Remote Senior Account Executive, Technology

About RunSybil

Founded in 2023 by Ari Herbert-Voss and Vlad Ionescu, RunSybil is on a mission to automate hacker intuition. We’re building Sybil: an AI-driven pentester that discovers vulnerabilities before they’re exploited. As adversaries adopt AI to increase their attack surface, we’re putting cutting-edge offensive security into the hands of defenders. Backed by strong investor support and early customer traction, our team is composed of experts from OpenAI, Meta, Mandiant, Palantir, Cruise, Trail of Bits, and Aptiv.

About the Role

We are looking for a Senior Account Executive, Technology to own the full sales cycle selling Sybil into the security teams at high-growth technology companies. These are the venture-backed software companies setting the pace in AI and developer tooling, the kind of accounts where the people evaluating RunSybil are technical, opinionated, and quick to disengage from a generic pitch.

You will prospect into these accounts, run deals directly with CISOs, CTOs, and senior security practitioners, and earn credibility by leading in depth conversations about RunSybil’s agentic architecture and capabilities and customer outcomes. Alongside managing and closing deals, you will build the playbooks, positioning, and partner relationships that make every deal after the first one easier to win.

This is a senior, founder-adjacent role for a builder. You will generate your own pipeline, shape how we sell, and help define our go-to-market motion in a strategic and dynamic segment of the market.

What You will Do

• Own the full sales cycle from first outreach to close on technology accounts, including renewals and expansion

• Generate your own pipeline through outbound prospecting, your network across the technology and security community, and channel partners

• Run discovery with CISOs, CTOs, and security practitioners, partnering with our sales engineer on demos and knowing the product well enough to position Sybil with credibility on your own

• Lead consultative, opinionated conversations with technical buyers, reading the room and adapting in the moment instead of running a fixed script

• Partner directly with the founders, Head of GTM, sales engineering, and customer success on deal strategy, messaging, and positioning for the technology segment

• Build the playbooks, processes, and partner relationships that make each subsequent deal faster to close

• Carry signal from the field back into product and GTM so what we ship reflects what technical buyers actually need

What We Are Looking For

• A track record selling software into technical buyers at high-growth technology companies, ideally in security, infrastructure, or developer tools

• Technical fluency to hold your own with CISOs, CTOs, and engineers, and to stay credible when the conversation gets deep or contested

• A consultative, adaptive style. You read the room, adjust to the people in it, and recognize the moment you are losing an audience so you can recover it

• A hunter's instinct. You build pipeline from scratch and create opportunities where none exist

• A track record closing $100K+ deals in complex, multi-threaded environments

• Experience selling into or alongside channel partners and closing business through resellers

• Comfort with ambiguity and early-stage building. You are energized by creating process where none exists

• Startup sensibility and urgency. You move fast, make smart calls with limited information, and treat the company's resources like your own

Location: Remote - San Francisco

Compensation : $275K OTE comp structure and details shared with candidates who advance. We offer meaningful equity. We want everyone here to have ownership in what we’re building.

Diverse teams build better products. RunSybil is committed to hiring people who bring different perspectives, lived experiences, and backgrounds to our work. We encourage candidates of all races, ethnicities, gender identity and expression, sexual orientation, disability or medical conditions, ages, religions, and socioeconomic backgrounds to apply. Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records. If you're excited about this role but don't check every box, we still want to hear from you.