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Flex Pay Jobs (NOW HIRING)

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Director, Sales, Flex Pay

OR · On-site +1

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 ...

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Director, Sales, Flex Pay

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 ...

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Senior Product Manager, Flex Pay

San Francisco, CA · Hybrid

$180K - $210K/yr

Flex Pay by Upgrade is a fast-growing Buy Now, Pay Later (BNPL) solution helping merchants drive conversion, increase average order value, and create seamless financing experiences for consumers. We ...

Upgrade

Senior Product Manager, Flex Pay

San Francisco, CA · On-site

$180K - $210K/yr

Flex Pay by Upgrade is a fast-growing Buy Now, Pay Later (BNPL) solution helping merchants drive conversion, increase average order value, and create seamless financing experiences for consumers. We ...

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Flex Pay information

What is a flex pay?

A Flex Pay job refers to a position where employees have flexible options regarding how and when they receive their earnings. This could include the ability to access earned wages before the standard payday, choose pay frequency, or even select payment methods. Flex Pay jobs offer greater financial flexibility for workers, helping them better manage expenses and avoid high-interest loans. These jobs are common in industries like retail, hospitality, and gig work, where employee needs for immediate cash flow are higher. Employers may use third-party services or in-house systems to provide Flex Pay options.

What are the key skills and qualifications needed to thrive as a flex pay specialist?

To thrive as a Flex Pay Specialist, you need a solid understanding of payroll processes, attention to detail, and often a background in accounting or finance. Familiarity with payroll software systems, time-tracking tools, and relevant certifications such as FPC (Fundamental Payroll Certification) is typically required. Strong problem-solving abilities, communication skills, and customer service orientation help you address employee concerns and ensure accurate payroll administration. These skills are crucial for maintaining compliance, preventing payroll errors, and providing timely support to employees.

How does working in a flex pay role impact collaboration with payroll and HR teams?

In a Flex Pay role, you'll frequently collaborate with both payroll and HR teams to ensure timely and accurate processing of flexible payment arrangements for employees. This often involves coordinating data, resolving discrepancies, and communicating updates about pay schedules or changes in employee status. Effective communication and attention to detail are essential, as you may serve as a bridge between employees, HR, and payroll to address questions or issues related to flexible pay options. This collaborative environment helps ensure a smooth payroll process and a positive experience for employees utilizing flex pay benefits.

What is the difference between Flex Pay vs Delivery Driver?

FeatureFlex PayDelivery Driver
Payment StructureFlexible, on-demand earnings based on hours worked or deliveries madeTypically hourly or per delivery pay, with scheduled shifts
Work EnvironmentVaries, often independent or gig-basedOn the road, delivering goods or food
CredentialsNone or minimal, depending on platformValid driver's license, vehicle insurance
Industry UsageCommon in gig economy platformsFood, package, or goods delivery services

Flex Pay offers flexible, on-demand earnings suitable for gig workers, while Delivery Drivers typically work scheduled hours with specific credentials. Both roles are prevalent in the gig economy but differ in payment structure and work environment.

More about Flex Pay jobs

What cities are hiring for Flex Pay jobs?

Cities with the most Flex Pay job openings:

What are the most commonly searched types of Pay jobs?

The most popular types of Pay jobs are:

What states have the most Flex Pay jobs?

States with the most job openings for Flex Pay jobs include:

What job categories do people searching Flex Pay jobs look for?

The top searched job categories for Flex Pay jobs are:

Flex Pay jobs near you
Infographic showing various Flex Pay job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 64% Full Time, 28% Part Time, and 7% Contract. Highlights an 94% Physical, 1% Hybrid, and 5% Remote job distribution.

Director, Sales, Flex Pay

Upgrade

OR • On-site, Remote

Full-time

Medical, Dental, Vision, PTO

Re-posted 12 days ago

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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