Head of GTM Enablement

Field sales powers the economy — but most teams are struggling. Reps are buried in admin work, managers are stretched thin, and leaders can’t see what’s really happening in the field. Siro is redefining how field sales teams learn, perform, and win. We started as an AI-powered coaching platform that helped reps improve their outcomes in the field. Today, we’re something much bigger — an intelligent companion that automates sales reps’ tedious admin work, gives managers real-time visibility, and helps executives see around corners. Our platform integrates with systems like Salesforce, analyzing thousands of in-person sales conversations to surface insights, automate workflows, and drive better outcomes across the org. Think Iron Man’s Jarvis for sales — proactive, personalized, and built directly into the tools teams already use. Siro has raised $75M and is backed by world-class investors like Index, Fika, CRV, and SignalFire. We are trusted by leading home-improvement, retail, hospitality, and automotive brands, and powered by a lean team from Meta, McKinsey, Doordash, and Uber. We’re building the future of human-AI collaboration in sales — and we’re just getting started. We're hiring our first GTM Enablement leader to build this function from scratch. You'll own how we onboard, ramp, and coach our GTM teams — and you'll use Siro's own product to do it. This role is the proof point that Siro runs on Siro. You'll act as a de facto manager for incoming AEs during their first 2–3 months, guiding them through ramp. What You'll Do Own AE onboarding end-to-end, including acting as the embedded manager for new reps during their first 2–3 month ramp Build and maintain the playbooks, talk tracks, battlecards, and coaching programs that set our AEs and SDRs up to win — and keep them sharp as the business evolves. Create and maintain sales training content: video overviews, written guides, practice modules and other outputs to help improve GTM team effectiveness. Use Siro's platform as your primary coaching tool — listen to recordings, spot patterns, and deliver targeted, data-driven feedback Provide codified feedback to our product team based on your ongoing use of Siro to enable continuous product improvement Partner with Sales, RevOps, and Product Marketing to ensure reps are always well-equipped Track ramp time, win rates, and program effectiveness — and iterate relentlessly Establish Siro — and yourself — as a thought leader in sales excellence and enablement What We're Looking For 5+ years of sales enablement experience at a B2B SaaS company You've been a first or early sales enablement hire before — you know how to build from nothing Magnetic presence: you can own a room full of AEs and SDRs and have them leaning in Real passion for coaching and developing people — not just building programs, but watching reps grow Startup mentality: scrappy, fast, and undeterred by ambiguity Prior selling experience (any capacity) is a huge plus At Siro, we are committed to creating a diverse and inclusive environment where all people feel that they are equally respected and valued, whether they are applying for an open position or working at the company. We provide equal employment opportunities to all applicants without regard to race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.