AI Chief of Staff

and the job listing Expires on February 25, 2026

Build real AI systems inside a real company—fast. This is not an internship. It’s a rare, high-trust role designed for someone early in their career who learns fastest by doing
, not watching.

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’re beginning to transform Stark into an AI-native organization
—not a startup, but a real operating company using AI to:

• Make work easier
• Remove friction and busywork
• Increase speed and clarity
• Help people do higher-value thinking

This is a core company priority, led directly by the CEO.

You’ll work directly with the CEO to prove what’s possible with AI inside a legacy organization. Your job is not research, decks, or demos. It is to build working systems that people actually use.

You will:

• Build AI agents and automations
• Reduce cognitive load for leaders and teams
• Increase speed and clarity across real workflows

You won’t be handed a roadmap. You’ll create one—by building.

• Real ownership from Day 1
• No “shadowing” or fake projects
• Freedom to experiment with modern AI tools
• Learning compressed into weeks, not years

This role is designed to accelerate your growth faster than almost any traditional early-career job
.

• Shadow executives and managers
• Identify repetitive or confusing work
  
  Look for tasks that slow decisions or drain energy

• Create special-purpose AI agents (intern → analyst level)
• Reporting and data retrieval
• Knowledge capture and internal communication
• Kill what doesn’t work
• Document what does

• Demo what you build
• Help leaders learn how to work with AI agents
• Normalize experimentation across teams

• AI agents built or in active use
• Multiple workflows meaningfully automated
• Leaders say: “I can’t imagine doing this the old way.”
  AI shifts from curiosity → conviction inside the company

If that happens, this becomes a full-time leadership role.

You might be a great fit if you:

• Learn fastest by building and experimenting
• Are comfortable with ambiguity
• Like figuring things out without step-by-step instructions
• Are curious about AI, automation, and systems
• Can communicate clearly and take feedback
• Are excited by real responsibility early in your career
• Prior “Chief of Staff” experience
• Mindset matters more than pedigree.

The trial is intentional and fair. It lets you quickly see if:

• You like working directly with a CEO
• You thrive in a fast, FAFO (“figure it out”) environment
• If it’s a fit → we go all-in. If not → you leave with real experience, references, and respect.

Please include:

• A short note on why this role excites you
• Examples of things you’ve built, automated, or experimented with (school, work, or personal)

This role is not about predicting the future of AI. It’s about building it
, here, with urgency, humility, and results.