Head of Sales Enablement

About Adaptive Security Adaptive is a fast-growing cybersecurity company built for the AI era, founded by Brian Long and Andrew Jones-serial entrepreneurs behind TapCommerce (acquired by Twitter) and Attentive ($500M+ revenue, Forbes Cloud 100, 1k+ employees, $7B+ valuation).

Our mission is to stop AI-powered cyberattacks-like deepfake impersonations, real-time voice phishing, GenAI email threats, and SMS phishing. We're backed by top-tier investors and trusted by global banks, healthcare systems, and leading tech companies.

Our flagship products-Adaptive Phishing and Adaptive Training-simulate cutting-edge attacks and train employees to stay ahead of emerging AI threats. We're building a category-defining company, and we're just getting started.

The Role We're hiring a Head of Sales Enablement to build and lead the function from the ground up. Based in our San Francisco HQ, you'll be responsible for arming our go-to-market teams with the content, tools, training, and systems they need to close large, complex deals with speed and confidence.

You'll work closely with Sales Leadership, Marketing, Product, and RevOps to build scalable onboarding, craft compelling messaging, and ensure every AE and BDR can consistently execute a world-class sales process.

This is a strategic, high-leverage role that directly impacts our ability to scale revenue efficiently and win in the enterprise.

What You'll Do

• Build Adaptive's sales enablement function from the ground up-strategy, playbooks, training, and content
• Design and execute onboarding and ongoing development programs for AEs and BDRs
• Develop scalable resources (decks, one-pagers, competitive battlecards, talk tracks, objection handling) that elevate rep effectiveness
• Partner with Sales Leadership to identify skill gaps and design targeted coaching initiatives
• Work with Product Marketing to translate features into value-driven messaging and narratives
• Own enablement KPIs: time-to-productivity, win rates, average deal size, sales cycle velocity
• Help implement and optimize tools and systems that support rep productivity and knowledge retention
• Act as the connective tissue across Product, Marketing, and Sales to ensure tight alignment and GTM execution

Who You Are

• 6-10+ years of experience in B2B sales enablement, revenue enablement, or GTM operations
• Strong track record enabling high-performing sales teams in a fast-paced SaaS environment
• Deep understanding of enterprise B2B sales cycles and how to support reps through them
• World-class communicator with an ability to distill complexity into clarity
• Highly collaborative, resourceful, and proactive-you build systems that scale
• Experience building enablement functions from scratch is a major plus
• Comfortable working in-office in San Francisco

What We Offer

• A leadership role in one of the most innovative cybersecurity companies in the world
• Equity in a venture-backed business led by repeat founders
• Premium healthcare and wellness benefits
• Tight-knit team culture built on speed, ownership, and creativity
• A front-row seat to scaling a high-growth, category-defining company