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Director, Sales, Flex Pay
upgrade • United States (Remote)
Posted: July 20, 2026
Job Description
About the Role:
We are seeking an experienced and strategic Director of Sales to join our Flex Pay BNPL retail team. This person will play a pivotal role in driving revenue growth, building strategic partnerships, and expanding our footprint in BNPL. This senior level IC will prospect, nurture, and sign a robust pipeline of Enterprise and Mid- Market merchants to drive net new Flex Pay merchant acquisition. We are looking for a self-starter who can thrive in a fast-paced growth environment to take Flex Pay to the next level.
What You’ll Do:
- 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.
What We Look For:
- 8-10 years of progressive sales leadership experience within BNPL or payments space.
- Deep understanding of the BNPL landscape, payment technologies, retail, e-commerce ecosystems, and payments service providers. (PSPs)
- Track record of achieving ambitious revenue targets in a fast-paced, competitive market.
- Excellent communication, negotiation, and deal closing skills.
- Education: Bachelor’s degree in business, finance, or a related field; MBA preferred.
What We Offer You:
- Competitive salary and stock option plan
- Medical, dental and vision insurance with employer paid options
- Flexible PTO
- Opportunities for professional growth and development
- Paid parental leave
- Health & wellness initiatives
#BI-Remote #LI-Remote
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Additional Content
About the Role:
We are seeking an experienced and strategic Director of Sales to join our Flex Pay BNPL retail team. This person will play a pivotal role in driving revenue growth, building strategic partnerships, and expanding our footprint in BNPL. This senior level IC will prospect, nurture, and sign a robust pipeline of Enterprise and Mid- Market merchants to drive net new Flex Pay merchant acquisition. We are looking for a self-starter who can thrive in a fast-paced growth environment to take Flex Pay to the next level.
What You’ll Do:
- 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.
What We Look For:
- 8-10 years of progressive sales leadership experience within BNPL or payments space.
- Deep understanding of the BNPL landscape, payment technologies, retail, e-commerce ecosystems, and payments service providers. (PSPs)
- Track record of achieving ambitious revenue targets in a fast-paced, competitive market.
- Excellent communication, negotiation, and deal closing skills.
- Education: Bachelor’s degree in business, finance, or a related field; MBA preferred.
What We Offer You:
- Competitive salary and stock option plan
- Medical, dental and vision insurance with employer paid options
- Flexible PTO
- Opportunities for professional growth and development
- Paid parental leave
- Health & wellness initiatives
#BI-Remote #LI-Remote
For California residents: Upgrade's California Notice at Collection and Privacy Policy describes our practices regarding the collection, use, and disclosure of the personal information of job applicants.