Juniper Square, Inc. logo

AI Enablement Lead

Job Overview

Location

Americas (USA or Canada)

Job Type

Full-time

Category

HR & Recruiting

Date Posted

June 4, 2026

Full Job Description

đź“‹ Description

  • • Design and deliver AI enablement programs across the full fluency ladder, from foundational onboarding to advanced practitioner training for Claude, Cowork, and Claude Code
  • • Develop curriculum, content, and reference materials tailored to non-technical audiences covering Claude, Cowork, and Claude Code
  • • Lead live training sessions, workshops, and office hours, and produce asynchronous learning content to support self-paced adoption
  • • Partner with managers across the company to identify team-level AI adoption gaps and execute targeted enablement interventions
  • • Coach individuals and teams one-on-one to unblock specific workflows and accelerate fluency growth with AI tools
  • • Identify high-impact AI use cases across Juniper Square, document them as repeatable patterns, and disseminate them organization-wide
  • • Measure fluency progression and meaningful tool usage through adoption metrics, and report outcomes to leadership
  • • Partner with AI Guild engineers to onboard employees onto newly shipped internal AI tools
  • • Stay current on the Anthropic product stack and translate new capabilities into accessible training guidance and documentation
  • • Serve as a daily power user of Claude, Cowork, and Claude Code, setting the organizational standard for tool fluency
  • • Own the end-to-end AI enablement function and contribute developed patterns and processes back to the broader AI Guild

🎯 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
  • • Comfort with technical concepts and command line tools, including the ability to use Claude Code and demonstrate its application in real workflows

🏖️ 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

Skills & Technologies

Senior
Remote
$130k-180k

Ready to Apply?

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Juniper Square, Inc. logo
Juniper Square, Inc.
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About Juniper Square, Inc.

Juniper Square is a SaaS provider focused on investment-management software for the private funds industry. Founded in 2014 and headquartered in San Francisco, the platform streamlines fundraising, investor onboarding, capital calls, distributions, reporting, and compliance workflows for real estate, private equity, and venture capital managers. It integrates CRM, document management, e-signature, and analytics into a single cloud system to reduce manual processes and improve transparency. The company serves hundreds of fund sponsors managing tens of thousands of investors and billions in assets under administration.

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