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Director of Commercial Strategy & Insights

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Interested? Drop us a note with your resume and a few lines on why you'd be a good fit.

LOCATION
Boston, MA · Hybrid
COMPENSATION
REPORTS TO
Chief Commercial Officer
EXPERIENCE
3–5+ years in strategy, ops, or similar

Who we are

Every brand deserves their perfect store. PSG is the AI-native sales agency and brokerage that delivers it.

The $10B+ CPG sales industry is stuck in 2005: opaque, manual, and bogged down in data work that should be automated. We're building the operating system to fix it. Our platform deploys an army of autonomous agents to handle the grunt work (category reviews, promo planning, deck building) so our Account Executives can do what actually moves product: relationships, strategy, and winning shelf space. Come build with us.

Founding team out of Bain & Company, Google, Advantage Solutions, and PepsiCo.

The role

We are an early-stage, AI-native startup. As PSG scales, we are looking for a generalist who can flex across commercial strategy, product strategy, and the broad range of work that comes with building something from the ground up. You'll spend as much time building with AI as strategizing about it.

As Director of Commercial Strategy & Insights, you'll report to our Chief Commercial Officer. We are a small, close-knit team with a flat culture. You will also work closely with our CEO on business strategy and our CTO on product development. This is a unique opportunity to shape the decisions, processes, and outcomes that drive PSG's growth.

Product Help build the PSG product: write and refine the skills that power our AI agents, translate CPG expertise into clear agent capabilities, and develop prototypes with our engineering team.

Go-to-market strategy Partner with leadership to develop and refine PSG's business and go-to-market strategy, spanning clients, AE enablement, and new growth opportunities.

Analytical rigor Drive rigor in our client-facing deliverables (line reviews, promo plans, category and consumer insights) and our internal operating model (pricing, revenue management).

Connective layer Sit between clients, AEs, and engineering: surface patterns from client feedback and translate them into platform improvements.

What AI should own next Spot, then build, the places where we can reduce manual work across category analytics, promo planning, revenue management, and more.

Whatever comes next Take on new strategic and operational priorities as they emerge. This role is intentionally broad and will evolve with the business.

What we're looking for

  • 3–5+ years in strategy consulting, business operations, or a similarly analytical and fast-paced environment. CPG or retail experience is a plus, not required.
  • Sharp analytical skills and sound business judgment. You structure ambiguous problems and drive them to a clear outcome.
  • Familiarity with AI tools and enthusiasm for learning and shaping new technology.
  • Excellent written communication, attention to detail, and an eye for precise, polished, client-ready output.
  • Comfort working across a broad range of functions: client strategy, product strategy, and operations.
  • High ownership mentality. You're comfortable operating with significant autonomy in a startup environment.
STRONG SIGNALS

Prior CPG or retail experience · Hands-on building with frontier AI tools (e.g., Claude Code)

Low ego, high standards

No egos

No one is territorial about their work. We just want to get it right together.

Quiet excellence

We look for people who are great at their work and stay curious.

Deep commitment

You care about the details, and you look out for the people beside you.

THE STACK

Tools vary by project.

HOW IT GOES
1
Intro chat with the Chief Commercial Officer
2
Product chat with the CTO
3
Strategy chat with the CEO
4
Meet the team live
Source to offer in under three weeks.
WHAT WE OFFER

Our benefits

100% fully paid Gold health plan

Medical, dental, and vision, with no premium coming out of your paycheck.

3% 401(k) contribution

We contribute whether or not you do.

Lunch every day

The team eats together, and it is on us.

Commuter and parking benefit

Pre-tax, for getting to the office downtown.

A desk at Industrious and new gear

A new top-spec laptop and the setup you want.

Leading AI tools

Use what you want, with limits high enough to forget about.

Unlimited PTO

Take the time you need, when you need it. We actually take it.

Equinox is in our building

3% off the monthly membership, and no initiation fee.