Upgrade, Inc.

Sales Development Rep

• 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.

Sales Development Representative

Sales

• Drive net-new business for Flex Pay by prospecting, qualifying, nurturing, and closing Enterprise and Mid-Market retail merchants.
• Create consultative sales presentations, RFP proposals, and own the end-to-end contract negotiation process for new opportunities.
• Develop and implement a data-driven sales strategy aligned with company goals to drive revenue growth and market penetration, while streamlining sales processes.
• Work closely with Product, Design, Data, Risk, Marketing, Legal, and other teams to ensure the Flex Pay team is continuously improving the product offering.
• Identify and cultivate strategic partnerships with merchants, PSPs, e-commerce platforms, and digital wallets to expand adoption of BNPL solutions.
• Own sales targets, pipeline management, and forecasting, ensuring consistent achievement of KPIs and revenue goals.
• Leverage customer feedback, market insights, and industry trends to refine sales approaches and inform product development and adoption.

Sales Development Representative

Director, Sales – Flex Pay