Sales Development Representative, Group Sales (Canada- Remote)

Adventure is our Culture. Join a team that celebrates a lifestyle as bold as the terrain we love. At Backcountry, we are rooted in adventure, recognition, and wellbeing on and off the mountain. We spotlight employee stories, celebrate milestones, and offer exclusive outdoor perks. Whether you are at HQ, in a retail store, or remote, you will be part of a team that thrives on energy, exploration, and connection.

Reports to: Head of Group Sales

Location: Remote (US or Canada)

About the Role

Backcountry Group Sales connects our brands to the business community, serving corporate, medical, university, military, construction, hospitality, and other industry groups. This B2B program is growing and needs a driven, outbound-focused rep to build pipeline and fuel that growth.

As Sales Development Representative, Group Sales, you will own the top of the funnel — prospecting, outreach, and qualification — running outbound campaigns across email, phone, and LinkedIn to identify and engage prospective group accounts. This role is a proven path into Account Management: reps who master outbound prospecting and consistently deliver qualified pipeline are the first considered as Account Manager openings come up.

This is a lean team. You will own a lot, move fast, and make decisions with full end-to-end responsibility.

What You'll Do

• Generate pipeline through outbound email, phone outreach, and LinkedIn prospecting into target verticals such as military, construction, hospitality, and enterprise accounts
• Build and run repeatable outbound campaigns — sequences, messaging, and cadences — to consistently fill the top of the funnel
• Qualify inbound and outbound leads by understanding the prospect's needs and buying process
• Hand off qualified opportunities to an Account Manager with clean, complete context for a smooth close
• Meet or exceed monthly and quarterly pipeline and activity targets
• Build and maintain accurate records of all prospects and outreach activity in the CRM (Pipedrive)
• Use tools like Apollo, LinkedIn Sales Navigator, and NetSuite to research, prospect, and track accounts
• Participate in ongoing procedural and sales training sessions to sharpen outbound skills and stay current on product knowledge
• Represent Backcountry values in every prospect interaction and internal handoff

Required Qualifications

• A minimum of 1 year of outbound selling experience
• Strong verbal and written communication skills
• Comfort making high volumes of outbound calls and emails, and staying motivated through repetitive prospecting work
• Creativity in how you approach outreach — you don't rely on the same script
• General understanding of B2B buying processes and outbound principles
• Comfort with CRM and sales tech (Pipedrive, Apollo, LinkedIn Sales Navigator, or similar)
• Coachable — open to feedback and eager to improve
• Flexible across time zones — this role can be worked from any US or Canadian time zone

Preferred Qualifications

• Experience in B2B, group, or corporate sales
• ABM or lead generation experience
• Experience with a sales methodology (Sandler, MEDDIC, SPIN, GAP)
• Background in tech or outdoor industries
• Interest in growing into an Account Manager role over time

Why Join

The people who do best here are builders. They take ownership, move fast, and want to see the direct impact of their work.

• Clear Growth Path: This role is the on-ramp to Account Management — your outbound results are your promotion case.
• Training and Development: Structured sales training and hands-on coaching from your manager accelerate your outbound craft.
• Trusted From Day One: You own your pipeline and outreach strategy, with your work directly fueling revenue growth across Account Management and marketing.
• Competitive Benefits (US): Paid time off policies, 401(k) match, medical/dental/vision and a variety of supplemental policies, and employee discounts across our portfolio of brands.
• Competitive Benefits (Canada): Paid time off policies, RRSP match, medical, dental, and vision coverage, a variety of supplemental benefit options, and employee discounts across our portfolio of brands.

Interview Process

1. Recruiter Screen - A 30-minute conversation with our recruiting team to align on the role, your background, and what you are looking for.
2. Hiring Manager Interview - A 30-minute video conversation with the Head of Group Sales, including a short assessment where you will walk through a campaign you have run and its results.
3. In-Person Interview - We'd like to meet you. Details and logistics will be arranged with your recruiter.
4. Reference Checks - Conducted in parallel with the final stages where possible.
5. Offer - We move quickly for the right candidate.

Interview process is subject to change. Any updates will be communicated promptly and clearly.

Please Note

• Part of our interview process is a mandatory in-person interview with someone on our team prior to an offer.  Candidates that are unwilling or unable to meet for an in-person interview will be removed from consideration immediately.   

CSC Generation will conduct an exhaustive background check including verifying dates of employment directly with your former employer.

CSC Generation is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other characteristic protected by law.

The CSC Generation family of brands is committed to providing reasonable accommodations for qualified individuals with disabilities in our job application procedures. If you need assistance or accommodation due to a disability, please contact [email protected].

For Ontario applicants, please note that this posting is for an new position.