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 2025 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 driven and detail-oriented Junior Chief of Staff to support our CEO in driving organizational efficiency and strategic coordination. This role carries significant administrative responsibilities while also providing a unique opportunity to engage directly with high-level executives and support top company strategic priorities. You will work closely with the CEO and Senior Chief of Staff on impactful projects, supporting and coordinating initiatives from start to finish.
The position requires exceptional communication and interpersonal skills, as well as a proactive approach to problem-solving. Given the fast-paced environment, the ability to maintain discretion, confidentiality, and work well under pressure is essential. This is a rewarding opportunity for a highly organized professional looking to gain valuable experience at the executive level at a fast-growing company.
What you’ll do
- Optimize efficiency of the CEO’s time, owning comprehensive calendar management and scheduling, including regular ‘audits’ to ensure optimal productivity
- Coordinate preparation of materials for critical meetings (agendas, board decks), and maintain meticulous documentation and record-keeping systems
- Work with Senior Chief of Staff to support ongoing business management (e.g., consolidating inputs and metrics for business reviews, coordinating weekly leadership updates)
- Own and provide support on ad hoc strategic projects directly for the CEO & Senior Chief of Staff
- Work with Office Manager to ensure seamless preparation for VIP meetings and office events
Key qualifications
- Top tier academic background
- 1+ year of experience, ideally in a fast-paced environment
- Extremely high attention to detail
- Ability to operate independently and make decisions with minimal oversight
- High degree of responsiveness and proactivity, with the flexibility to address urgent matters during less traditional hours
- Strong project management skills, with the ability to independently manage tasks to completion
- Superb communication skills, both written and verbal
- Comfort with data analysis
- Basic knowledge of Microsoft Office (Word, Excel, Powerpoint) and Google Suite (Gmail, Google Sheets, Google Docs).
- Based in NYC (or willing to relocate), able to be in the office 4+ days a week
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, the base salary pay range will be $120,000-134,000.
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. For full time, U.S. based employees we offer:
- Competitive pay
- 100% company-paid medical, dental, and vision
- 401(k) + company equity
- Unlimited paid time off with a PTO minimum + 13 company paid holidays
- Parental leave
- Flex Cares Program: Non-profit company match + pet adoption coverage
- Free Flex subscription
For full time non-US employees, we offer
- Competitive Pay
- Company Equity
- Unlimited PTO
Flex Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Flex and has not been reviewed or approved by Flex.
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Healthcare Strength — Day-1 medical, dental, and vision coverage is explicitly offered and framed as “best-in-class coverage and options,” suggesting strong baseline health benefits. Additional listings also describe broad health-support elements such as IVF/adoption and gender transition benefits, reinforcing depth in healthcare-related coverage.
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Retirement Support — A 401(k) is available, with a stated company match starting in early 2026, indicating improving retirement support. This rollout appears to address earlier gaps where matching was not consistently present.
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Leave & Time Off Breadth — Unlimited PTO plus company holidays (and, in some descriptions, shutdown days) indicates a wide time-off policy on paper. Hybrid work flexibility and office-day meal credits can add to the overall rewards value for NYC-based employees.
Flex Insights
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What We Do
Flex, an NYC-headquartered FinTech company, has created a trusted rent payment experience. It’s hard to believe that it’s 2024 and paying rent on time is expensive, inflexible, and difficult; we’re here to change that! We enable our users to pay rent throughout the month on a schedule that better fits their finances and budget, while also helping them build credit. Our mission is to empower as many renters as possible with flexibility over their most significant recurring expense.
Why Work With Us
We believe it takes a diverse team of curious, determined, empathetic, and self aware people to grow a successful company. We value the unique and dynamic perspectives our team brings to solve critical problems that impact the lives of our users and the financial decisions they make.
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