“I built a Flask-based AI ‘headhunter’ chatbot that sits behind Google SAML SSO, mints a JWT for each session, and routes questions to multiple agents powered by my MCP server. One agent specializes in my professional experience, another in my personal life and hobbies, and a router agent decides which one to call. It’s a practical demo of modern identity (SAML + JWT) and multi-agent AI working together on top of real data from my resume and projects.” – Shawn Shay

Professional Overview

I am an experienced Product Manager specializing in the development of innovative, AI-driven solutions for workflow automation, digital signature solutions, and e-signature technologies. Throughout my career, I have focused on utilizing emerging technologies like AI to optimize business processes, drive automation, and improve efficiency for high-growth tech companies.

At Ironclad, I led AI-driven innovations to enhance digital contract workflows and developed AI-powered e-signature solutions to simplify document management and risk assessment. I also worked with AI technologies to enable advanced document tracking and verification at Box, helping to integrate automation processes and improve internal workflows.

These experiences have allowed me to successfully merge AI with product development to deliver business-aligned solutions that streamline operations and improve scalability.

Ask the Headhunter AI About Shawn

This chatbot is gated behind Google SAML SSO. When you sign in, the backend:

Once you’re signed in, type any question below and the headhunter AI will respond using my real resume, portfolio, and personal data from my MCP-backed knowledge base.

Sign in with Google (SSO)

For this short demo, you can use:
Email: demo@shawnshay.com
Password: Myd3mosite

Please sign in with Google SSO above to unlock the chatbot.

Projects

AI Headhunter Chatbot

A multi-agent AI chatbot that combines Google SAML SSO, JWT-based sessions, and an MCP server to answer recruiter-style questions about my professional and personal background.

Box Hackathon AI Search

We created an agentic AI workflow using LanGraph to isolate key words for future searches, provide a score on how well the results matched, and return relevant answers from documents stored in Box.

DocuSign Monitor Add-on

DocuSign Monitor Add-on (TA) delivers activity information directly to Splunk—to help you track account activity, investigate incidents, and respond to potential threats quickly.

Workday Data Scrambler

The data scrambler allows users to replace sensitive worker data with irreversibly scrambled data in implementation tenants.

Box CFR Part 11 E-signature

Title 21 CFR Part 11 establishes FDA regulations on electronic records and electronic signatures; I worked on e-signature capabilities supporting these requirements.

Pilots N Paws

As a private pilot, I volunteer with Pilots N Paws to transport rescue dogs to their forever homes. I coordinate logistics, flight planning, and ensure each mission is safe and efficient.

Learn More

Mom and 4 pups Shawn Flying Backseat Buddy