Head of Sales

About Modern

Modern is an AI-native data and intelligence platform for commerce brands, and an ai Residency that runs on it every day.

That second part matters more than it sounds. Most analytics and AI tools for e-commerce are built by people who have never had to defend a media plan to a founder on a Monday morning. Ours isn't. Modern's ai Residency team operates a portfolio of DTC brands using this exact platform. Attribution, cohort analysis, media mix, creator performance, lifecycle, and every feature we ship has already survived contact with real P&Ls and real clients.

So when we say the product works, we're not pointing at a demo environment. We're pointing at the brands we're accountable for.

We're now taking the platform to market on its own. This is the first sales hire for that effort.

The Role

You are the first dedicated seller at Modern. Not the first sales leader managing an existing team, the first person whose job is to figure out how this product gets sold, then prove it by selling it.

You're walking into real momentum. Warm inbound, a customer base that already loves the product, and a team that generates a steady stream of qualified conversations. What you'll build on top of it is the repeatable playbook: who buys, why, how fast, at what price, and through which channel.

That comes together fast or it doesn't count. This category is being defined right now and the AI landscape resets every few months, so the bar is a working motion inside your first quarter and proof it repeats in the quarter after. You'll build it the only way it can be built, by selling.

This is a player role first. You carry the number, run the deals, and write the playbook out of your own wins. A team comes later, hired alongside growth rather than ahead of it, and you'll lead reps running a motion you proved yourself. If you want to manage a team on day one, this isn't it. If you want to own a go-to-market from zero, keep reading.

What You'll Own

Pipeline generation and strategy. You decide where the next hundred customers come from. Outbound, partnerships, communities, events, the Modern's network, affiliate and referral channels. You test, measure, and double down on what works.

Selling across four motions. Modern reaches the market in more than one way, and you'll need to build for all of them:

- Self-serve / product-led: converting and expanding signups who found us on their own
- Mid-market brands: demo-led sales cycles with $5M–$50M+ commerce operators
- Enterprise and strategic accounts: longer cycles, multiple stakeholders, custom scope
- Agencies and partners: selling Modern as infrastructure other operators build on

These behave very differently. Part of the job is figuring out where to concentrate first rather than doing all four badly at once.

Expert-level product fluency. You'll be trained on the full platform and expected to know its entirety. Not the pitch, the product. You should be able to run an unscripted demo against a prospect's real data, answer a technical objection without a solutions engineer in the room.

Pricing and packaging feedback. You'll be the closest person to how buyers actually react to our pricing. That signal comes back to leadership and shapes what we charge.

Product feedback loop. Every lost deal has a reason. You'll bring those reasons to the product team with enough specificity that they're actionable.

Building the team. Once the motion is proven, you'll hire and lead the reps who scale it, and you'll have built the playbook they run.

What Success Looks Like

First 30 days: You know the platform as well as anyone at the company. You've sat in on ai Residency client calls to understand how brands actually use it. You've talked to at least 15 existing customers about why they bought and what nearly stopped them.

First 90 days: You've defined the ICP with evidence, not intuition. There's a documented sales process, a working demo narrative, and a pipeline you built. First closed