Monetizing SaaS

Episode 5 - Rob Eanes (WorkLeap)


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Rob Eanes, the co-founder & CTO of PingBoard and now VP Product at WorkLeap, shares his career journey and the vision for the combined companies. They aim to make work simpler by helping companies improve employee experience through better connections, communication, and engagement. Rob discusses the challenges of building and maintaining monetization infrastructure in the SaaS industry, emphasizing the need for clear data flow, considered architectural design of monetization infrastructure, and flexible pricing & packaging. He also highlights the importance of supporting customers with transparent pricing, packaging, and subscription management.

Takeaways
- WorkLeap aims to make work simpler by improving employee experience through better connections, communication, and engagement.
- Building and maintaining monetization infrastructure in the SaaS industry is complex and requires clear data flow and considered tech stack, given pricing & packaging is governed by multiple systems.
- Supporting customers with transparent pricing, packaging, and subscription management is crucial for a positive customer experience.
- The challenges of monetization infrastructure affect businesses of all sizes, and it's important to be able to price & package in a way that's aligned with customer value, rather than dictated by your own systems' complexity.
- The core components of modern monetization infrastructure include the application, go-to-market strategy, product catalog, support systems, and customer experience.
Sound Bites
"WorkLeap's mission is to make work simpler."
"SaaS tools to help you manage your SaaS tools."
"Expecting too much from your billing system."
Chapters
00:00
Introduction and Career Journey
04:36
The Vision for WorkLeap
08:51
Transition from CTO to Product Leader
09:22
Building Trust between Product and Engineering
13:28
Market Inflections in B2B Software
19:30
Components of Modern Monetization Infrastructure
28:30
Mistakes in Building Monetization Infrastructure
33:27
Core Components of Monetization Infrastructure
37:38
Conclusion and Where to Learn More

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Monetizing SaaSBy Schematic