Remote Hotel Reservations & Guest Sales Specialist (2) - 20813

Role: Remote Hotel Reservations & Guest Sales Specialist

Location: Remote (Priority: United States & Canada)

Working Hours: Monday – Friday, 9:00 AM – 5:00 PM EST (Weekend and holiday availability required)

Compensation: $2,000 USD / month + Uncapped Sales Commissions

Contract Type: Independent Contractor

Role Type:Remote

About Us

We own and operate a growing portfolio of boutique hotels across the United States. Vertically integrated with our

own dedicated management team, we currently manage 6 unique boutique properties, with 2 additional locations opening soon.

We are building a world-class remote reservations team that delivers exceptional guest experiences while driving revenue through thoughtful upselling. If you enjoy talking with people, are naturally persuasive, and thrive in a fast-paced environment, we would love to meet you.

Position Overview

As a Remote Hotel Reservations & Guest Sales Specialist, you will serve as the primary point of

contact for guests calling our boutique hotels. You will assist guests with booking reservations, answer inquiries about their upcoming stays, and recommend custom upgrades and add-on experiences that enhance their visit.

This role is a dynamic blend of high-touch customer service and consultative sales—perfect for someone who enjoys helping people while maximizing their earning potential through performance-based commissions.



What You’ll DO

• Inbound Guest Support: Answer incoming calls across our boutique hotel portfolio with warmth, clarity, and professionalism.


• Reservation Management: Process new bookings, manage modification requests, and maintain precise reservation data in our management system.


• Revenue Generation & Upselling: Proactively recommend and sell premium guest experiences, including:


• Early Check-In & Late Check-Out


• Wine & Champagne Packages


• Romance & Special Occasion Packages


• Premium Room Upgrades


• Additional hotel amenities and curated services


• Guest Experience Coordination: Respond professionally to guest inquiries, resolve concerns, and coordinate with on-site property management teams to ensure seamless stays.


• Performance Excellence: Consistently meet and exceed monthly conversion and upselling targets.

What We’re Looking For

• Communication: Fluent English speaker with exceptional verbal and written communication skills.


• Sales Mindset: Comfortable making recommendations, handling objections, and upselling on the phone throughout the day.


• Interpersonal Skills: Friendly, energetic, positive, and genuinely excited to help guests plan memorable trips.


• Work Ethic: Highly organized, detail-oriented, and capable of multitasking in a fast-paced environment.


• Remote Setup: Self-motivated and reliable with a dedicated, quiet home workspace and high-speed internet.

Preferred Qualifications

• Prior experience in customer service, hospitality, reservations, call centers, or sales.


• Proven track record in phone sales or commission-based upselling.


• Background in a high-volume call center or boutique hotel environment.


• Familiarity with Property Management Systems (PMS) or CRMs (paid platform training will be provided).

Key Metrics for Success

• Delivering exceptional, polished service on every call.


• Consistently meeting or exceeding reservation conversion targets.


• Driving revenue through high-volume upselling of packages and room upgrades.


• Maintaining consistently high guest satisfaction scores.

What We Offer

• Competitive Earning Potential: $2,000/month base salary plus uncapped sales commissions with substantial earning upside for top performers.


• Fully Remote Flexibility: Work from the comfort of your dedicated home office.


• Comprehensive Training: Paid training to set you up for long-term success.


• Career Growth: Opportunities for advancement as our portfolio of boutique properties continues to expand.


• Supportive Culture: Collaborative, team-oriented remote work environment.