Senior Customer Advocate (Sales Support)

Boldr • Orangeville, ON

10d • Remote

About The Position

As a Senior Customer Advocate (Sales Support), you will serve as the first point of contact for prospective and existing customers across phone, chat, email, and social channels. You will support the continued growth of new sales while ensuring a smooth and positive booking experience for customers. You will provide accurate, empathetic, and timely support while converting customer inquiries into successful bookings or sales. Working closely with internal teams and external partners, you will help ensure high-quality service delivery and consistently strong customer experiences across the platform. This role blends customer advocacy, sales execution, and support enablement in a fast-paced, high-volume environment.

Requirements

• Curious and authentic, just like us! #beboldr
• Passionate about travel and the outdoors, you enjoy connecting others with meaningful experiences
• A strong communicator who builds trust and rapport with customers
• Highly organized, adaptable, and comfortable managing multiple tasks simultaneously
• Empathetic and customer-focused, committed to delivering great experiences
• Self-driven and comfortable working independently in a fast-paced environment
• 2–3+ years of customer service or customer support experience in hospitality, travel, adventure tourism, or other service-driven environments (email, phone, chat, or live support)
• Experience in travel, hospitality, adventure tourism, outdoor retail, or lifestyle brands, preferably with exposure to small group travel
• Experience supporting or handling small group travel, with an understanding of the unique needs, logistics, and guest expectations of these experiences
• Previous experience in a sales-related or conversion-focused support role, ideally in a fast-paced or high-volume environment
• A track record of achieving sales KPIs, conversion metrics, or booking targets
• Excellent written and verbal communication skills, with the ability to adapt tone and style to different customers
• Exceptional multitasking ability and strong attention to detail
• Basic knowledge of cloud-based applications (Google Workspace, MS Office)
• Strong problem-solving skills and the ability to provide solutions within established processes
• Ability to handle unexpected tasks or changing priorities with composure and a positive attitude

Nice To Haves

• Experience working remotely and using tools such as chat platforms, call systems, or CRMs (HubSpot or Intercom is a plus)

Responsibilities

• Be the first point of call for all adventure queries on the phone, live chat, social media and email; enabling our customers to successfully book the hassle-free experiences we’re renowned for.
• Converting a high rate of enquiries into new bookings and answering pre-departure questions from our customers.
• Handle pre-booking and post-booking questions with empathy, accuracy, and professionalism.
• Working in conjunction with our local hosts around the world to manage existing bookings & ensure a consistently clear, friendly and positive booking experience is delivered at all times for our customers.
• Ensuring no customer waits more than 24 hours for a response from our team or our local hosts, and that all inquiries are handled within established SLAs.
• Problem solving customer barriers to booking and issues with the platform.
• Composing thoughtful and accurate replies to customer and host questions.
• Monitoring and controlling numerous tasks and issues simultaneously.
• Perform problem tracking, including documenting, prioritizing, and escalating issues as needed.
• Sharing your customer insights and experiences with the rest of the team to ensure we’re continuously improving our user experience.
• Maintain up-to-date product and service knowledge to support customer needs effectively.
• Deliver service excellence with each interaction, maximizing customer satisfaction and maintaining strong feedback scores.

Benefits

• 16 days annual leave + 9 public holidays
• Quarterly performance-based sales bonus
• Experience what we do: everyone goes on a free trip within our catalog their first year
• A £500 annual travel voucher to spend our trip/s
• 30% Employee discount, plus 15% friends and family discount for our trips

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed
• Number of Employees: 251-500 employees