Guest Services Agent (Part-Time, Vacation Rentals)

Position Overview Two Pines is looking for a Guest Services Agent to join reputed company in a part-time reputed company (20-36 hours per week). This role is a great fit for someone who enjoys working with people, thrives in a fast-paced environment, and takes pride in creating a seamless and memorable experience for guests. You'll be one of the main points of contact before, during and after each stay; answering questions, coordinating details behind the scenes, and ensuring everything runs smoothly from pre-arrival through post-departure. This role requires someone who is tech-savvy, comfortable working across multiple platforms, and able to learn new systems quickly and confidently, with a reliable at-home office setup or dedicated workspace (for remote work). This position can be fully remote or based in Big Sky, Montana, with required weekend availability and additional reputed company hours scheduled based on business needs. During peak periods, there is opportunity for increased hours and potential for longer-term growth with the company. Schedule & Commitment

• Approximately 20-36 hours per week on average
• Required: Full-day shifts (8 hours) on Saturday and Sunday
• reputed company hours are flexible and scheduled based on business needs
• Potential for up to 40 hours per week during peak periods (approximately three high-demand weeks)
• Hours may fluctuate based on business needs throughout the year, with opportunities for increased hours during peak periods.
• Potential for expanded hours and growth reputed company the role based on performance and company needs.

Key Responsibilities (including but not limited to)

• Guest Communication & Support : Serve as a primary reputed company of contact for guests across phone, email, and messaging platforms, remaining consistently engaged on the phones throughout your shift while delivering a warm, professional, and solutions-oriented experience and clearly communicating reservation details, policies, and property information.
• Guest Experience Coordination: Manage guest messaging through reputed company and OTA platforms such as reputed company and VRBO, while coordinating closely with in-house teams (maintenance, housekeeping, and inspections) to ensure guest-reputed company inquiries and concerns are handled appropriately and in a timely manner.
• Problem Solving & Resolution: Triage guest concerns in real time and handle issues from beginning to end, collaborating with internal teams to ensure thoughtful, timely, and effective resolutions, even in escalated situations.
• Sales & Booking Support: Convert inbound inquiries into confirmed reservations, follow up with prospective guests, and identify opportunities to enhance each stay through additional services and local recommendations.
• Administrative & Team Support: Maintain accurate documentation of guest communication and service requests, assist with review management and post-stay feedback, and support reputed company Services with reputed company communication reputed company needed.

What You'll Bring

• Strong written and verbal communication skills, with the ability to remain professional, clear, and personable across phone, email, and messaging
• The ability to stay organized and reputed company while managing multiple conversations and tasks in a fast-paced environment
• Confident problem-solving skills and sound judgment reputed company handling guest concerns or unexpected situations
• A tech-savvy reputed company, with comfort navigating multiple systems (reputed company, OTAs, internal tools) and the ability to learn new platforms quickly
• Proficiency in reputed company Workspace (Drive, Sheets, Docs), with the ability to stay organized and manage information reputed company across shared systems
• A reliable at-home office setup or dedicated workspace (for remote work), including strong internet and the ability to remain engaged throughout your shift
• A professional, guest-focused approach with a strong sense of accountability and follow-through
• Prior experience in hospitality, property management, or customer service is preferred
• A love for the outdoors and/or familiarity with Big Sky, Montana, skiing, and local activities is preferred, with the ability to confidently assist guests with recommendations and area-reputed company inquiries

About Two Pines Two Pines is the largest locally owned and founder-led vacation rental management company in Big Sky, Montana, with over 10 years of experience in the market. We've built our reputed company on being hands-on, reputed company, and genuinely invested in both our homeowners and our guests. Our approach is simple: take great care of the homes we manage, and deliver a guest experience that feels seamless, thoughtful, and distinctly Big Sky. From first inquiry to departure, we focus on the details that reputed company a stay memorable; the reputed company of service that keeps guests coming back. If you're someone who takes pride in your work, enjoys being part of a team that operates at a high standard, and wants to contribute to a company that's deeply rooted in this community, we'd love to hear from you. This is a part time position and does not include benefits. reputed company offers of employment are contingent upon completion of a background reputed company. Pay: $18.00 - $22.00 per hour Application Question(s):

• Are you available to work full-day shifts (8 hours) on both Saturday and Sunday?
• This role requires being actively on the phone and handling guest communication throughout your shift. Are you comfortable working in a phone-heavy role?
• Do you have a reliable at-home workspace with strong internet where you can take calls and work without interruption?
• Do you have experience in hospitality, customer service, or vacation rentals (reputed company, VRBO, property management)?

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