[Hiring] Director, Sales, Flex Pay @Upgrade

Role Description

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.

Qualifications

• 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.

Requirements

• 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.

Environmental & Working Conditions

• Work is performed indoors in a fast-paced environment that requires the ability to manage multiple priorities and meet established workflows, schedules, and service expectations.
• Employees regularly input, retrieve, and exchange information accurately using digital systems and applications to support operational and customer service objectives.
• The role requires the ability to receive and exchange information with customers, peers, supervisors, and cross-functional partners through available communication channels, which may include meetings, email, phone, and digital collaboration tools.
• Job duties may involve managing a high volume of inbound and/or outbound customer interactions and work activities using telecommunications and computer systems.
• The role requires the ability to read, analyze, and interpret information displayed on computer screens and remain in a working posture for extended periods.
• Work may be performed in a contact center, office, or remote environment, depending on business needs and the nature of the role.
• Employees working remotely are responsible for maintaining a secure and productive workspace with reliable internet connectivity.
• Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential functions of the position in accordance with the Americans with Disabilities Act (ADA) and applicable state and local laws.