Director of Talent Development and Performance

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 3 days per week in our New York Headquarters (a few blocks from Union Square) or 2 days per week in our SF Hub. For candidates outside of the NY/NJ or SF 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

Flex takes a market-based approach to pay, ensuring compensation is commensurate with a candidate's experience and our internal leveling guidelines.

For candidates located in our Tier 1 markets (NYC/SF/Seattle), the base salary pay range for this role is $204,000 - $255,000 USD. For all other U.S. locations, Flex utilizes a geographic pay differential based on a cost of labor index. If you are located outside of the Tier 1 states listed above, your starting pay will be adjusted to align with the market conditions of your specific geographic zone. Please speak with your recruiter for additional information regarding the specific range for your location.

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.

Benefits

For full-time U.S. employees we offer:

• Competitive medical, dental, and vision
• Company equity
• 401(k) plan with company match
• Unlimited paid time off + 13 company paid holidays
• Parental leave
• Free Flex subscription

For full-time non-U.S. employees, we offer:

• Competitive compensation + company equity
• Unlimited PTO