Sales Planning & Compensation Contractor

Flex is a growth-stage, NYC headquartered FinTech company that is building the payment layer for life's essential bills, giving households one place to see, split, and pay their bills around how they live and get paid. By offering greater choice over how and when payments are made and allowing eligible on time payments to help build a positive credit history, Flex puts households back in control of their cash flow.

That work brings together people with different perspectives who challenge the status quo and take ownership of solving difficult problems. For you, that means doing the best work of your career next to people who make you better, and together bringing ideas to life that make a real impact for the people we serve.

About the Role

Flex is looking for an experienced contractor to support our Revenue Strategy & Operations team on sales compensation. Most of the work is building our commissions capitalization approach with Accounting. You'll take the plans we have today and turn them into a defensible, repeatable capitalization schedule that holds up in an audit. You will size the price and you'll also help model new compensation plans and pick up analytics requests from Revenue leadership.

The role is about 30 hours a week, and the hours can flex up or down for the right person.

What you'll do

• Commissions capitalization
• Partner with Accounting to apply ASC 340-40 to Flex's commission plans.
• Build the calculations that show recoverability: link commission dollars to the units and revenue they generated, and work out the capitalizable portion when payouts exceed the related revenue.
• Recommend and document amortization periods and methods, such as expected customer life or portfolio approaches.
• Build a repeatable monthly or quarterly capitalization and amortization schedule that runs off the existing comp run outputs. Hand it off with documentation that a non-author can run.
• Prepare audit-ready support and documentation of methodology.
• Point out plan-design changes that would make more of the commission spend clearly capitalizable.
• New plan design support
• Model proposed plan changes for the 2027 plans: quotas, pay curves, accelerators, caps and SPIFFs.
• Estimate plan cost against OTE and SPIFF budgets, and run scenario analysis for leadership.
• Draft plan documents and rollout materials alongside Alex.
• Key Qualifications
• 6-8+ years in sales compensation, revenue or technical accounting, or FP&A, with direct exposure to commission plans.
• Hands-on experience implementing ASC 606 / 340-40 commission capitalization, not just maintaining someone else's schedule.
• Advanced Excel/Google Sheets modeling. Precise, organized and comfortable being audited.
• Ability to explain accounting mechanics clearly to non-accountants and comp mechanics to Accounting.
• Self-directed. Can deliver with light oversight on a part-time schedule.
• SQL (or AI-assisted querying) and experience with Snowflake, Sigma and Salesforce data.
• Background at a comp consultancy (Alexander Group, SBI, Simon-Kucher) or Big 4 audit or advisory.
• Experience building comp plans 0 to 1 in a high-growth environment.

What Success Looks Like

First 30 days:

inventory of current plans with a capitalization classification for each payout type, capitalization mechanism calculated for AE and AMs

By Q4 close:

capitalization and amortization schedule live and tied to comp run outputs, with documentation ready for audit.

Ongoing:

plan scenario models delivered on time for 2027 planning, and analytics requests turned around within agreed SLAs.

Life at Flex

We understand that it takes a diverse team of highly intelligent, curious, determined, empathetic, and self aware people to grow a successful company. Our HQ is located in New York City, but we have employees located throughout the US, Australia, Canada and South America. We are growing quickly, but deliberately, with a focus on building an inclusive culture. Our dynamic team has incredible perspectives to share, just as we know you do, and we take great pride in being an equal opportunity workplace.

Offices

Roles posted in New York, San Francisco, and Salt Lake City are hybrid positions with on-site expectations of 2-3 days per week in our local offices. For candidates outside of these areas, you may be eligible for our relocation assistance program.