LEAP Legal Software

SaaS

ClientSuccessLearningProgramManager

$115–140k Remote FULL TIME Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Manager candidates.

The Brief

“Client Success Learning Program Manager at LEAP Legal Software. Skills: Learning program management, Customer journey mapping, Live learning delivery. Develop client journey touchpoints. Manage automated communication cadences”

What You'll Achieve.

Drive adoption; Drive satisfaction; Drive retention; Customer value realization; Deepen customer proficiency; Adopt additional features; Realize value consistently

Industry & Context.

SaaS

What They're Looking For.

Must Have

4+ years experience customer education, 4+ years experience client success, 4+ years experience training, Proven experience designing live learning, Proven experience delivering live learning, Facilitation skills virtual environments, Excellent program management skills, Written communication skills, Translate product complexity learning outcomes

Nice to Have

Experience managing digital customer journeys, Experience managing nurture campaigns, Experience managing lifecycle outreach, Hands-on Gainsight experience, Experience in SaaS, Experience in B2B software, Experience in technology-driven environments, Familiarity adult learning principles, Familiarity instructional design, Familiarity engagement best practices, Experience supporting mid-market customers, Experience supporting enterprise customers

What You'll Do.

Develop client journey touchpoints

Manage automated communication cadences

Monitor cadence performance

Build calls to action

Translate product workflows

Own live learning roadmap

Define learning goals

Develop repeatable learning tracks

Host live learning experiences

Adapt delivery to audiences

Partner with subject matter experts

Co-create and deliver sessions

Develop facilitator guides

Develop session run-of-show

Develop practice workflows

Develop supporting handouts

Develop post-session resources

Develop follow-up content

Maintain current learning content

Manage program logistics

Manage post-session follow-up

Maintain session calendar

Communicate upcoming offerings

Ensure operational excellence

Define success metrics

Gather qualitative feedback

Apply learnings to improve content

Apply learnings to improve delivery

Apply learnings to improve sequencing

How You'll Work.

Team & Collaboration

Client Success leadership; Client Success Managers; Product team; Support team; Internal subject matter experts

Communication Scope

Written communication; Presenting to groups

Process & Methodology

Planning, Prioritization, Execution, Roadmap development

Full Job 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. **Key Responsibilities** **Digital Customer Journey & Automated Communication Ownership (Gainsight)** * Develop, manage, and continuously improve the Client Success digital client lifetime journey touchpoints with customer success motions within Gainsight, ensuring customers receive timely, relevant outreach across lifecycle stages. * Own the planning, building, and maintenance of automated communication cadences. * Monitor cadence performance (delivery, engagement, conversion) and keep journeys up to date as the product, messaging, and customer needs evolve. * Build and manage calls to action (CTAs) and playbooks in Gainsight that drive participation, engagement, and ad

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