Sales Development Representative, Flex Pay

Upgrade is seeking a Sales Development Representative to join its Flex Pay team and help expand its footprint in the retail and non-travel sectors.

Requirements

• 1-3 years of B2B SDR/BDR experience in technology, fintech, or e-commerce SaaS.
• Proven track record of exceeding activity and meeting targets while generating qualified pipeline.
• Fluent with modern sales tools (Salesforce, Slack, Builtwith Outreach/Salesloft, LinkedIn Sales Navigator, Zoominfo).
• Strong written and verbal communicator — clear, confident, and persuasive.
• Comfortable with cold calling, creative outbound, and tailoring messages to diverse audiences.
• Self-motivated, goal-oriented, and comfortable with ambiguity in a high-growth environment.
• Curious, coachable, and energized by learning about fintech, retail, and emerging technologies.

Benefits

• Competitive salary
• 100% paid coverage of medical, dental and vision insurance
• Flexible PTO
• Opportunities for professional growth and development
• Paid parental leave
• Health & wellness initiatives