Summary
About this role
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
We are seeking a strategic and data-driven leader to spearhead our Talent Management and Development function. In this pivotal role, you will be responsible for designing and executing a comprehensive strategy to cultivate, develop, and retain top talent across Flex. Your mandate will be broad, covering everything from evolving our onboarding experience and implementing manager training to building robust leadership programs. You will act as a key partner to the business, using data to identify needs, measure program ROI, and ensure we are building the capabilities required for our future growth.
This is a hybrid position with on-site expectations of at least 3 days per week in our New York Headquarters. For candidates outside of the NY/NJ area, you may be eligible for our relocation assistance program.
What you’ll do:
- Develop and lead our strategy and approach to talent management and succession planning to grow talent at Flex
- Define a talent development strategy and drive the success and adoption of initiatives/programs
- Build and maintain strategic people programs, including onboarding, a scalable manager and leadership development program (with multiple tracks and iterations), and one-on-one coaching
- Identify and implement strategies to enhance our internal talent pipeline, considering workforce trends and existing capabilities
- Build curriculum and implement leadership and high performer programs to support growth and retention activities
- Create and be responsible for relevant metrics and KPIs success; proactively assessing and addressing talent trends and measuring ROI for our programs
- Evolve the new hire training program, including “first week” as well as first 90 days
- Identify talent capability gaps and create learning paths to support growth or develop strategies for succession planning
- Work with department leaders and the broader People team to create meaningful development plans for high potential employees and critical roles
- Identify and ensure equality in opportunities at Flex integrating that data and learnings into our programs and principles
- Analyze data to to measure the outcomes of programs and process improvement, leveraging results to recognize potential issues, diagnose root causes and craft viable solutions
- Evaluate, identify, and partner with vendors as needed to procure/customize content
- Balance team leadership with hands-on execution, working alongside your team to design and deliver key programs.
- Define the future of the team, strategically planning for how this lean function will grow and scale with the company.
Who you are
- 8+ years experience in Talent Management, L&D, and/or OD or transferable experience
- Proven track record of designing and implementing successful learning programs
- Experience in tech, fintech, or proptech preferred
- Prior experience in a people management role, with a proven ability to coach, and develop talented individuals
- Strong analytical skills with experience in reporting, manipulating, and interpreting data
- Must be able to operate in a fast-paced environment and handle multiple projects simultaneously
- Experience leveraging technology to manage workflow, improve processes, and using data/metrics to improve performance
- Excellent internal customer service and written/verbal communication skills
- Able to make tough calls and comfortable sharing differing perspectives
- Outstanding organizational skills and high attention to detail
- Self-starter who approaches challenges with emotional intelligence and strong problem-solving skills
The compensation range for this role will be commensurate with the candidate's experience and Flex's internal leveling guidelines and benchmarks. For working locations in NY/NJ/CA, the base salary pay range will be $216,000-$232,000.
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.
We offer many employee benefits & perks. For full-time U.S based positions we offer:
- Competitive medical, dental, and vision available from Day 1
- Company equity
- 401(k) plan with company match (our company match kicks off at the beginning of 2026)
- Unlimited paid time off + 13 company paid holidays
- Parental leave
- Flex Cares Program
- Free Flex subscription
For full time non-US employees, we offer
Other facts
About Flex
About Flex
Flex enables businesses to accept HSA/FSA payments, unlocking the $120B sitting in these accounts. We're on a mission to make health more accessible.
Flex enables businesses to accept HSA/FSA payments, unlocking the $120B sitting in these accounts. We’re an early stage startup backed by Y-Combinator, SV Angel, Liquid2, and Precursor Ventures, with angels from Stripe, Shippo, Unit21, and OpenAI. We ascribe to Netflix’s “Dream Team” culture and strive for every team member to be exceptional in their role and as teammates. Our team is remote across US time zones with quarterly in person meetups. Given this, the ability to operate autonomously is an absolute must.
We’re the manufacturing partner of choice that helps a diverse customer base design and build products that improve the world.
We love to hear your thoughts, comments and ideas so feel free to like, share and comment away. Any question or opinion is good to go as long as it is respectful and falls within the scope of this page. Derogatory comments, spam and unsolicited selling are not welcome here and such posts will be removed.
Employee benefits
What you'll do
- The Director of Talent Development and Performance will design and execute a comprehensive strategy to cultivate, develop, and retain top talent across Flex. This includes evolving onboarding experiences, implementing manager training, and building leadership programs.
Ready to join Flex?
Take the next step in your career journey