Senior Executive Assistant to the CEO

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 highly organized and detail-oriented Executive Assistant to support our CEO and Senior Chief of Staff in optimizing efficiency and ensuring seamless day-to-day operations. This role is integral to managing administrative functions, coordinating key meetings, and facilitating communication across the organization. You will work closely with the CEO and Senior Chief of Staff to provide high-level executive support, manage scheduling and logistics, and support top company strategic priorities.

The ideal candidate is proactive, adaptable, and possesses exceptional communication with a high attention to detail. Given the fast-paced environment, discretion, confidentiality, and the ability to prioritize effectively under pressure are 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

• Maximize the CEO’s productivity by managing a complex calendar, prioritizing meetings, and conducting regular audits to ensure time is allocated effectively
• Prepare and coordinate key materials for executive meetings, including agendas, board decks, and leadership updates, while maintaining meticulous documentation and record-keeping systems
• Serve as a strategic partner by supporting business operations, consolidating inputs for business reviews, and coordinating key leadership communications in collaboration with the Senior Chief of Staff
• Provide coordination and execution support on high-impact projects on behalf of the CEO and Senior Chief of Staff, ranging from strategic initiatives to special cross-functional efforts
• Liaise with key stakeholders across the company and externally to facilitate seamless communication, follow-ups, and execution of priorities
• Work closely with the Office Manager to ensure VIP meetings, office events, and executive engagements run smoothly and are flawlessly executed
  
  

Key Qualifications

• 5 years of experience supporting senior executives in a fast-paced environment, with exposure to strategic operations or business management
• Extremely high attention to detail
• Exceptional organizational and project management skills, with the ability to drive initiatives from inception to completion independently
• Strong business acumen and the ability to synthesize information, identify priorities, and provide strategic insights
• High degree of responsiveness and proactivity, with the flexibility to address urgent matters during less traditional hours
• Superb written and verbal communication skills, with an ability to engage effectively with internal and external stakeholders at all levels
• Proficiency in Microsoft Office and Google Suite, and comfortable working with data and business metrics
• Based in NYC (or willing to relocate), with the ability 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 $104,000-115,000

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