Director of Sales Planning & Incentive Compensation, Flex
$217-235k
+ Equity
2-3 days a week in office
Flexible rent payment application
Be an early applicant
Flexible rent payment application
501-1000 employees
Be an early applicant
$217-235k
+ Equity
2-3 days a week in office
501-1000 employees
Company mission
Flex's mission is to empower as many renters as possible with flexibility over their most significant recurring expense.
Role
Who you are
- 7–12+ years of relevant experience in sales compensation, sales planning, sales finance, or related functions — with a demonstrated track record of designing and managing incentive compensation plans across multiple seller teams
- Deep analytical skills: financial modeling, forecasting, quota-setting, payout modeling, data analysis, and reporting. Comfortable working with large data sets, complex compensation scenarios, and translating results into actionable recommendations
- Strong business acumen and strategic thinking: ability to tie compensation structure to sales behavior, business goals, and GTM strategy
- Excellent cross-functional collaboration, working with HR, Finance, Sales Leadership, RevOps, and senior stakeholders
- Comfortable working in a fast-paced, high-growth, high-change environment; ability to adapt plans and processes as GTM strategy evolve
- Bachelor’s in Business, Finance, Economics, HR, or related field
What the job involves
- Reporting to the VP of GTM Strategy & Operations, this role will own sales planning and incentive compensation across all of our revenue teams
- In this role, you will partner closely with HR Compensation, Finance, Sales Leadership, RevOps, and cross-functional stakeholders to design, implement, and manage compensation plans that drive growth, align seller behavior with business objectives, and scale with our rapidly growing organization
- This is a high-impact, cross-functional role — you will help create the compensation architecture and execution cadence that ensures our sales teams are motivated, rewarded fairly, and incentivized for the right behaviors
- Your work will be critical to aligning GTM execution with company goals, optimizing payout structures, and ensuring transparency, fairness, and compliance
- Compensation Plan Design & Strategy: Structure incentive compensation plans across multiple revenue organizations: determine appropriate base vs. variable pay mix, commission/bonus structures, accelerators, quota frameworks, regional/territory and role variation; collaborate with HR Compensation, Finance, and Sales Leadership to ensure plans are competitive, financially sustainable, and aligned with business strategy and go-to-market motions
- Quota Setting, Planning & Forecasting: Lead quota-setting and sales planning processes; model variable compensation costs under various scenarios to forecast payout liability and budget impact
- Compensation Administration & Execution: Own the end-to-end execution of compensation plans: administration, calculations, validation, payout, reconciliation, and audits each cycle — ensuring accuracy, transparency, fairness; manage documentation, change control, versioning, communication, and stakeholder support — ensuring compensation plans are clearly communicated to sales leadership and reps; act as primary point of contact for comp-related questions, disputes, or clarifications
- Analytics, Reporting & Optimization: Build, maintain, and analyze dashboards and reports tracking quota attainment, payout distribution, reps’ performance, comp spend, and other compensation-related metrics. Use insights to recommend plan adjustments; Conduct periodic reviews (quarterly / annually) of compensation plan effectiveness
- Cross-Functional Leadership & Stakeholder Management: Serve as the bridge between Sales, HR, Finance, RevOps, and senior leadership for all matters related to compensation plan design, execution, and governance; Manage the compensation planning calendar: plan design cycles, quota-setting cadence, approvals, communication, implementation, and payouts across all four revenue organizations
- Build and Lead the team: Build a team of analysts to support the Sales compensation function as the organization grows
Our take
Many people struggle to pay their rent every month, with a variety of bills hitting their bank accounts simultaneously. Whilst many of these people earn enough money to cover their bills, the inflexible nature of monthly bills can make the all-in-one payment a harder obstacle.
Flex provides a mobile application for the flexible payment of rent, allowing users to pay their landlords through flexible payment plans, reschedule payments when necessary, and protect their funds through Overdraft Protection. The company achieves this by partnering with estate agents and paying their resident's bills upfront, taking on the challenges that landlords would normally have due to late payments.
Flex has experienced extremely rapid growth since its founding which has caused some issues, as it struggled to keep up with the surge in new customers. Having made improvements to its product and scaled its customer service team, it is set to continue providing a service that has come to be highly valued by both tenants and landlords.
Freddie
Company Specialist at Welcome to the Jungle
Insights
10% employee growth in 12 months
Company
Funding (last 2 of 5 rounds)
Feb 2022
$160m
SERIES C
Apr 2021
$46.6m
SERIES B
Total funding: $225.1m
Company benefits
- 100% company-paid medical, dental, and vision
- 401(k) + company stock options
- Unlimited paid time off + company paid holidays
- Parental leave + IVF and adoption support
- Flex Cares Program: Non-profit company match + pet adoption coverage
- Pet Insurance
- Free Flex subscription
Company HQ
Midtown Manhattan, New York, NY
Leadership
Shragie Lichtenstein
(Co-Founder & CEO)Experience working in venture capital investments for Point72 and TVC. Also co-founded Boundless Reality.
YeTong Shao
(Co-Founder)Experience as Data Science Researcher. Also co-founded Boundless Reality.
Salary benchmarks
We don't have enough data yet to provide salary benchmarks for this role.
Submit your salary to help other candidates with crowdsourced salary estimates.
Share this job
View 47 more jobs at Flex