Account Executive (Chicago)

Account Executive, Boost Security

About the role

Boost Security protects the software development lifecycle end to end, from the developer's laptop through CI/CD to production. We're hiring an Account Executive who is a true outbound hunter, someone energized by an empty territory and a blank CRM rather than a book of inherited accounts. You'll sell into both mid-market and enterprise organizations, and there is no installed base waiting for you. You will identify the accounts, open the doors, and build the pipeline yourself, working alongside our founders and Solutions Engineering as one of the early members of the sales team.

We also expect you to work the way modern sellers should: using AI to research smarter, personalize at scale, and run outbound plays that cut through the noise security buyers see every day.

What you'll do

• Build a territory from zero: define target accounts across mid-market and enterprise, map buying committees, and create a repeatable outbound motion through cold outreach, executive networking, events, and channel partners.
• Use AI tools to design creative outbound plays, from account research and trigger-based signals to personalized messaging, sequencing, and content that speaks to each buyer's specific risks.
• Experiment constantly with new channels and approaches, measure what works, and share winning plays with the team.
• Generate your own pipeline consistently rather than waiting on inbound, and prospect directly into CISOs, Heads of AppSec and Product Security, DevSecOps leaders, and platform engineering teams.
• Run discovery that uncovers real exposure in customers' build pipelines, third-party dependencies, and developer environments.
• Own the full sales cycle from first touch through POC, negotiation, and close, running faster, leaner cycles with mid-market buyers and complex, multi-threaded cycles with large enterprises.
• Multi-thread every deal across the economic buyer, technical owner, and internal champion, and partner with SEs on demos and technical validations.
• Keep the CRM and forecast accurate and disciplined.
• Help write the playbook: feed what you hear from buyers back into product, messaging, pricing, and competitive positioning.

What you bring

• 5+ years of B2B SaaS sales experience across mid-market and enterprise, with a meaningful portion selling cybersecurity.
• A track record of building territory and pipeline from scratch through self-sourced outbound.
• Hands-on experience using AI tools in your sales workflow, and examples of outbound plays you've built with them.
• Closed deals ranging from high five-figure mid-market wins to six-figure enterprise ACVs, with the ability to adjust your approach to each.
• Comfort selling a technical product to both security executives and hands-on engineering teams.
• A hunter's mindset: resourceful, self-directed, creative, and motivated by building something new.
• Clear, confident communication in writing and in the room with executives.

Nice to have

• Experience selling AppSec, software supply chain, DevSecOps, or cloud security.
• Early-stage or hypergrowth startup experience.