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AI Chief of Staff

AI Chief of Staff (Founding Role – 90-Day Trial → Full-Time)

Stark Carpet | New York (Hybrid)
Paid, Full-Time | Early Career

Help a real $200M operating business become AI-enabled — with a business-first mindset.

This is not a traditional engineering job. It’s a high-trust opportunity for someone early in their career who thinks like an operator: someone who sees how work gets done, spots friction, and uses modern AI tools to make a real company run better.

About Stark Carpet

Stark Carpet is a third-generation, family-owned luxury carpet and rug company with an 85+ year legacy and $200M+ in annual revenue. We work with the world’s top interior designers and operate a complex, real-world business with showrooms, manufacturing partners, logistics, and long-tenured teams.

We are beginning to apply AI in practical ways to:

  • Make work easier
  • Remove friction and busywork
  • Improve speed and clarity
  • Help teams focus on higher-value thinking

This initiative is led directly by the CEO.

The Role

You will work closely with the CEO to help identify and improve high-impact business workflows using AI.

This role is not about building cutting-edge models.
It’s about improving how the business runs.

You’ll:

  • Spend time with leaders and teams to understand how work actually flows
  • Identify repetitive, manual, or slow processes
  • Implement practical AI-enabled solutions
  • Launch improvements quickly and refine them
  • Help teams adopt new tools with confidence

Example Projects

  • Automating meeting notes → action items → follow-ups
  • Improving reporting and data retrieval
  • Organizing internal knowledge
  • Reducing manual coordination across teams
  • Streamlining quoting, tracking, or operational workflows

You don’t need to be an engineer — but you should be comfortable learning new tools and experimenting.

What Success Looks Like (First 90 Days)

  • Multiple workflows meaningfully improved
  • Leaders experience measurable time savings
  • Teams begin relying on AI tools in daily work
  • The company builds conviction that AI can improve operations

Strong performance during the 90-day trial converts into a long-term leadership opportunity.

Who You Are

You might be a strong fit if you:

  • Think like a business operator
  • Have strong judgment and curiosity
  • Learn quickly by doing
  • Communicate clearly and confidently
  • Are comfortable with ambiguity
  • Want real responsibility early in your career

Backgrounds may include business, operations, product, entrepreneurship, information systems, or related fields.

Mindset and execution matter more than pedigree.

Work Authorization Requirement

Applicants must be authorized to work in the United States and must not require sponsorship now or in the future.

Structure

  • New York City (hybrid)
  • Full-time
  • 90-day trial-to-hire

How to Apply

Please include:

  • A short note on why this role excites you
  • Examples of workflows you’ve improved, systems you’ve built, or projects you’ve led

Final Note

This role is not about predicting the future of AI.
It’s about using AI to make a great company run better — with urgency, humility, and results.