AI Enablement Lead

🕒 June 3

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Juniper Square

201 - 500 employees

💸 Finance

🏠 Real Estate

☁️ SaaS

💰 $75M Series C on 2019-11

Finance • Real Estate • SaaS

Juniper Square is a company that provides a comprehensive platform and solutions tailored for private investment partnerships. Founded in 2014, the company focuses on enabling seamless connection and communication between General Partners (GPs) and Limited Partners (LPs) throughout the entire investment lifecycle. Juniper Square's technology is purpose-built to support commercial real estate, private equity, and venture capital firms of all sizes. The platform offers services such as fund administration, fundraising, investor management, compliance, and investor reporting, all aimed at enhancing transparency, data governance, and the overall investor experience.

📋 Description

• 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

🎯 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

🏖️ Benefits

• Health, dental, and vision care for you and your family • Life insurance • 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

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