Jobs › Companies › Flex › Chief of Staff (Executive Office) and VP of Strategy & Operations

Über diese Chief of Staff (Executive Office) and VP of Strategy & Operations Stelle bei Flex

Flex · Hybrid · New York, NY

Flex is a growth-stage, NYC headquartered FinTech company that is building the payment layer for life's essential bills, giving households one place to see, split, and pay their bills around how they live and get paid. By offering greater choice over how and when payments are made and allowing eligible on time payments to help build a positive credit history, Flex puts households back in control of their cash flow.

That work brings together people with different perspectives who challenge the status quo and take ownership of solving difficult problems. For you, that means doing the best work of your career next to people who make you better, and together bringing ideas to life that make a real impact for the people we serve.

About the Role

The Strategy & Operations team is the "API" through which company strategy, operating rigor, and ways of working are translated into execution across Flex. As Chief of Staff and VP of Strategy, you will serve as a senior partner to the CEO and COO, owning the central Strategy & Operations (S&O) team, shaping enterprise strategy, refining our operating model, and driving the hardest problems in the company to resolution.

This role reports directly to the CEO and sits at the intersection of the Executive Office and the S&O team. It requires someone who can work the system, not just the project, and who is willing to force the conversations that need to happen, even when that's uncomfortable.

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/SF area, you may be eligible for our relocation assistance program.

What You'll Do

1. Chief of Staff to the Executive Office The Executive Office sets the pace and tone for how Flex operates. Your job is to make it run at its best: decisions made with clarity and speed, communications that reflect the quality of the thinking behind them, and the CEO and COO free to focus on what only they can do. This means:

  • Serving as a trusted thought partner and sounding board to both executives, helping pressure-test decisions before they're made and accelerating alignment when speed matters
  • Owning the highest-stakes communications: board materials, company-wide messaging, and external engagements, ensuring every artifact reflects the quality and clarity of their thinking
  • Managing the rhythm of the Executive Office: preparing for critical meetings, ensuring follow-through on key commitments, and keeping the most important decisions from stalling
  • Leading special projects on behalf of the Executive Office, stepping into high-priority, time-sensitive workstreams that require senior judgment and a trusted hand
  • Holding a high bar for the quality of the top team: proactively surfacing what's working and what isn't, delivering honest upward feedback, and creating the conditions for the executive team to operate at its best

2. Enterprise Strategy & Cross-Functional Initiatives You will personally own the highest-stakes strategic work at Flex, the questions and initiatives that don't fit neatly inside any one division or function. This includes:

  • Leading major cross-departmental initiatives end-to-end, from problem definition through outcome delivery
  • Shaping enterprise-level strategy on market expansion, organizational design, and long-range planning
  • Serving as a trusted advisor to the CEO and COO with the credibility to drive decisions forward and push back when needed
  • Stepping in where needed, whether that's board deck preparation, executive communications, or high-priority cross-functional support

3. Team Standard-Bearer You will own the health, performance, and trajectory of the S&O team, a small, high-powered cohort operating across Flex's most critical domains. This means:

  • Setting and upholding standards of excellence in analytical rigor, communication quality, and operational discipline
  • Leading recruiting with a clear, consistent bar for what great looks like at every level
  • Owning career development, structured feedback, and coaching
  • Building the team as a true cohort with shared identity, operating norms, and mutual accountability

What You'll Bring

  • 15+ years of professional experience with a track record spanning management consulting and/or senior S&O, Biz Ops, or Chief of Staff roles at high-growth companies
  • A first-principles problem solver: when the map runs out, you build a new one. You don't need a clean brief to do exceptional work, and you've been recognized for figuring it out in ambiguous, high-friction environments
  • Resilient and comfortable with ambiguity: you structure messy problems, move quickly, and revise as you learn, without losing your footing
  • Proven team leadership: you've built, developed, and scaled high-performing teams, and take genuine ownership over the growth of the people around you
  • Exceptional ability to work the system, not just the project: you understand organizational dynamics, know how to move people, and can make things happen without formal authority
  • Skilled at influencing up: you bring the right conversations to leadership, push back when needed, and earn trust through substance, not title
  • High horsepower, low ego: you're as comfortable rolling up your sleeves on an urgent deliverable as you are shaping a long-range strategy
  • Outstanding written and verbal communication: clear in writing, confident in the room, and able to translate complexity into crisp recommendations and decisions
  • Demonstrated AI fluency: you actively leverage AI tools to accelerate analysis, improve team workflows, and drive better decisions, and you set the standard for how your team uses them
  • Sound commercial judgment: you understand how businesses work, spot risk and opportunity quickly, and make decisions that hold up under scrutiny
  • Strong quantitative reasoning: whether through financial modeling or analytical problem solving, you're comfortable turning complex data into clear, defensible recommendations
  • Exceptional emotional intelligence: you know how to read a room, build trust with executives, and show up as both a partner and a coach (even with the CEO)
  • NYC-based and available to work from Flex's Union Square office 3+ days per week

