Chief of Staff

Chief Of Staff & Agents

New York City HQ Full time On-site GTM $150K-$200K + meaningful equity

Prior to Ekho, one of the largest retail segments in the world had no checkout button. If you wanted to buy a vehicle online, the best you could do was fill out an "I'm Interested" form and wait for someone to call you back. Found the bike of your dreams at a dealership two states away? You were mostly on your own.

Tax requirements, titling workflows, and registration rules vary by state and county. Most dealers didn't sell across state lines at all, because they had no reliable way to do it. Now they can. A buyer finds a vehicle, clicks "Buy Now," completes financing and insurance verification online, and gets it delivered to their door in a few days. The whole thing takes as few as ten minutes.

And the dealer doesn't have to be at their desk (let alone awake) for any of it. The first time one of our dealers woke up to a completed overnight sale, they messaged us: "Oh my God, this is crazy. We just fulfilled a transaction while the whole team was asleep." We get messages like this regularly now, and they're no less exciting than the first one was.

What made it possible was 18 months of untangling a combinatorics problem disguised as county-specific titling and registration, and integrating with 50 DMVs that still prefer faxes to APIs. That foundation is built. Now we're putting AI on top of it, expanding into cars, and building the transaction layer that works in-store as well as online. One thing worth saying directly:
Anthropic can't ship something tomorrow that makes this company obsolete. The moat is the foundation beneath the code: the 50-state compliance framework, the DMV relationships, and the legal licenses we've secured. That's not something you can prompt your way around. Unlike most startups right now, we're not racing against the next model update.

Here's what a typical week might look like (though we can guarantee no two weeks will look the same):
You'll work on whatever the most strategically important problem the company has to solve next. Marketing is first — it'll get the bulk of your time out of the gate. Owning Ekho's marketing function end-to-end: paid spend optimization across channels, the content engine, outbound to dealers, the GTM bets we haven't placed yet. Some days that means jamming with Rowan on GTM strategy in the morning, briefing creative in the afternoon, and rebuilding a Hub Spot sequence over dinner.

Others it means tearing down what's not working and starting over. You'll have the budget to run real experiments without anyone second-guessing you. From there it gets cross-functional. You'll tackle whichever critical priorities are in front of the company — often more than one in a given week. Rev Ops: cleaning up the lead-to-customer handoff, automating renewals, instrumenting the dealer lifecycle.

CS Ops: customer-comms quality, health scoring, the agents that ship status updates to dealers automatically. Hiring: building the sourcing engine and the onboarding playbook as we scale. Biz Ops: the dashboards, the offsite, the systems that hold a fast-growing company together. Some weeks you're heads-down on one. Others you're ping-ponging across three. The role moves with the company's priorities, not any one function's roadmap.

Running in parallel to all of it — and the thread that makes this role compound — is agent orchestration. Every function you take on, you're standing up the agents that run the long tail of it. Marketing is the proving ground: most dealer outbound today is manual, but there's a version where a dealer's first impression of Ekho comes from an agent that already knows what they sell, what their margins look like, what their nearest Ekho-active competitor is doing, and what to say to land the meeting.

You'll build that, and in doing so, lay down the agent infrastructure (orchestration patterns, eval loops, internal tooling) that every function downstream will run on too. The more functions you reshape, the more leverage the orchestration layer has — and the more you become the person the rest of the company comes…