Executive Assistant, Strategy & Operations

Overview

At Backcountry, our mission is to connect people to their passions. Our four online stores—Backcountry, Competitive Cyclist, Moto Sport and Steepand Cheap—aim to supply our customers with gear, knowledge, and inspiration to chase life’s greatest moments. We strive to provide the biggest and best assortment of premium outdoor products, a superior shopping experience, expert guidance, fast and accurate fulfillment, and community-centered content.

Backcountry is building a trusted, expert-guided destination for outdoor gear and is seeking an Executive Assistant, Strategy & Operations to support the President and select executives as a trusted partner, operational amplifier, and systems thinker.

This is not a traditional administrative role. It’s a Chief of Staff–lite position for someone who anticipates needs, uses AI and automation to reduce friction, and helps leaders focus on activities that drive the most impact. You’ll work at the center of the business—supporting execution against our strategy while raising the operating bar across leadership workflows. If you’re energized by ownership, structure, and building smarter ways to work in a high-growth environment, this role is for you.

• Executive Partnership & Leverage:
  Act as a strategic extension of the executives you support—anticipating needs, prioritizing decisions, and protecting focus.
• Calendar Management:
  Own a dynamic calendar, manage a heavy volume of meetings across time zones, book/rebook/cancel meetings as priorities change, and communicate changes.
• AI & Automation:
  Use AI and automation to increase leverage. Apply tools like ChatGPT, Claude, Gemini, and others to draft communications, summarize information, create checklists, and streamline scheduling workflows. Set up and maintain simple automations that reduce repetitive work and help leadership stay on track.
• Strategy & Initiative Support:
  Track priorities, milestones, and cross-functional dependencies; partner on leadership planning, offsites, and board preparation with operational discipline; translate strategy into clear actions with improved visibility, follow-through, and accountability.
• Information Flow & Decision Support:
  Serve as a central point for inbound information—filtering, prioritizing, and escalating appropriately; draft and edit executive communications and presentations; ensure the right information reaches the right stakeholders at the right time.
• Trust, Judgment & Ownership:
  Handle highly sensitive information with discretion; represent executive intent accurately and professionally; uphold a high bar for quality, clarity, and accountability.

• 5–8+ years of experience supporting senior leaders in a fast-paced, high-growth, or complex organization.
• Strong business judgment with the ability to prioritize based on impact, not just urgency.
• AI curious and automation-minded. Experience using AI tools (e.g., ChatGPT, Claude, Gemini, n8n, Zapier) in work or at home; enjoy experimenting with new tools and building automations.
• Exceptional organizational, communication, and synthesis skills; attention to detail; ability to handle sensitive information confidentially and professionally; clear written and verbal communication.
• Ability to connect dots across teams, anticipate risks, and proactively solve problems.
• Calm, adaptable, and effective amid shifting priorities.
• Passion for the outdoors and alignment with Backcountry’s customer-first, expert-led mission is a plus.

Joining Backcountry isn’t just about having a seat at the table—it’s about helping redesign the table. You’ll be challenged, stretched, and supported as you grow quickly. In addition to competitive compensation, we offer:

• Executive Access:
  Work directly with brand CEOs and senior leadership, solving real business problems and receiving mentorship from top operators.
• AI-First Skill Building:
  Hands-on experience with advanced AI tools and building a modern tech stack.
• Accelerated Career Path:
  High performers are entrusted with greater responsibility, new challenges, and leadership opportunities across our portfolio of brands.
• Competitive benefits:
  Paid time off,…