Chief of Staff to the GM of Housing

Flex

$216K — $270K *
Business Services
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years of professional experience in management consulting or high-growth start-ups
  • Entrepreneurial mindset thriving in ambiguity and fast-paced environments
  • Exceptional ability to transition from strategic thinking to execution
  • Strong interpersonal and collaborative skills to drive alignment
  • Excellent communication skills for executive-level reporting
  • Advanced quantitative skills with experience in financial modeling and analysis
  • High attention to detail with a bias for action

Responsibilities

  • Partner with GM and leaders to define divisional strategies and operating plans
  • Translate goals into an effective operating system for coordination
  • Own strategic initiatives from development to execution and outcome delivery
  • Prepare executive-facing documents to summarize progress and facilitate discussions
  • Communicate clearly with senior stakeholders to address complex challenges
  • Maintain high productivity while managing competing priorities under pressure
  • Continuously improve workflows and identify optimization opportunities

Benefits

  • Competitive medical, dental, and vision insurance
  • Company equity
  • 401(k) plan with company match
  • Unlimited paid time off plus 13 paid holidays
  • Parental leave
  • Free Flex subscription
Full Job Description
About the role

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.

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. 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.

This is a hybrid position with on-site expectations of 3 days per week in our New York Headquarters. For candidates outside of the NY/NJ area, you may be eligible for our relocation assistance program.
What You'll Do
  • 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
Who You Are
  • 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


Compensation

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 (NYC/Bay Area) markets, the base salary pay range for this role is below. Flex utilizes a geographic pay differential based on a cost of labor index. If you are located outside of the cities listed below, 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.

Tier 1 (NYC/Bay Area)

$216,000-$270,000 USD

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

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