AI Enablement Lead

Posted Yesterday
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Hiring Remotely in Canada
Remote
130K-180K Annually
Mid level
Fintech • Real Estate • Software
The Role
The AI Enablement Lead will design and conduct training programs to improve AI fluency within Juniper Square, focusing on tools like Claude and Cowork. Responsibilities include curriculum development, leading sessions, coaching, and measuring adoption outcomes.
Summary Generated by Built In
About Juniper Square

Private markets are one of the largest, most complex, and most underserved corners of global finance. Our mission at Juniper Square is to unlock their full potential. We’re the Operations Partner trusted by 2,300+ GPs, unifying technology, data, and fund administration services into a single platform that helps GPs move faster, make better decisions, and scale with precision. With $300B+ under administration and 700,000+ LPs on platform, we’ve built the scale to match our ambition. And with JunieAI, our purpose-built AI platform, we’re reimagining how private markets operate, embedding intelligence across every workflow. Founder-led since 2014, backed by $350M+ in funding, and now 1,000+ employees strong, we’re building a company designed to shape the future of private markets for decades to come.

Our culture is built for people who want to do ambitious, meaningful work alongside exceptionally talented teammates. We think like owners, move with urgency, and take pride in solving hard problems that truly matter to our customers and the future of private markets. We believe the best ideas come from open debate, deep collaboration, and diverse perspectives, which is why we believe transparency is the default and feedback makes us stronger. If you’re energized by high standards, rapid growth, and the opportunity to help define a category at a pivotal moment, come join us!

Juniper Square offers employees a variety of ways to work, ranging from a fully remote experience to working full-time in one of our physical offices. We invest heavily in digital-first operations, allowing our teams to collaborate effectively across 27 U.S. states, 2 Canadian Provinces, India, Luxembourg, and England. We also have physical offices in San Francisco, New York City, Mumbai and Bangalore for employees who prefer to work in an office some or all of the time.

About the AI Guild

The AI Guild leads internal AI adoption at Juniper Square. We partner with teams across the company to identify high-impact opportunities, build the applications that solve them, and drive the adoption that turns AI capability into business outcomes.

About the Role

We are hiring an AI Enablement Lead to drive internal AI fluency across Juniper Square. You will design and deliver the programs, content, and coaching that move employees up the fluency ladder, from first exposure to confident daily use to advanced application of Claude, Cowork, and Claude Code.

This role pairs program design with hands-on delivery. You will build the curriculum, create the materials, lead the sessions, and coach individuals and teams directly. You will partner with managers across the company to identify adoption gaps, target interventions, and measure outcomes.

This role requires personal expertise with the tools you teach. You will be a daily power user of Claude, Cowork, and Claude Code, and your own fluency will set the standard for the organization.

Success is measured by fluency progression and meaningful tool usage across the company. You will own the enablement function end to end and contribute the patterns you develop back to the broader AI Guild.

What You'll Do
  • 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

Qualifications
  • 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

Compensation

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.

Benefits include:

  • 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

Your recruiter can provide additional details about compensation and benefits.

Skills Required

  • 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
  • Proven track record designing and delivering training programs that produced measurable behavior change
  • Curriculum design experience, including audience segmentation and learning outcomes definitions
  • Strong facilitation and presentation skills in live and asynchronous formats
  • Excellent written communication skills for non-technical audiences
  • Comfort with technical concepts and command line tools, including Claude Code
  • Ability to measure learning outcomes and adoption metrics
  • Proven ability to partner with senior stakeholders and influence adoption across organizational lines

Juniper Square Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Juniper Square and has not been reviewed or approved by Juniper Square.

  • Parental & Family Support Paid parental and family leave is frequently characterized as generous, with structured return‑to‑work support referenced. Feedback suggests family‑forming and caregiver supports are a notable strength.
  • Leave & Time Off Breadth Unlimited PTO alongside paid holidays and sick time is consistently highlighted. Team practices like no‑meeting days and flexible scheduling further support time away.
  • Wellbeing & Lifestyle Benefits A digital‑first, remote‑friendly setup is reinforced by home‑office stipends, setup reimbursements, and expanded mental‑health support. Feedback suggests these perks materially improve daily work flexibility and wellbeing.

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The Company
Austin, TX
217 Employees
Year Founded: 2014

What We Do

At Juniper Square, we work hard every day to set the bar high in the work we do. We bring out the very best in each other without sacrificing kindness, quality, and the willingness to learn. You will see that every function and team is given respect here, because when any one of us wins, we all win. We bring a beginner’s mind to our work, not ego—enabling learning and creative and critical thinking. Some people talk about transparency, but here we treat you like the owner that you are: We share knowledge and information with all our employees, knowing that informed teams are successful teams (and happy ones too).

Why Work With Us

Our vision is to make the world’s private capital markets more efficient, transparent, and accessible through financial technology. We have an opportunity to transform an enormous and important industry, and we feel lucky to be working with the most talented, kindest, and most ambitious colleagues of our careers. Come join us!

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