Program Manager, Financial Operations

Company shown to members 🔒 · Remote · US only

US onlySeniorPublished 1 October 2026Looks fresh

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First recorded by Psst: 12 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

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The 20-second read

Experience
Senior
Where you can live
US only
Skills and tools
b2b, project management, process improvement, documentation, benefits administration, escalations
Job type
Full-time

Read from the ad by Psst's rules. Check the full ad below before applying.

Job details

Where you can work
United States
Employment type
Full-time
Advertised pay
Not stated by the employer
Experience
Senior
Employer publication date
1 October 2026
First recorded by Psst
12 October 2026
Last checked at the source
10 November 2026

About the job

ABOUT the company

The employee benefits landscape needs a reset. Companies invest millions annually in benefits that employees neither value nor use regularly. The company, founded in 2017, set out to challenge this one-size-fits-all approach.

The company's global lifestyle benefits platform enables companies to offer competitive packages while reducing costs and inefficiencies. While giving employees more choice and flexibility in spending their benefit allowances, the the company platform saves HR, total rewards, and benefits professionals countless hours they would have spent managing and supporting multiple point solutions.

With the company, companies can choose from a suite of products, including Lifestyle Spending Accounts, Health Savings Accounts, Health Reimbursement Arrangements, Flexible Spending Accounts, and more. These products allow companies to design and deliver customized benefits programs through a single platform. Employees can then spend account funds in three ways: The the company Store, The the company Visa Card, or claim reimbursement.

The company has helped hundreds of renowned companies, including Stripe, UKG, lululemon, and Tripadvisor, to design equitable, scalable, and flexible benefits programs for nearly 1 million employees worldwide.

The company is backed by Emergence Capital and Ribbit Capital. We have received numerous awards for our exponential growth, innovation, and as a "Great Place to Work."

ABOUT THE ROLE

The company is looking for a Program Manager, Financial Operations to own the operational backbone of how member funds move through our platform — pre-tax contributions and investments, our pre- and post-tax card programs, and member tax documentation — and to manage the vendor relationships that power that infrastructure.

You'll be the person who understands how money actually moves through the company's systems, catches and resolves issues before they reach members, and works daily with banking operations and engineering to keep things running and make them better over time.

YOU WILL

  • Maintain financial plans and forecasts
  • Own end-to-end fund flow operations for member funds, including HSA contributions, the company's pre- and post-tax card programs, and related tax documentation.
  • Manage the day-to-day operational relationship with the company's financial infrastructure vendors, serving as the primary point of contact for each.
  • Triage and resolve daily escalations related to fund flows, card operations, and vendor issues, coordinating with Engineering and Support as needed.
  • Partner with banking operations to identify gaps and streamline day-to-day processes.
  • Lead or support technical project management for vendor integrations, platform changes, and operational improvements.
  • Monitor fund flow and vendor data to identify trends, risks, and process improvement opportunities.
  • Support tax documentation processes and vendor coordination to ensure accurate, timely member tax forms.
  • Provide member-level data and analysis to support invoicing and other cross-functional finance needs.

PREFERRED SKILLS

  • 5+ years in operations, financial operations, or technical program/project management, ideally in fintech, HR tech, or benefits administration.
  • Experience managing vendor or banking/financial infrastructure relationships, ideally including owning or negotiating contracts with major financial institutions (e.g., JPMC or similar).
  • Strong background in B2B invoicing and billing operations, including working knowledge of billing platforms.
  • Strong data analytics skills — able to pull, interpret, and act on operational data.
  • Experience with escalation management and cross-functional issue resolution in a technical or platform-driven environment.
  • Excellent executive communication skills, with the ability to translate complex financial detail for non-finance stakeholders.
  • Comfort working directly with engineering and technical teams on integrations and operational tooling.
  • Familiarity with HSA administration, card programs, payments infrastructure, or banking-as-a-service platforms a plus.
  • Comfort operating in a fast-moving environment with evolving processes and cross-functional dependencies.

BENEFITS AND PERKS

  • Remote-first working environment
  • Medical, dental and vision insurance plans
  • Employee wellness program
  • One-time home office stipend
  • 401(k) savings plan
  • Flexible PTO policy
  • 12 weeks Parental Leave + 4 additional weeks for the Birthing Parent

At the company, we value diversity, and always treat all employees and job applicants based on merit, qualifications, competence, and talent. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

Duties and responsibilities may not all be covered in the description, or may change over time at the discretion of the company. You're encouraged to apply even if your experience doesn't precisely match the job description. Your skills and passion will stand out—and set you apart—especially if your career has taken some extraordinary twists and turns. At the company, we welcome diverse perspectives, and people who think rigorously / aren't afraid to challenge assumptions. Join us!

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