Sales Planning & Compensation Contractor

Flex

6d•$125 - $165•Hybrid

About The Position

Flex is a growth-stage, NYC headquartered FinTech company that is creating the best rent payment experience. It’s hard to believe that it’s 2026 and paying rent on time is expensive, inflexible, and difficult. We’re here to change that! Flex enables our users to pay rent throughout the month on a schedule that better fits their finances and budget. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense. After deliberately keeping a stealth profile as we built up unprecedented investor support and an enthusiastic user base, we are looking for motivated individuals to help us keep our mission growing. Will you be a part of the team? 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.

Requirements

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.

Responsibilities

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.
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.