AI-FIRST MINDSET

AI is becoming a core part of how we operate, and this role will play an important part in that journey.

We're not looking for an AI expert.

We're looking for someone who has already begun experimenting with AI tools to improve how they work.

Whether you've used ChatGPT, Claude, Gemini, Perplexity, Microsoft Copilot, or other AI tools, we're interested in how you've used them to save time, organize information, improve communication, automate repetitive work, or build better systems.

More importantly, we're looking for someone who enjoys learning, testing new ideas, and continuously improving alongside our team.

---

TOOLS & SYSTEMS

Experience with the following is a plus:

• Microsoft Outlook
• Microsoft Teams
• Microsoft Excel
• Microsoft Word
• OneDrive / SharePoint
• Project management software
• AI tools (ChatGPT, Claude, Gemini, Perplexity, Microsoft Copilot, etc.)

---

WHAT YOU'LL GET

• Direct partnership with the CEO.
• A chance to help build systems that shape how our company operates.
• Exposure to multiple businesses, leadership teams, and strategic initiatives.
• Continuous coaching and professional growth.
• The opportunity to help build our AI-powered Brain Trust from the ground up.
• A company that values ownership, curiosity, and continuous improvement.

---

WORK SCHEDULE

• Full-Time Remote
• Must have significant overlap with Eastern Time working hours.

---

HOW TO APPLY

Please answer the following questions in your application:

1. Tell us a little about yourself and why this role interests you.

2. Tell us about the most recent AI-related workflow, system, or project you built or experimented with.

What problem were you trying to solve? What tools did you use, and what was the outcome?

3. Which AI tools do you currently use, and how do you leverage them in your day-to-day work?

We're interested in understanding how AI fits into your workflow—not just which tools you've tried.

4. Tell us about a time you received constructive feedback that changed the way you work.

What was the feedback, and what did you do differently afterward?

5. Please provide the following

• Computer specifications (Processor, RAM, Operating System)
• Recent internet speed test
• OnlineJobs.ph DISC Assessment result
• OnlineJobs.ph English Proficiency score
• OnlineJobs.ph IQ Test score (if available)

6. To confirm you've read this entire job posting, please begin your application with the phrase

"AI-Driven"

Applications that do not include this phrase may not be considered.

---

Final Note

We're not looking for someone who simply manages a calendar.

We're looking for someone who enjoys building systems, embraces AI as a tool for continuous improvement, and wants to help create an organization that operates smarter every day.

If you're excited by solving problems, improving processes, experimenting with technology, and growing alongside a company that's building for the long term, we'd love to hear from you.