Sales Enablement Lead

ABOUT US Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia. We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do. Our co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. WHAT YOU’LL DO - Design, build, and deliver enablement programs that drive productivity across our fast-growing European sales and sales engineering teams, including supporting new hire onboarding cohorts as they ramp in seat, in region. - Use AI tools to create content faster, run AI-driven role-play and call coaching, and give sellers self-serve answers to their questions. - Own training on the tools EMEA sellers and SEs use daily for account research, call prep, call recaps, pipeline updates, and drafting outreach and proposals. - Teach sellers when to trust AI output, how to verify it, and how to handle customer data under EU privacy and regulatory requirements (GDPR, EU AI Act), so every seller can explain, demo, and stand behind how Sierra uses AI with customers. - Create playbooks and programs, track adoption and impact (tool usage, time saved, ramp speed, deal velocity), and report results to EMEA and global sales leadership. Turn the best field practices into shared prompts, playbooks, and workflows for the global enablement team. - Localize and launch global sales plays in EMEA (flagging any that don’t translate), collect field feedback for the global Programs Lead, and support regional launches with Sales Leadership and Marketing. - Develop a plan for scaling EMEA enablement (which roles to add, in what order, and the resulting team structure), help interview, onboard, and mentor future hires, and take on people management when the team is large enough, as agreed with your manager. WHAT YOU’LL BRING - 5+ years in sales enablement at a B2B software company, with exposure to both onboarding and plays - Experience adapting centrally built programs for a regional audience - Evidence of leadership: prior people management, or leading projects and mentoring others, and a genuine interest in leading a team - Credibility with senior sales leaders and experienced sellers and SEs, and a strong facilitator - Hands-on, daily use of AI tools in your own work, and experience teaching others to adopt new tools and change how they work - Comfortable working independently with a team several hours behind you EVEN BETTER… - Experience in AI or enterprise software - Additional European languages - Experience as the first enablement hire in a region - Experience hiring or building a team - Experience running an AI fluency or AI tooling program for a sales team - Familiarity with the EU AI Act or GDPR as they