Head of Sales | 営業責任者（ホテル業界のB2B営業／フルリモート可）

Who is Wayfarer?

Wayfarer is an innovative hotel operations and travel startup in Japan. Founded in late 2019, we manage over 400 rooms across our three brands: Wayfarer, Kabin, and ORI.

Our vision as a company is to brighten life for the next generation of everyday travelers. This means we build products that expand beyond just a place to stay; we connect travelers to the local community so they can discover more authentic experiences and explore IRL.

We also leverage in-house technology that enables digital touchpoints for superior operating efficiencies and a seamless traveler experience, all without forgetting the human touch and interactions that make travel real.

We’re not like most companies. We're upstarts. We take the "blueprint" and do it better. We think critically and act quickly. Communication is direct and we move at the pace of change.

Our team is diverse with nearly 40 nationalities, and we primarily communicate in English. Our culture is people-first and our organizational structure helps get things done, while still encouraging new ideas and innovation. We are always looking for bright additions to our team, so join us as we reimagine hospitality for the next generation traveler.

Position Summary

We’re seeking a Part-Time B2B Sales Representative to help expand Wayfarer’s footprint in the B2B space. Your mission will be to build and nurture relationships with corporate clients, relocation agencies, educational institutions, travel agencies, tour operators, and other partners who might need long-stay or group accommodations.

This is a flexible, hands-on role suited to a self-starter with excellent communication skills and a passion for hospitality and business development.

Key Responsibilities

1. Identify and reach out to potential B2B clients, including:
   1. Corporations with frequent business travel needs
   2. Relocation service providers
   3. Schools, universities, or training programs requiring accommodations
   4. Event organizers or tour operators
   5. Travel agencies and Destination Management Companies (DMCs)
2. Handle group booking inquiries and ensure group requirements and contracts are managed smoothly
3. Present Wayfarer’s offerings, pricing, and unique service advantages to prospective partners
4. Arrange and conduct virtual or in-person introductory meetings
5. Host site inspections to showcase rooms and products when necessary
6. Arrange and conduct introductory calls or in-person meetings
7. Collaborate with the internal team to develop tailored pricing proposals and partnership terms
8. Maintain accurate lead lists, track follow-ups, and report weekly sales activities
9. Represent Wayfarer’s values and brand with professionalism, creativity, and enthusiasm

What We’re Looking For

1. Experience or strong interest in sales, business development, or hospitality
2. Excellent verbal and written communication skills in Japanese (Business English is a plus)
3. Comfortable with cold outreach and client-facing communication
4. Highly organized, reliable, and able to work independently
5. Availability for 8 to 24 hours per week with flexible scheduling
6. Based in Japan (Kyoto, Osaka, or Tokyo preferred), but remote work is welcome

Nice to Have

1. Previous experience in hotel sales, OTA/agent relations, or real estate
2. Familiarity with the business travel or long-stay market
3. An existing network of corporate or B2B contacts

What We Offer

1. Flexible working hours and remote-friendly
2. Sales commission/incentives based on new business closed
3. Opportunity to build something from the ground up in a fast-growing hospitality company
4. Potential for a future full-time role based on performance and business growth