Learning Program Manager – Customer Success; FinTech SaaS- REMOTE

🎯 (1) Learning Program Manager – Customer Success (Fin Tech SaaS)

Cape Talent isn’t your average staffing agency. We connect AI-forward Learning & Development professionals with Fortune 100 companies who are shaping the future.

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1099 or C2C

• Duration: 6 months (high probability of extension) with a start date of February 2026

• 40 hrs/week @ $65-$70hr (C2C or 1099), based on experience

• 100% Remote (U.S. or Canadian candidates only)

• 9–5pm EST/CST/MST/PST with heavy Slack communication

• Laptop Provided

• Portfolio REQUIRED for consideration

Cape Talent is partnering with a high-growth Fin Tech SaaS company serving the mid-market business segment. This role owns the Customer Success Manager (CSM) learning path for a complex financial product, supporting customers after implementation throughout the full lifecycle of the relationship.

This is a high-ownership, high-visibility role for a Learning Program Manager who thrives at the intersection of strategy, execution, and business partnership. You will be the strategic liaison between the business and the learning team, translating inbound requests into a clear, prioritized, scalable learning strategy.

This role reports directly to the Staff Program Manager and is intentionally designed for a strong, experienced leader who is comfortable owning decisions, setting boundaries, and bringing structure to complexity. You’ll manage a small team of amazing senior level Instructional Designers.

Customer Success Managers act as long-term relationship owners—delivering white-glove, high-touch support to customers using sophisticated financial software. The learning that supports them must be organized, modular, responsive, and strategic.

You will:

• Own everything within the CSM learning path

• Manage and prioritize incoming training requests from across the business

• Decide what gets built, when, and why

• Ensure learning modalities work together as a cohesive system—not disconnected assets

This is not a “take orders” role. It’s a program ownership role.

• Own the end-to-end learning strategy for the Customer Success Manager learning path

• Design and maintain a cohesive, scalable learning plan that supports post-implementation customer success

• Identify new learning opportunities based on incoming business requests, product updates, learner feedback, and performance data and KPIs

• Serve as the single owner for all eLearning and learning assets within the CSM learning path

• Ensure assets within the learning path are intentionally structured and connected

• Manage all incoming training requests from SMEs, customer success leadership, and leadership meetings and ad hoc asks

• Translate raw requests into clear problem statements, defined scope, and recommended learning solutions

• Log, track, and manage requests in JIRA, from intake through delivery

• Push back when needed—with confidence, clarity, and data

• Own the mix of learning modalities, ensuring they work together intentionally such as eLearning, ILT and VILT guides, job aids, videos, and reference materials

• Partner closely with SMEs to extract the right content not just more content

• Ensure learning is practical, role-based, and immediately usable by CSMs

• Maintain quality, consistency, and alignment across all learning assets

• Organize and manage courses, learner groups, role-based learning paths, and progression logic

• Understand how courses, learners, and learning paths connect and ensure the ecosystem functions smoothly

• Continuously optimize structure to support scale, clarity, and ease of use

• Define and own learning KPIs and success metrics

• Monitor effectiveness using learner feedback, adoption and completion data, and performance insights from the business

• Recommend updates and enhancements based on what’s actually happening in the field

• Clearly communicate impact, priorities, and trade-offs to leadership

• 10+ years of experience in learning strategy, instructional design, or learning program management

• Prove…