[Hiring] Client Success Learning Program Manager @LEAP Legal Software

Role Description

If you love the moment a complicated tool finally clicks for someone, this role is built for you: you'll teach the small law firms who run on LEAP to get the most from it — and design the program that turns those one-to-one wins into something thousands of firms feel.

The Client Success Learning Program Manager leads the planning, execution, and growth of scalable learning and adoption programs for existing LEAP users. This role is responsible for helping customers deepen proficiency, adopt additional features, and consistently realize value through a mix of live learning (webinars, bootcamps, office hours) and digital lifecycle outreach.

This is a net-new, high-impact role designed to scale best practices that have historically been delivered 1:1. You will build on a newly launched learning program and own both how learning is delivered live and how automated outreach is operationalized across the customer journey using Gainsight.

You’ll collaborate closely with Client Success leadership, Client Success Managers, Product, Support, and internal subject matter experts to ensure customers receive the right learning at the right time with clear calls to action that drive adoption, satisfaction, and retention.

The OTE range for this position sits between USD $115,000-140,000 dependent upon experience.

Qualifications

• 4+ years of experience in customer education, enablement, client success, training, or related roles
• Proven experience designing and delivering live, instructor-led learning for software users
• Strong facilitation skills with confidence presenting to groups in virtual environments
• Excellent program management skills (planning, prioritization, execution)
• Strong written communication and ability to translate product complexity into clear learning outcomes

Requirements

• Experience managing digital customer journeys, nurture campaigns, or lifecycle outreach
• Hands-on experience with Gainsight, including CTAs, playbooks, and journey orchestration
• Experience in SaaS, B2B software, or technology-driven environments
• Familiarity with adult learning principles, instructional design, and engagement best practices
• Experience supporting mid-market and/or enterprise customers

Benefits

• Health Care Plan (Medical, Dental & Vision)
• Retirement Plan (401k, IRA)
• Life Insurance (Basic, Voluntary & AD&D)
• Paid Time Off (Vacation, Sick & Public Holidays)
• Family Leave (Maternity, Paternity)
• Short Term & Long Term Disability
• Training & Development
• Work From Home
• Wellness Resources

Company Description

LEAP is all about impact, growth and ownership. We’re united by a genuine passion for what we do, enriched by the care we show to our customers and each other and driven by the difference we can make together.

LEAPster culture is about prioritizing and celebrating the incredible humans behind our market-leading technology. Think performance-driven incentives, flexible remote work, a generous Parenting Policy, and so much more.

We strongly believe that mutual trust, personal development and career progression are at the heart of a healthy, high-performing culture and we’re committed to empowering LEAPsters with resources, and ongoing support to define a career with us. With us, your career will grow as you do, with opportunities to step into new roles, and explore new departments in this innovative industry.

We are an equal opportunities employer and welcome applications from all suitably qualified persons regardless of their race, sex, disability, religion/belief, sexual orientation or age. All LEAP employees must ensure ongoing compliance with organizational security policies, standards, procedures, and control frameworks including risk management and incident management processes.