Location: Remote (US) or in-person NYC

Type: Full-time

Reports to: Joe Speiser & CEO & Co-Founder

Team: 2 direct reports - Product Manager + No-Code Automation Specialist

About Hampton

Hampton is a private network for high-growth founders and CEOs.

Our community is made up of entrepreneurs who run tech-enabled companies with $3m+ in revenue.

Our members want to build successful companies and take over the world...but also want meaningful conversations, to become better leaders and people, and have world-class networking opportunities.

The Role

AI has changed what a small tech team can do. A three-person team with the right person at the top and the right AI tools can now out-execute what used to require 15.

We haven't fully gotten there yet. That's why we're hiring.

This is fundamentally an AI leadership role. Yes, you'll own the architecture. Yes, you'll manage a small team. But the biggest thing we need from you is to take a company of non-technical operators and transform how they work by making AI tools real, practical, and woven into how Hampton runs every day.

If you've never actually shipped something using Claude Code or Cursor, stop here. If you think "AI transformation" means sending the team a Notion doc with ChatGPT prompts, also stop here.

The Stack You're Walking Into

Airtable at the core. A custom Postgres admin app (Hampton OS). HubSpot for sales and member support. A Bubble-based member portal. Make and Zapier automations, stitching it all together.

It works. But right now, AI is an individual habit at Hampton, not an organizational muscle. Your job is to change that.

The split is roughly 70% internal tooling and infrastructure, 30% member-facing product.

First Six Months

1. Get the whole team real-time access to the data they need across Airtable, Hampton OS, and HubSpot. No workarounds. No waiting on the tech team to pull reports or make dashboards.
2. Run Hampton's AI transformation. Audit where AI creates the most leverage. Train every team member to use AI tools to solve their own problems, build their own lightweight apps, and automate their own workflows. Build a framework that makes it stick.
3. Own the architecture. What stays, what gets rebuilt, what gets killed.

Key Responsibilities

AI strategy and enablement - this is the job. You own Hampton's AI strategy in partnership with the co-founders. You identify where AI creates the most leverage. You train and coach non-technical team members to use tools like Claude, Cursor, and Perplexity to actually build things - not just use them as a fancier Google. The measure of success here isn't what you ship. It's how much more capable everyone around you becomes.

Hands-on building with AI. You use AI coding tools to generate, review, and ship real work. You don't write everything from scratch. But you understand what the code is doing, you make sound architectural decisions, and you can tell the difference between something that will scale and something that will break in three months. No vibe coding.

Technical architecture. Make the call on what tools to use, how systems connect, and where to invest versus where to keep it simple. Then execute.

Team leadership. Manage two direct reports and oversee the PM's relationship with the outsourced dev shop. Keep the team lean and high-output - using AI to do more with less, not by growing headcount.

Who You Are

Your most important skill is architectural judgment. But a close second is your actual, demonstrated fluency with AI development tools. Not "I've played with ChatGPT." You use Claude Code, Cursor, or similar to build real things - and you've taught others to do the same.

You've worn a lot of hats: code, no-code, system design, UX, product. You're comfortable in all of them.

You're a multiplier. You get energy from enabling people around you to do things they couldn't do before - not from being the only person who knows how something works.

Scrappy, self-directed, low-ego. You ship something good now and improve it later.

Comfortable with our stack: Postgres, React, next.js, Airtable, HubSpot, Stripe, AWS Lambda, Make.com, Zapier. Fast learning over deep specialization.

Who You're Not

• Someone who manages AI strategy but doesn't personally use AI to build
• A vibe coder who can't explain what their code is doing or why
• Someone who needs a big team to do big things
• A manager who hasn't been in the weeds in years
• Someone who talks about AI transformation at conferences but hasn't shipped a real AI-assisted workflow inside an organization

Why This Is Worth Your Time

Real ownership. Direct access to the co-founders. A stack simple enough to actually understand end-to-end. And a genuine opportunity to be the person who transforms how a fast-growing company operates - before AI adoption is table stakes everywhere.

You're not implementing someone else's roadmap. You're writing it.

Compensation & Perks

• Salary depends on experience
• Health, dental, vision insurance
• Unlimited PTO
• Performance-based bonus structure