Head of Sales / GTM

Durham, NC // In-office 5 days/week // Up to 25% travel $75,000-$100,000 base + uncapped commission + 0.05-2% equity

Every company in America has a marketing compliance problem. They just don't know it yet.

Right now, billion-dollar brands are getting sued, fined, and shut down because a landing page had the wrong disclaimer. A social post missed a disclosure. An influencer went off-script. The legal review process is broken: weeks of back-and-forth, bottlenecked by overworked compliance teams, while competitors ship faster.

We're fixing that.

Warrant is the first AI agent for marketing compliance. We give financial services, insurance, consumer goods, and real estate companies instant compliance feedback so they can launch faster, stay audit-ready, and never get caught off guard.

We're backed by Brickyard, Capitalize VC, Techstars, and Vast Ventures, alongside operators from Brex, Slope, and Mercury. We're not building a feature. We're building the category. And we need someone to sell it.

What You're Walking Into

Strong inbound traction. A product that demos itself. A massive, underserved market where the status quo is "email it to legal and wait two weeks." Your job is to turn all of that into a repeatable, scalable revenue engine. You'll be our first Head of Sales. You'll report directly to the CEO. You'll have a real seat at the table shaping pricing, packaging, positioning, and how we go to market. This is not a "manage what exists" role. This is build it, own it, scale it.

This is not a 9 to 5. We're in the office five days a week. We routinely put in 10+ hour days. If you need someone to tell you when to start and stop working, this isn't for you. If you'd rather outwork the competition than complain about work-life balance, you're our people.

What You'll Actually Be Doing

Closing deals. Running the full sales cycle from first touch to signed contract, selling to compliance officers, general counsel, CMOs, and marketing leaders at mid-market and enterprise accounts. You need to speak both languages.

Building the machine. Outbound playbook from scratch: sequences, scripts, objection handling, multi-channel campaigns. CRM architecture, pipeline hygiene, forecasting, reporting. HubSpot, Clay, LinkedIn, email sequencing. All of it. You're building the sales infrastructure, not inheriting it.

Shaping the company. Translating customer conversations into product insights. Testing new verticals: finserv, insurance, consumer goods, CPG, healthcare. Shaping pricing and positioning alongside the founding team. Building referral and partner channels with law firms, agencies, and accelerators.

Scaling the team. Hiring and mentoring your first AEs and SDRs. Setting the culture, the operating rhythm, and the performance standards for the sales org you're building from the ground up.

Traveling. Money20/20, ITC, FINRA conferences, industry dinners, prospect meetings. Up to 25%.

Who We're Looking For

You've done this before, maybe not at this exact stage, but close. 5+ years in B2B SaaS sales with at least 2 in a closing or leadership role. You've exceeded quota selling into regulated industries like financial services, insurance, consumer goods, or healthcare.

You've built something. Founded a company. Co-founded one. Been employee #1-10. You know what building from zero actually feels like and you miss it.

You get legal. Maybe you studied pre-law. Maybe you worked alongside compliance teams. Maybe you just naturally understand how regulated buyers think, what keeps them up at night, and why they're slow to sign. You'll be selling to GCs, CCOs, and compliance officers every day. Fluency in their world matters.

You've navigated multi-stakeholder deals across compliance, legal, and marketing. You've built process from scratch, not just followed someone else's playbook. Your discovery and demo skills are consultative, not transactional. You move fast, build systems, adapt, and never clock-watch.

Bonus points for: regtech curiosity, fintech background, JD or paralegal experience, or time at a pre-Series A company.

What You Get

$75,000-$100,000 base with uncapped commission. No ceiling.

0.05-2% equity. Real ownership in a category-creating company.

Direct access to the CEO and founding team. Actual influence over company direction, not a suggestion box.

A fast growth environment with immediate ownership, a steep learning curve, and travel to top industry conferences domestically and internationally.

A front-row seat to building something that changes how every regulated company in America goes to market.

How To Get An Interview

Don't just apply. Sell us. Prospect our CEO, Austin Carroll, like Warrant is one of your top accounts. Show us you can break through noise. Creativity encouraged.