Demo

Head of Sales Enablement

Decagon
San Francisco, CA Full Time
POSTED ON 12/25/2025
AVAILABLE BEFORE 1/20/2026
About Decagon

Decagon is the leading conversational AI platform empowering every brand to deliver concierge customer experience. Our AI agents provide intelligent, human-like responses across chat, email, and voice, resolving millions of customer inquiries across every language and at any time.

Since coming out of stealth, Decagon has experienced rapid growth. We partner with industry leaders like Hertz, Eventbrite, Duolingo, Oura, Bilt, Curology, and Samsara to redefine customer experience at scale. We've raised over $200M from Bain Capital Ventures, Accel, a16z, BOND Capital, A*, Elad Gil, and notable angels such as the founders of Box, Airtable, Rippling, Okta, Lattice, and Klaviyo.

We’re an in-office company, driven by a shared commitment to excellence and velocity. Our values—customers are everything, relentless momentum, winner’s mindset, and stronger together—shape how we work and grow as a team.

About The Role

Decagon is looking for a Director, Sales Enablement, a founding member of our Revenue Enablement team that will develop tools, content, and training for our GTM teams. In this role, you will accelerate the onboarding of our newly hired reps, support our sales and partnership teams to meet - and exceed - quota attainment targets, elevate the skillset of our most senior sellers and managers, and accelerate the overall growth of Decagon. This highly visible and impactful role will be critical to ensuring sustainable growth and scalability of our world-class Revenue organization. We will rely on you to:

  • Create and run best-in-class Enablement programs for our Revenue team, including SDR's, Account Executives, Sales Leaders, Solution Engineers, Account Managers and Partners among others
  • Collaborate cross-functionally with stakeholders across Decagon's Marketing, Product, Engineering, and other teams
  • Plan and coordinate the execution of strategic Revenue events such as QBR's, Sales Kick Offs, President’s Clubs, and more
  • Monitor progress towards improving Revenue KPIs such as new hire ramp, certification pass rate, time to first deal, sales team attainment etc.
  • Support the evolution of our GTM strategy, helping to define and prioritize projects and initiatives to maximize Decagon's rate of growth

You May Be a Good Fit If You Have

  • 5 years of experience in revenue enablement and demonstrated knowledge of enablement best practices, sales methodologies, and modern SaaS sales technology
  • Experience in executing change management initiatives and supporting fast growth, high performing, highly scalable Sales organizations
  • Superior project and program management capabilities
  • Strong interpersonal, cross-functional collaboration and teamwork skills

Even Better If You Possess

  • Experience navigating rapidly developing AI technology landscape
  • Involvement and participation in sales enablement groups or communities
  • Experience working at a high-growth SaaS startup environment

Benefits

  • Health, dental, and vision insurance
  • Take what you need vacation policy
  • Career growth opportunities within a fast-growing AI company

Salary : $180,000 - $240,000

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