Executive Assistant to the COE (Remote, Full Time)

About Frontier

Frontier is a subsidiary of Fresh Prints. Fresh Prints is a New York-based, fast-growing, fully remote, 150-person company with most of our team based in India and the Philippines. A few years ago, Fresh Prints began helping other fast-growing companies build their teams. We got so good at it that we spun out a new company to focus exclusively on that — and called it Frontier.

At Frontier, we help companies grow full-time, cross-functional teams abroad. We hire the smartest people and place them into the best companies. In three years, we’ve never lost a client. If you’re interested in a Frontier role and you apply and are accepted, we’ll screen you through assessments and interviews and aim to get you an interview for a full-time job within the month.

Think of us as your personal talent agent — and good luck with the application! 😊

Please note: To ensure we find the best technical fit, our process will have a practical skills assessment prior to interviews.

ABOUT TOP SHELF COLLECTIVE

Top Shelf Collective is a family of locally owned businesses based in Jackson Hole, Wyoming. The organization operates a diverse portfolio of companies, including The Liquor Store & Wine Loft of Jackson Hole, Jackson Hole Marketplace, The Vault of Jackson Hole, Jackson Hole Gift Baskets, Jackson Hole Wine Club, and Jackson Hole Connection.

Led by entrepreneur Stephan Abrams, Top Shelf Collective is built on a commitment to customer service, community involvement, operational excellence, and continuous improvement. With businesses spanning retail, hospitality, specialty services, and community-focused ventures, the organization is focused on creating exceptional experiences while continuing to grow and evolve.

ROLE OVERVIEW

Important Note: While this role carries the title Chief of Staff, this is a highly hands-on execution role rather than a traditional executive leadership position. The person in this role will spend their time driving projects forward, improving processes, coordinating across teams, conducting research, managing priorities, and serving as a trusted operational partner to the CEO.

This role is best suited for candidates with experience in executive support, operations, project management, business operations, or founder support. Candidates seeking a VP, Director, or large-team leadership role may not find this opportunity aligned with their expectations.

Compensation: $900-$1000/monthly

The Chief of Staff serves as a trusted operational partner to the CEO, helping manage priorities, execute projects, improve business processes, and ensure important initiatives move forward.

This role sits at the intersection of executive support, operations, project management, business analysis, and process improvement. The Chief of Staff will work directly with the CEO across multiple businesses and initiatives, helping create structure, improve efficiency, and remove operational bottlenecks.

This is a highly dynamic role requiring strong business judgment, exceptional organization, proactive communication, and the ability to independently drive work forward with minimal oversight. The ideal candidate is resourceful, curious, highly accountable, and thrives in fast-moving environments where priorities can shift quickly.

KEY RESPONSIBILITIES

Executive Operations & Support

  • Manage executive communications, inbox organization, and follow-up actions.
  • Coordinate calendars, meetings, appointments, and recurring priorities.
  • Prepare meeting summaries, reports, and internal documentation.
  • Help prioritize competing requests and ensure key initiatives remain on track.
  • Serve as a trusted operational partner to the CEO across multiple areas of the business.

Project Management & Special Initiatives

  • Coordinate and manage projects from planning through execution.
  • Track deliverables, deadlines, action items, and stakeholder responsibilities.
  • Follow up with internal and external stakeholders to ensure progress.
  • Support implementation of strategic initiatives and operational improvements.
  • Assist with new business initiatives, research projects, and special assignments.

Research & Business Analysis

  • Conduct research on vendors, products, services, technology solutions, and business opportunities.
  • Gather information and provide organized recommendations to leadership.
  • Assist with vendor evaluations, RFP creation, and solution comparisons.
  • Analyze operational reports and identify trends, risks, or opportunities.
  • Support decision-making through research, documentation, and analysis.

Operations & Process Improvement

  • Identify inefficiencies and opportunities to improve workflows.
  • Create and maintain SOPs, process documentation, and operational playbooks.
  • Assist with implementation of systems, tools, and operational improvements.
  • Help standardize recurring processes across multiple businesses.
  • Ensure information and communication flow effectively between teams.

Technology & AI Enablement

  • Research and recommend tools that improve productivity and efficiency.
  • Assist with implementation of AI and automation solutions.
  • Document workflows and support technology adoption initiatives.
  • Help identify opportunities to streamline repetitive tasks and manual processes.

Cross-Functional Business Support

  • Support initiatives across multiple businesses within the Top Shelf Collective portfolio.
  • Coordinate with vendors, partners, consultants, and service providers.
  • Assist with operational reporting, project tracking, and administrative workflows.
  • Take ownership of recurring responsibilities and continuously improve them over time.

REQUIRED QUALIFICATIONS

  • 4+ years of experience in executive support, operations, project management, business operations, founder support, or a similar hands-on execution role.
  • Exceptional written and verbal English communication skills.
  • Strong organizational and time management abilities.
  • Demonstrated ability to manage multiple priorities simultaneously.
  • Strong problem-solving, research, and analytical skills.
  • High level of accountability and ownership.
  • Ability to work independently and proactively identify solutions.
  • Proficiency with Google Workspace, Microsoft Office, and modern collaboration tools.

PREFERRED QUALIFICATIONS

  • Experience supporting founders, executives, or business owners.
  • Experience working in entrepreneurial, startup, or small business environments.
  • Experience creating SOPs and operational documentation.
  • Familiarity with AI tools such as ChatGPT, Claude, Gemini, or similar platforms.
  • Exposure to vendor management, procurement, operations, or process improvement.
  • Experience coordinating multiple projects across different departments or business units.

IDEAL CANDIDATE PROFILE

  • Proactive and highly resourceful.
  • Naturally curious with a strong desire to learn.
  • Comfortable operating in ambiguity and figuring things out independently.
  • Strong attention to detail and follow-through.
  • Excellent communicator who keeps stakeholders informed and aligned.
  • Able to balance strategic thinking with hands-on execution.
  • Process-oriented while remaining flexible and adaptable.
  • Takes ownership of outcomes rather than simply completing assigned tasks.
  • Excited by the opportunity to work directly with a business owner and support multiple projects and growing businesses.

JOB DETAILS:

  • Salary: $900-$1000/monthly
  • Shift: Monday–Friday, 8:00 AM – 5:00 PM EST.
  • Opportunity: Play a key role in improving operations, implementing systems, and supporting business growth across multiple companies.
  • Environment: Work directly with the CEO of a growing portfolio of locally owned businesses and gain exposure to a wide variety of business operations, projects, and leadership initiatives.
  • Type: Full-time REMOTE role.
Back to blog

Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...