Nice to Have

  • Experience in fintech, consumer lending, or payments
  • Familiarity with the operating rhythms of a late-stage growth company

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)
$320,000—$400,000 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

View our benefits and more at getflex.com/careers.

Bereit, sich bei Flex zu bewerben?
Bei Flex bewerben

Wie sich dieses Gehalt für Chief of Staff vergleicht

Diese Stelle zahlt $360,000/yr — über der üblichen Spanne für Chief of Staff Stellen.

$172,500 dem Median $229,000 $272,250

Übliche Spanne $202,500–$260,125/yr, aus 10 vergleichbaren Chief of Staff Anzeigen auf JobsRadar (Vergütung auf USD hochgerechnet). Gehaltseinblicke für Chief of Staff ansehen →

Ähnliche Jobs

Reddit
Chief of Staff, Global Sales
Reddit
⚡ Früh bewerben New York City, NY Vor Ort $210,800–$295,200
● Neu 👁 Gesehen ✓ Beworben vor 12 Std.
Cloudflare
Chief of Staff to Chief Strategy Officer
Cloudflare
⚡ Früh bewerben Hybrid Hybrid $221,000–$304,000
● Neu 👁 Gesehen ✓ Beworben vor 15 Std.
Flex
Chief of Staff to the GM of Housing
Flex
⚡ Früh bewerben New York, NY Hybrid $216,000–$270,000
● Neu 👁 Gesehen ✓ Beworben vor 4 Tg.
Lantern
Chief of Staff to the President
Lantern
⚡ Früh bewerben Dallas, TX - Hybrid (3x in off... Hybrid $200,000–$220,000
● Neu 👁 Gesehen ✓ Beworben vor 4 Tg.
Voya Financial
AVP, Chief of Staff to the CTO
Voya Financial
⚡ Früh bewerben Stamford, CT Vor Ort
● Neu 👁 Gesehen ✓ Beworben vor 1 Wo.
Mesh
Chief of Staff
Mesh
⚡ Früh bewerben San Francisco, CA, New York, N... Hybrid $250,000–$275,000
● Neu 👁 Gesehen ✓ Beworben vor 1 Wo.
Swayable
Chief of Staff
Swayable
⚡ Früh bewerben New York, NY Vor Ort $140,000–$160,000
● Neu 👁 Gesehen ✓ Beworben vor 2 Wo.
Capital One
Principal Associate, Chief of Staff - Global Payments Network
Capital One
⚡ Früh bewerben Riverwoods, IL Vor Ort
● Neu 👁 Gesehen ✓ Beworben vor 1 Mon.
PermitFlow
Chief of Staff
PermitFlow
⚡ Früh bewerben New York City, NY Hybrid $180,000–$250,000
● Neu 👁 Gesehen ✓ Beworben vor 2 Mon.

Registrieren für Vorschläge, die auf die von Ihnen geöffneten Jobs und gespeicherten Suchen zugeschnitten sind.

Mehr Jobs bei Flex

Alle Jobs bei Flex ansehen →

Jetzt bewerben
🤖

Moment — langsam

JobsRadar wurde für echte Menschen gebaut, die eine schwere Zeit bei der Jobsuche haben — nicht für automatisierte Anfragen. Sie klicken viel zu schnell und sind jetzt vorübergehend blockiert.

Kommen Sie später wieder. Wenn Sie wirklich auf Jobsuche sind, stehen wir hinter Ihnen — verhalten Sie sich einfach wie ein Mensch.

Catch your next role the second it’s posted.

Create a free account and we’ll watch the boards for you — the instant a job matches your search, it lands in your inbox or Telegram. No digging, no refreshing.

Create free account

Free forever · takes 30 seconds · already have one?

Verschaffe dir einen Vorsprung bei der Jobsuche.

Tritt unserem Telegram-Kanal bei für das, was dir hilft, die Stelle zu bekommen — Gehaltsbenchmarks, den wöchentlichen Marktpuls und neue Feature-Drops. Kein Spam, nur Signal.

Dem Kanal beitreten — kostenlos