Job Description

COMPANY OVERVIEW:

Freewyld Foundry is a high-performance revenue management service for short-term rental operators generating $1M+ in annual revenue . We manage $40M+ in revenue across 1,000 listings , helping operators maximize profitability through data-driven pricing, automation, and expert strategy.

We are not a company for people who want easy work. We believe in hard work, high performance, and continuous personal growth . If you seek challenges, thrive in dynamic environments, and are passionate about hospitality, travel, and revenue optimization , this is the perfect role for you.

We built Freewyld Foundry because we live and breathe this industry. In addition to our revenue management services, we also own and operate Freewyld , a collection of beautifully designed cabins in nature-driven destinations. This operator-first mindset shapes everything we do.

If you're looking for a place to grow, push limits, and make an impact in hospitality , Freewyld Foundry is where you belong.

Our promise is simple: Done-For-You Revenue & Pricing Management that will increase your STR revenue by 20%+ in 90 days. Through our specialized services, we leverage data-driven strategies and industry-leading practices to optimize revenue, enhance guest experiences, and drive sustainable growth for our clients.

We’re the company for you if:

• You want to be part of a team consistently delivering tangible, impactful results.
• You value a company that blends high-touch service with cutting-edge data analysis.
• You’re excited about setting new standards in the STR industry through innovation and expertise.

Reach out to us today, and let's grow together.

POSITION SUMMARY:

We are searching for an elite-level Executive Assistant to work directly with our CEO, supporting him in managing and scaling Freewyld and Freewyld Foundry. This person must be incredibly organized, proactive, highly skilled, and able to work with precision and efficiency.

This is a role for a driven self-starter who can anticipate needs, handle tasks before they arise, and make our CEO’s life as seamless as possible. We are looking for a proactive, organized, and detail-oriented professional with a proven track record of supporting C-level executives. This role demands impeccable communication skills, the ability to manage complex workflows, and a strong commitment to confidentiality. As a trusted partner to the CEO, the Executive Assistant will be instrumental in optimizing processes, managing key relationships, and ensuring smooth operations across the company.

This is a long-term position with significant growth opportunities for high performers who want to develop deep expertise in revenue management and short-term rental operations.

You will also assist in planning and coordinating company retreats, events, and team offsites, and support project management to ensure key priorities are executed efficiently. Additionally, you will help manage hiring processes, performance tracking, and culture development , while organizing and streamlining communication between the CEO, team, and clients.

RESPONSIBILITIES:

• Manage CEO's email inbox, prioritizing, responding, and organizing messages
• Handle complex calendar scheduling, coordinating internal and external meetings
• Coordinate travel arrangements, including flights, accommodations, and itineraries
• Maintain confidential documents, agreements, and reports
• Assist in high-level decision-making by organizing and presenting key information
• Act as the first point of contact between CEO and clients, ensuring smooth communication
• Coordinate meetings, follow-ups, and ensure deliverables are met
• Assist in onboarding and communicating with Freewyld guests, handling high-level bookings, requests, and VIP guest experiences
• Identify inefficiencies and implement systems to streamline operations
• Handle personal tasks related to business, including bills, subscriptions, and logistics

QUALIFICATIONS:

• 3-5 years of experience as an Executive Assistant supporting C-level executives
• Experience in hospitality, travel, or short-term rentals is a strong plus
• Flawless written and spoken English – you must be able to communicate with top-tier clients professionally
• Ultra-organized with the ability to manage multiple high-level priorities at once
• Ability to work in PST time zone, starting at 8 AM and available as needed
• Customer service experience—this is a client-facing role
• Confidentiality and discretion are essential in handling sensitive information

COMPENSATION & BENEFITS:

Annual Salary: $48,000 - $60,000

Benefits

• Wellness programs

Schedule

• 8am-4pm pst +available when needed

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