Chief of Staff to the CEO - Top Shelf Collective

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 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 operations, project management, executive support, business operations, or a similar 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. growing businesses. COMPENSATION & BENEFITS 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. 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. rd Time/NY (EST) business hours. Apply To This Job