Chief of Staff to the GM of Housing, Flex
$216-270k
+ Equity
More information about location
3 days a week in office (Union Square, NY)
Flexible rent payment application
Be an early applicant
Flexible rent payment application
501-1000 employees
Be an early applicant
$216-270k
+ Equity
More information about location
3 days a week in office (Union Square, NY)
501-1000 employees
Company mission
To help people pay for the things that matter most.
Role
Who you are
- This is an exceptional opportunity for a high-ownership, entrepreneurial operator who thrives in ambiguity, can influence without authority, and is equally comfortable setting strategy and rolling up their sleeves to deliver results
- 8+ years of professional experience, ideally including time in management consulting and/or in a high-growth start-up within a Strategy, Business Operations, or Chief of Staff function
- Entrepreneurial mindset, energized by the ambiguity and pace of 0-to-1 building
- Exceptional conceptual thinker who can move fluidly from strategy to execution and make amorphous problems tractable (“fog sculpting”)
- Highly collaborative operator with strong interpersonal skills, able to drive alignment and outcomes through influence rather than authority
- Thrives in fast-paced, dynamic environments and maintains composure amid competing priorities
- Strong bias for action, paired with obsessive attention to detail and a high bar for work quality
- Excellent written and verbal communicator, skilled at distilling complexity into clear, concise narratives and executive-ready materials
- Exceptionally quantitative, combining advanced financial modeling skills with fluency in quantitative analysis, budgeting, and forecasting
What the job involves
- The Strategy & Operations team serves as the “API” through which company strategy, operating rigor, and ways of working are translated into execution across Flex
- As a Chief of Staff to the GM of Housing, you will operate as a trusted thought partner and execution owner for the division’s most critical initiatives
- Embedded within the Housing division, you will help define and operationalize strategic priorities, operating cadence, and success metrics
- You will support the GM and functional leaders in translating high-level goals into executable plans, while personally owning large, high-impact initiatives from initial strategy through execution and delivery of measurable outcomes
- You will report to the Head of Strategy & Operations for Housing and work in close partnership with the GM of Housing, with frequent exposure to the executive team
- Partner closely with the GM of Housing and functional leaders to define divisional priorities, roadmaps, and operating plans, ensuring alignment with company-level strategy
- Translate divisional goals into a clear operating system that enables strong cross-functional coordination and execution
- Own and drive end-to-end strategic initiatives for the Housing division, from problem definition and strategy development through execution and delivery of outcomes
- Distill progress into executive-facing monthly memos and facilitate review meetings that drive the right strategic conversations and decisions
- Communicate effectively with senior stakeholders, navigating complex problem sets with clarity and agility
- Operate at top-decile levels of speed and productivity, dealing constructively with pressure, debate, and competing priorities
- Continuously improve processes, streamline collaboration, and proactively identify opportunities to optimize how the division operates
Our take
Many people struggle to pay their rent every month, with a variety of bills hitting their bank accounts simultaneously. Whilst many of these people earn enough money to cover their bills, the inflexible nature of monthly bills can make the all-in-one payment a harder obstacle.
Flex provides a mobile application for the flexible payment of rent, allowing users to pay their landlords through flexible payment plans, reschedule payments when necessary, and protect their funds through Overdraft Protection. The company achieves this by partnering with estate agents and paying their resident's bills upfront, taking on the challenges that landlords would normally have due to late payments.
Flex has experienced extremely rapid growth since its founding which has caused some issues, as it struggled to keep up with the surge in new customers. Having made improvements to its product and scaled its customer service team, it is set to continue providing a service that has come to be highly valued by both tenants and landlords.
Freddie
Company Specialist at Welcome to the Jungle
Insights
10% employee growth in 12 months
Company
Funding (last 2 of 5 rounds)
Feb 2022
$160m
SERIES C
Apr 2021
$46.6m
SERIES B
Total funding: $225.1m
Company benefits
- Medical, Dental & Vision: Your healthcare will be available from Day 1— giving you immediate peace of mind — with best in class coverage and options.
- Parental Leave: Step away with paid time off to focus on family and life’s newest chapter.
- NYC HQ: Collaborate in our lively New York headquarters, with new office space on the way!
- 401(k) Retirement Savings: Plan ahead with our 401(k) program to grow your future. And starting early 2026, employees will be eligible for a company match!
- Flex Giving: Flex Giving empowers employees to support local nonprofits advancing housing stability in the communities we call home.
- Employee Assistance Fund: Confidential financial support to teammates facing unexpected hardships or emergencies.
- Hybrid Work Policy: Work flexibly from home, with in-person collaboration and events that matter.
- Unlimited PTO + Holidays: Take the time you need— whether that’s a vacation, recharge, or simply a long weekend
- Free Flex Subscription: As a Flex employee, you'll have full access to our services without charge.
- GrubHub Credit: Enjoy meal credits while in the office, so you’re fueled for the workday ahead.
Company HQ
Midtown Manhattan, New York, NY
Leadership
Shragie Lichtenstein
(Co-Founder & CEO)Prior to co-founding Flex in 2019, Shragie co-founded Boundless Reality. They graduated from Yeshiva University in 2015 with a Bachelor's Degree in Finance.
YeTong Shao
(Co-Founder)Prior to co-founding Flex in 2019, YeTong co-founded Boundless Reality alongside Shragie. They graduated from the University of Chicago with a Bachelor's Degree in Mathematic & Economics.
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