Senior Customer Advocate (Sales Support)

Boldr; Milton; On-site; CAD 38,000 - 48,000; Full time

Benefits offered by this job

16 days leave + 9 holidays

Sales bonus

Free trip in first year

Travel voucher

Employee discount

Job summary

Boldr is seeking a Senior Customer Advocate (Sales Support) to act as the first point of contact for prospective and existing customers across phone, chat, email and social channels. You will support growth and ensure a smooth, positive booking experience for customers.

You will provide accurate, empathetic, and timely assistance while converting inquiries into bookings, working with internal teams and partners to maintain high-quality service delivery across the platform.

Qualifications

• 2–3+ years in customer service within hospitality, travel or service industries.
• Experience in travel or adventure tourism, preferably with small group travel.
• Sales or conversion-focused support experience in fast-paced environments.
• Proven track record of achieving sales KPIs or bookings.
• Excellent written and verbal communication; adaptable to different customers.
• Strong multitasking and attention to detail.
• Basic knowledge of cloud apps (Google Workspace, MS Office).
• Experience remote work with chat, phone, or CRM tools (HubSpot/Intercom a plus).

Responsibilities

• Be the first point of contact across phone, chat, email and social channels; enable bookings.
• Convert enquiries into new bookings and answer pre-departure questions.
• Handle pre- and post-booking questions with empathy, accuracy, and professionalism.
• Coordinate with local hosts worldwide to ensure a clear, friendly booking experience.
• Ensure responses within SLA and no customer waits over 24 hours.
• Document, prioritize, and escalate issues as needed; track problems.

Skills

Customer service

Communication

Multitasking

Problem solving

Remote work

CRM tools (HubSpot)

Tools

HubSpot

Intercom

Google Workspace

MS Office

Job description

A LITTLE BIT ABOUT Boldr

• Boldr is the first global B-Corp dedicated to delivering world-class Client experiences while creating access to dignified, meaningful work in communities worldwide.
• We are a global team, united by our desire to connect diverse people with common values for boldr impact.
• We employ just over a thousand team members across five countries and we want to employ over 5,000 people by 2027, if not sooner.

LET’S START WITH OUR VALUES

• Meaningful connections start with AUTHENTICITY
• We do our best work by being CURIOUS
• We grow by remaining DYNAMIC
• Our success combines AMBITIOUS VISION with OPERATIONAL EXCELLENCE
• At the heart of great partnerships, we’ll always find EMPATHY

WHAT IS YOUR ROLE

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.

WHY DO WE WANT YOU

We are currently looking for impact-driven individuals who are passionate about helping Boldr grow and achieve our Purpose. We expect our Team to become our ultimate partners to success by always giving their 110% in everything, sharing their talents and quirks, and championing our core values: Curious, Dynamic, and Authentic.

WHAT WILL YOU DO

• 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.

WHAT WE’LL LIKE ABOUT YOU

YOU ARE…

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

SALARY RANGE

• CAD 38,400.00-48,000.00 + Commissions

• 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