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Sales Enablement Lead

Juicebox - San Francisco, CA, USA - In-office - posted 2026-08-24

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Juicebox is a fast-growing AI SaaS company on a mission to help teams win the talent war through AI-powered recruiting. The company is on track for $100M ARR with 20%+ monthly growth, backed by Sequoia Capital, DST Global, and other leading investors, serving 5,000+ customers from startups to Fortune 500 companies. As Sales Enablement Lead, you will own the design and execution of Juicebox's sales enablement function. This is a hands-on individual contributor role with significant ownership and visibility across the GTM organization. Key responsibilities include: - Rebuild and own the sales onboarding program for AEs and SDRs, creating a scalable experience that drives consistent, rapid productivity. - Build and maintain the Juicebox sales playbook, codifying best practices across discovery, messaging, positioning, objection handling, competitive differentiation, demos, and deal execution. - Design and lead an ongoing enablement cadence including training, role-playing, certifications, call reviews, and reinforcement activities to continuously improve seller performance. - Lead product launch enablement by translating new product capabilities into compelling messaging, talk tracks, training, and sales plays in partnership with Product and Product Marketing teams. - Own core sales materials including the central sales deck, battlecards, talk tracks, competitive resources, and field-facing content, continuously improving them based on feedback. - Partner with Sales leadership to identify skill and knowledge gaps, then build targeted programs that drive stronger field execution. - Measure enablement effectiveness using data and feedback (rep readiness, ramp time, content adoption, performance trends) and iterate on programs accordingly. - Explore AI-native enablement approaches, experimenting with AI-powered coaching, content creation, personalized learning, simulations, and knowledge management to make sellers faster and more effective. - Turn best practices from top sellers into repeatable systems that scale with team growth. The role requires close collaboration with Sales, Product, Product Marketing, and other GTM teams in a fast-paced, high-growth environment where the product and playbook are constantly evolving. REQUIREMENTS: - 2+ years of experience in Sales Enablement or closely related sales role, ideally in high-growth B2B SaaS. - Hands-on experience building or delivering sales onboarding, training, coaching, or enablement programs. - Strong understanding of the sales process and what makes sellers effective; background as AE/SDR or in enablement preferred. - Track record of growth and increasing ownership; candidates with promotions or expanded scope especially valued. - Ability to translate complex product information into simple, compelling messaging and practical resources for sellers. - Excellent presentation and facilitation skills; confidence leading training and coaching sellers at different experience levels. - Strong project management and organizational skills; ability to build structure in fast-moving organizations without slowing them down. - Builder mindset; excited to create, test, iterate, and improve rather than inherit established systems. - Highly collaborative approach; ability to work effectively across multiple GTM teams. - Curiosity and fluency with AI tools; strong instincts for how AI can improve enablement design and delivery. - Comfort operating in fast-paced, high-growth environments with constantly evolving products and playbooks.

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