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Chief of Staff

Job in Hoboken, Hudson County, New Jersey, 07030, USA
Listing for: Playbook Sports
Full Time position
Listed on 2026-10-16
Job specializations:
  • Business
    Operations Management, Business Analyst, Corporate Strategy, Business Development
Salary/Wage Range or Industry Benchmark: 130000 - 180000 USD Yearly USD 130000.00 180000.00 YEAR
Job Description & How to Apply Below

This role works
directly with our CEO, Josh Marcus
, and is designed for someone who wants to
build their own company one day
.

About Playbook

Playbook Sports is building the
operating system for sports businesses
— the
Shopify for sports
. We power 500+ sports facilities, leagues, and clubs across the US & Canada with modern software and AI to help them grow, automate, and scale.

We’re early, moving fast, and building something big.

The Role

This is not a traditional

Chiefof

Staffrole.

You’ll act as an
extensionofthe CEO
, dropped into the hardest, highest-leverage problems across the company including product, ops, go-to-market, AI initiatives, and internal systems.

You’ll see how a real startup is built from the inside:

  • How decisions actually get made
  • What matters vs. what doesn’t
  • How to turn chaos into execution

You’ll be in the office5 days/week in Hoboken
, working side-by-side with leadership. No remote. No spectators.

Who This Is For

We
do
care about hustle, judgment, and rateoflearning.

This role is for people who:

  • Want to be a
    founder
    someday
  • Thrive in ambiguity and move fast without instructions
  • Take ownership and hate loose ends
  • Would rather figure it out than ask for permission
  • Started a company, side project, or anything scrappy
  • Worked at a
    Seed or Series A startup
  • Been the “go-to” person when things broke
What You’ll Do
  • Work directly with the CEO on strategy and execution
  • Turn half-formed ideas into shipped outcomes
  • Own cross-functional projects with real business impact
  • Identify bottlenecks and eliminate them Build internal processes, systems, and operating rhythm
  • Support product discovery, customer research, and delivery
  • Help scale the company without adding unnecessary complexity

If something is important and doesn’t have a clear owner, it will probably be yours.

Why This Role Is Special
  • Extreme proximity to the CEO and decision-making
  • Unmatched exposure to building a company from zero → scale
  • Real responsibility from day one
  • A proven cultureofpromoting high performers internally
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