Chief of Staff

Playbook Sports; Hoboken (NJ); On-site; USD 130,000 - 180,000; Full time

Job summary

Playbook Sports is building the operating system for sports businesses — the Shopify for sports. This role sits directly with the CEO, Josh Marcus, and is designed for someone who wants to build their own company one day.

You’ll work five days a week in Hoboken, partnering with leadership on high-leverage problems across product, ops, and GTM. You’ll be an extension of the CEO, solving the hardest challenges, turning ideas into shipped outcomes, and shaping the company’s operating rhythm from

Qualifications

• Hustle, judgment, and rapid learning mindset.
• Ability to own ambiguous problems and drive them to completion.
• Willingness to build and run with minimal scaffolding.

Responsibilities

• 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 build internal processes, systems, and operating rhythm.
• Support product discovery, customer research, and delivery.
• Help scale the company without adding unnecessary complexity.

Skills

CEO liaison

Ownership

Ambition to found

Startup experience

Decision-making

Job description

This role worksdirectly with our CEO, Josh Marcus, and is designed for someone who wants tobuild their own company one day.

About Playbook

Playbook Sports is building theoperating system for sports businesses— theShopify 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 traditionalChiefofStaffrole.

You’ll act as anextensionofthe 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

Wedocare about hustle, judgment, and rateoflearning.

This role is for people who:

• Want to be afoundersomeday
• 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 aSeed 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 themBuild 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