Onboarding Without the Paperwork Hell: Flextract’s Rajesh Jayaraman on AI Document Processing

In this episode of AI for Advisors, Mark Heynen and James Cantwell talk with Rajesh Jayaraman, founder and CEO of Flextract, about solving wealth management’s most painful onboarding problem. Rajesh shares his journey from Yodlee and Ellevest to tackling the document-heavy nightmare that forces advisors into three-meeting cadences lasting months. They discuss why Google Gemini won the model race for document processing, the security considerations of using consumer AI tools with client data, and how the SPAR framework helps evaluate AI outputs. The conversation covers the SEC’s landmark AI conflict rule, the platform versus point solution debate, and whether voice interfaces are finally ready for mainstream adoption.


Key Takeaways:

Wealthy clients have the worst UI—onboarding takes months and multiple meetings just to collect documents.
Google Gemini wins for document processing with superior long context windows and native PDF handling.
Flextract discarded massive amounts of code as AI evolved—OCR pipelines became obsolete overnight.
Use paid AI tools (training off) for one-offs; purpose-built solutions prevent “chat fatigue” from managing dozens of prompts.
The SEC’s AI conflict rule requires proving AI doesn’t advantage advisors over clients—a potential Sarbanes-Oxley moment.
Model providers face a “winner’s curse”—innovation becomes commoditized within days of release.
Voice interfaces work as an added modality but won’t replace everything—efficiency and context still matter.​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​​


Learn more about Rajesh Jayaraman | Flextract

Website: https://flextract.com
LinkedIn:   / rajeshjayaraman  


Learn more about Mark Heynen | James Cantwell | AI for Advisors Podcast

LinkedIn:   / markheynen  
Website: https://www.knapsack.ai/
LinkedIn:   / jamescantwell  
Website: https://www.wealthtechselect.com
YouTube:    / @aiforadvisorspodcast  
Spotify: https://open.spotify.com/show/4z1NMEr...