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Sales Development Representative
Location
Canada
Posted
125 days ago
Salary
0
Seniority
Senior
Job Description
Sales Development Representative
Upgrade, Inc.
• Build and manage a high-velocity prospecting engine across outbound channels (email, phone, LinkedIn, social) to generate qualified meetings. • Identify, research, and prioritize high-potential accounts and buyer personas across e-commerce, payments, and retail decision-makers (e.g., VPs of eCommerce, CFOs, and Heads of Payments). • Translate FlexPay’s BNPL value proposition into clear, compelling outreach that resonates with both technical and business stakeholders. • Qualify inbound interest to surface pain points, assess fit, and convert into high-quality pipeline. • Experiment with messaging, sequencing, and targeting to refine our early go-to-market motion. • Collaborate closely with Sales, Marketing, and Partnerships to align on ICP, narratives, and campaign execution. • Multi-thread into target accounts and nurture relationships with executives and key decision-makers. • Maintain CRM excellence — track activity, manage pipeline hygiene, and deliver accurate activity and meeting forecasts.
Job Requirements
- Currently based in Canada, or remote with strong ties to the Canadian market
- Proven experience selling into Canadian customers or accounts
- Strong understanding of the Canadian business landscape, buying behaviour, and market.
- Established network or relationships within key industries or regions in Canada
- Ability to navigate regional differences (e.g., provinces, regulations, or cultural considerations)
- Experience working with Canadian enterprise or mid-market organizations is a plus
Benefits
- Competitive salary and stock option plan
- 100% paid coverage of medical, dental and vision insurance
- Flexible PTO
- Opportunities for professional growth and development
- Paid parental leave
- Health & wellness initiatives
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