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Junior Chief of Staff to the CEO

New York, New York, United States

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

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