PaidLeave.AI | Simplifying Access to Paid Family Leave with Generative AI

The process of accessing paid family leave is often overwhelming—policies differ by state, eligibility rules are complex, and application steps are unclear. PaidLeave.AI set out to change this by offering parents a simple, conversational way to determine their eligibility and access benefits, while also helping employers and HR teams answer family leave questions more efficiently .
Impact Delivered
Challenge
While the tool showed early promise, several issues limited its potential:
Accuracy concerns: Users occasionally received hallucinated or inconsistent responses, weakening trust.
Low engagement: Parents weren’t staying in the chatbot long enough to get full value.
Weak analytics: The existing tracking system provided little visibility into user journeys or product performance .
To expand nationally and serve both individuals and employers, PaidLeave.AI needed stronger accuracy, higher engagement, and reliable analytics.
Solution
TribalScale partnered with PaidLeave.AI to refine both the technology and the user experience. We began with discovery sessions to align business goals with measurable metrics, then validated the Retrieval-Augmented Generation (RAG) system that powered the chatbot. From there, our team redesigned the website experience to better drive users into the chatbot, implemented controlled A/B testing, and worked with the client to define what “accuracy” truly meant in the context of family leave guidance .
Analytics & Engagement
Implemented Google Analytics and PostHog for reliable tracking.
Redesigned landing pages and ran A/B tests to increase chatbot entry rates.
Model Tuning & Accuracy
Lowered model temperature to reduce randomness.
Expanded and cleaned the vector database with custom chunking strategies.
Refined prompt engineering to ground answers in retrieved context only.
Ensured conversation history was retained for more personalized responses.
System & Flow Enhancements
Synced banner agent and core agent outputs for consistent results.
Removed noisy elements (e.g., page footers) from context to improve relevance.
Automated vector base updates for consistent performance.
Feature Improvements
Introduced state-specific agents for localized responses.
Added in-text referencing so users could trace answers back to source context.
Resolved URL errors by restructuring how links were retrieved.
Quality Control
Built automated regression testing to validate every new update .
Tools and Technologies Used:

Open AI GPT

Google Analytics
Outcome
PaidLeave.AI is now positioned as a trusted, scalable tool for working parents and employers nationwide. With a more accurate chatbot, improved user engagement, and robust analytics, the platform is equipped to expand to more states, strengthen adoption, and continue simplifying access to vital family leave benefits.
Why It Matters
Accessing family leave should not be complicated. PaidLeave.AI demonstrates how generative AI, when paired with careful design and rigorous evaluation, can make navigating benefits programs clearer and more human-centered—supporting millions of working parents across the U.S.