Invest in your career with a Madrona-funded company.

Embark on the next step in your career journey with Direct Travel!

As one of the fastest growing Travel Management Companies (TMC) in the world, Direct Travel is a leading provider of corporate travel management, leisure, and meetings and events services. We leverage the expertise of our people, where we enable our clients to derive the greatest value from their travel programs from our offerings of superior customer service, progressive technologies, and significant cost savings.

 

Expedition Expectations (Position Overview)

As a key member of the Sales Enablement team, the Senior Global Sales Development Representative will be responsible for owning outbound pipeline creation for Mid-Market, Enterprise, and Global accounts across Canada. This role focuses on strategic prospecting, high-quality discovery, and influencing deal progression through effective stakeholder engagement in complex sales environments.

 

This is a remote position.

 

Passport to Success (Responsibilities)

 

Account & Market Focus

• Target Mid-Market, Enterprise, and Global organizations based in Canada
• Support longer, multi-stage sales cycles aligned to enterprise buying motions

 

Enterprise Prospecting & Outreach

• Prospect into complex buying committees including Finance, Procurement, Travel, HR, and Executive stakeholders
• Execute multi-threaded outreach strategies across enterprise accounts
• Conduct outbound prospecting via phone, email, and social channels including being present for local networking events

 

Messaging & Discovery

• Tailor messaging by persona, vertical, and stage within the buying journey
• Qualify prospects using the SPICED sales methodology, uncovering Situation, Pain, and Impact
• Assess prospect needs and solution fit to ensure high-quality opportunity creation
• Book and lead handoff meetings, preparing a DSR and introductory presentation to align net-new prospects with the sales team

 

Pipeline Development & Deal Support

• Schedule qualified meetings and demos for the sales organization
• Build all net new opportunities in Canada that are net new, identified by the SDR
• Support account mapping and strategic follow-up throughout the sales cycle
• Participate in deal handoff and delivery alignment calls

 

Data, Systems & Collaboration

• Maintain accurate and detailed activity, lead, and opportunity records within the CRM
• Partner closely with Sales, Marketing, and Revenue Operations to optimize outreach strategies
• Diligently follow up on inbound and nurtured leads to maximize conversion
• Maintain tier 1 & tier 2 lists in Canada for all territories by supporting in-market BDs

 

Performance & Accountability

 

Pipeline & Revenue Impact

• Own a defined outbound pipeline target aligned to enterprise revenue objectives
• Deliver consistent, high-quality SALs that progress beyond initial meetings

 

Quality & Conversion Standards

• Maintain and improve conversion benchmarks (contact → meeting → opportunity)
• Ensure meetings meet qualification and progression standards

 

Reporting & Optimization

• Use CRM and sales engagement tools to analyze performance
• Continuously refine outreach strategies based on data and results

 

Mentorship & Influence

 

Mentorship

• Serve as a subject-matter expert in outbound strategy and enterprise prospecting in Canada
• Contribute to playbooks, templates, and process improvements

 

Cross-Functional Partnership

• Partner with Marketing to provide campaign feedback and refine ICP definitions
• Collaborate with Sales to improve handoffs and conversion quality

 

Peer Enablement

• Share best practices with peers
• Support onboarding and provide informal coaching to newer SDRs

 

Going the Extra Mile (Qualifications)

• 2 year-Diploma or equivalent experience
• 5+ years of experience in B2B sales development or complex outbound sales
• Exposure to Mid-Market and Enterprise account environments
• Fluent in English

• Proven confidence engaging senior-level and executive stakeholders

• Strong organizational, prioritization, and time-management skills

• Experience with CRM and sales engagement platforms (Salesforce, LinkedIn Sales Navigator, ZoomInfo, Salesloft, etc.

• Previous experience in SaaS or technology-enabled sales environments preferred. TMC experience highly sought.

• Ability to adapt quickly in a fast-paced, evolving organization

This is not necessarily an exhaustive list of responsibilities, skills, duties, requirements, or efforts associated with the position.

 

Benefits Onboard

In addition to Medical, Dental, and Vision benefits Direct Travel offers an employee rewards and recognitions program, Total Rewards Package which includes Wellness, Sustainability, DE&I initiatives, and Mental Health Support.

 

Our Brand Voyage: About Direct Travel

Direct Travel is a leading provider of corporate travel management services. The company has been providing travel management for over 40 years, working with clients to develop highly customized travel programs. By leveraging both the expertise of its people and innovative solutions, Direct Travel enables clients to derive the greatest value from their travel program in terms of superior service, progressive technologies and significant cost savings. Direct Travel has offices in over 70 locations across North America and the UK and is currently ranked 12th on Travel Weekly’s Power List. For more information, visit www.dt.com.

 

Direct Travel is an EOE/AA/Veteran/People with Disabilities employer

 

If you're ready to chart a new course and advance your career with the valuable moments and travel experiences that await, we welcome you to submit your resume for consideration at Direct Travel.

 

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