Chief of Staff
Playbook Sports · Hoboken, New Jersey, United States
FULL TIMEpermanent
Job Description
This role works directly with our CEO, Josh Marcus, and is designed for someone who wants to build their own company one day.
Check you match the skill requirements for this role, as well as associated experience, then apply with your CV below.
About PlaybookPlaybook 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 Chief of Staff role.
You’ll act as an extension of the 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 madeWhat matters vs. what doesn’tHow to turn chaos into execution
You’ll be in the office 5 days/week in Hoboken, working side-by-side with leadership. No remote. No spectators.
Who This Is ForWe do not care about degrees.
We do care about hustle, judgment, and rate of learning.
This role is for people who:Want to be a founder somedayThrive in ambiguity and move fast without instructionsTake ownership and hate loose endsWould rather figure it out than ask for permission
Bonus points if you’ve:Started a company, side project, or anything scrappyWorked at a Seed or Series A startupBeen the “go-to” person when things broke
What You’ll DoWork directly with the CEO on strategy and executionTurn half-formed ideas into shipped outcomesOwn cross-functional projects with real business impactIdentify bottlenecks and eliminate themBuild internal processes, systems, and operating rhythmSupport product discovery, customer research, and deliveryHelp 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 SpecialExtreme proximity to the CEO and decision-makingUnmatched exposure to building a company from zero → scaleReal responsibility from day oneA proven culture of promoting high performers internally
This role is intentionally a launchpad. xzbcwsv Many people in seats like this go on to become founders, early executives, or product leaders. If this is your dream role, I'd love to hear from you personally at
Check you match the skill requirements for this role, as well as associated experience, then apply with your CV below.
About PlaybookPlaybook 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 Chief of Staff role.
You’ll act as an extension of the 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 madeWhat matters vs. what doesn’tHow to turn chaos into execution
You’ll be in the office 5 days/week in Hoboken, working side-by-side with leadership. No remote. No spectators.
Who This Is ForWe do not care about degrees.
We do care about hustle, judgment, and rate of learning.
This role is for people who:Want to be a founder somedayThrive in ambiguity and move fast without instructionsTake ownership and hate loose endsWould rather figure it out than ask for permission
Bonus points if you’ve:Started a company, side project, or anything scrappyWorked at a Seed or Series A startupBeen the “go-to” person when things broke
What You’ll DoWork directly with the CEO on strategy and executionTurn half-formed ideas into shipped outcomesOwn cross-functional projects with real business impactIdentify bottlenecks and eliminate themBuild internal processes, systems, and operating rhythmSupport product discovery, customer research, and deliveryHelp 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 SpecialExtreme proximity to the CEO and decision-makingUnmatched exposure to building a company from zero → scaleReal responsibility from day oneA proven culture of promoting high performers internally
This role is intentionally a launchpad. xzbcwsv Many people in seats like this go on to become founders, early executives, or product leaders. If this is your dream role, I'd love to hear from you personally at
Details
| Company | Playbook Sports |
| Location | Hoboken, New Jersey, United States |
| Type | FULL TIME |
| Niche | general |
| Experience | permanent |