GenAI is changing the game — but are you ready for what it might uncover?
Steve Januario, CIO at Bill.com, shares candid lessons from adopting tools like Microsoft Copilot, Google Gemini, and Glean across a fast-moving enterprise. From permission mishaps to board pressure, this episode of Oversharing is a practical playbook for leaders rolling out GenAI securely and responsibly.
Whether you're in IT, security, or innovation, this is a must-read recap.
GenAI didn’t create bad habits. It exposes them.
Januario describes how deploying AI search tools unearthed misconfigured permissions, open Jira boards, and onboarding documents containing sensitive data. These risks weren’t new—they were just easier to find.
“People think they need to clean house first. That’s like cleaning a five-year-old’s room—you’ll come back in five minutes and it’s a mess again.”
— Steve Januario
Bill.com embraced early adoption of Gemini, Glean, and Copilot—but not without safeguards. Januario emphasized phased rollouts, pilots, and close collaboration with legal and security to contain risk without stifling innovation.
Too many organizations delay deployment waiting for the perfect AI policy. Januario urges leaders to start now with lightweight governance and iterate as tools evolve.
To drive safe usage, Bill.com focuses on experiential training embedded in day-to-day tools like Slack, Google, and Microsoft. The key: hands-on workshops, layered learning paths, and “ambassadors” across teams.
Rather than banning ChatGPT or Copilot, Bill.com steers employees toward secure, monitored AI environments. The focus is on enablement over restriction, with DLP, anomaly detection, and Opsin-style oversight to catch issues early.
Ready to dive into the full discussion? Watch the webcast at the top of this page.
GenAI is changing the game — but are you ready for what it might uncover?
Steve Januario, CIO at Bill.com, shares candid lessons from adopting tools like Microsoft Copilot, Google Gemini, and Glean across a fast-moving enterprise. From permission mishaps to board pressure, this episode of Oversharing is a practical playbook for leaders rolling out GenAI securely and responsibly.
Whether you're in IT, security, or innovation, this is a must-read recap.
GenAI didn’t create bad habits. It exposes them.
Januario describes how deploying AI search tools unearthed misconfigured permissions, open Jira boards, and onboarding documents containing sensitive data. These risks weren’t new—they were just easier to find.
“People think they need to clean house first. That’s like cleaning a five-year-old’s room—you’ll come back in five minutes and it’s a mess again.”
— Steve Januario
Bill.com embraced early adoption of Gemini, Glean, and Copilot—but not without safeguards. Januario emphasized phased rollouts, pilots, and close collaboration with legal and security to contain risk without stifling innovation.
Too many organizations delay deployment waiting for the perfect AI policy. Januario urges leaders to start now with lightweight governance and iterate as tools evolve.
To drive safe usage, Bill.com focuses on experiential training embedded in day-to-day tools like Slack, Google, and Microsoft. The key: hands-on workshops, layered learning paths, and “ambassadors” across teams.
Rather than banning ChatGPT or Copilot, Bill.com steers employees toward secure, monitored AI environments. The focus is on enablement over restriction, with DLP, anomaly detection, and Opsin-style oversight to catch issues early.
Ready to dive into the full discussion? Watch the webcast at the top of this page.
