Juniper Square - AI Enablement Lead
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Requirements
• 3 to 7 years of professional experience in customer education, technical training, learning and development, or a related field • Strong personal fluency with Claude and modern agentic AI tools, with demonstrated daily use as a power user • Proven track record designing and delivering training programs that produced measurable behavior change • Curriculum design experience, including segmenting audiences, defining learning outcomes, and building progression paths • Strong facilitation and presentation skills across live and async formats • Excellent written communication skills for non-technical audiences • Comfort with technical concepts and command line tools, including the ability to use Claude Code and demonstrate its application in real workflows • Ability to measure learning outcomes and adoption metrics, and iterate programs based on data • Proven ability to partner with senior stakeholders and influence adoption across organizational lines
Responsibilities
• Design and deliver AI enablement programs across the full fluency ladder, from foundational onboarding to advanced practitioner training • Develop curriculum, content, and reference materials covering Claude, Cowork, and Claude Code • Lead live training sessions, workshops, and office hours, and produce async learning content for self-paced uptake • Partner with managers across the company to identify team-level adoption gaps and run targeted enablement against them • Coach individuals and teams one-on-one to unblock specific workflows and accelerate fluency growth • Identify high-impact use cases across the organization, document them, and spread them as patterns others can adopt • Measure fluency progression and meaningful tool usage, and report adoption outcomes to leadership • Partner with AI Guild engineers to onboard employees onto new internal AI tools as they ship • Stay current on the Anthropic product stack and translate new capabilities into accessible training and guidance
Benefits
• Compensation for this position includes a base salary, equity, and a variety of benefits. The U.S. base salary range is $130,000 - $180,000 USD. Actual base salaries will be based on candidate-specific factors, including experience, skillset, and location, and local minimum pay requirements as applicable. • Health, dental, and vision care for you and your family • Mental wellness coverage • Fertility and growing family support • Flex Time Off in addition to company-paid holidays • Paid family leave, medical leave, and bereavement leave policies • Retirement saving plans • Allowance to customize your work and technology setup at home • Annual professional development stipend • Your recruiter can provide additional details about compensation and benefits.
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