Risky Business

Risky Business #824 -- Microsoft's Secure Future is looking a bit wobbly

Risky Business

Show Notes

On this week’s show Patrick Gray and Adam Boileau discuss the week’s cybersecurity news, including:

Microsoft reshuffles security leadership. It doesn’t spark joy. Russia is hacking the Winter Olympics. Again. But y tho? China-linked groups are keeping busy, hacking telcos in Norway, Singapore and dozens of others Campaigns underway targeting Ivanti, BeyondTrust and SolarWinds products An unknown hero blocks 23/tcp on the US internet backbone And James Wilson pops into talk about Claude’s go at a C compiler

This week’s episode is sponsored by Ent.AI, an AI startup that isn’t quite ready to tell us all what they’re doing. But nevertheless, founder Brandon Dixon joins to discuss AI’s role in security. Where does language-based understanding take us that previous methods couldn’t?

This episode is also available on Youtube.

More from Risky Business

Oct 21, 2026

On this week’s show Patrick Gray and James Wilson are joined by special guest co-host security engineer Mark El-Khoury to talk through the week’s cybersecurity news, including:

Oct 14, 2026

On this week’s show Patrick Gray and James Wilson are joined by special guest co-host Brad Arkin to talk through the week’s cybersecurity news, including:

Sep 29, 2026

In this sponsored Soap Box edition of the Risky Business podcast Patrick Gray chats with industry legend HD Moore about how his company runZero wound up being used heavily to discover OT devices in enterprise networks.

Sep 23, 2026

THE RISKY BUSINESS WEEKLY SHOW IS NOW ON HIATUS FOR TWO WEEKS AND WILL RETURN OCTOBER 14

Sep 16, 2026

On this week’s show Patrick Gray and James Wilson are joined by former US Cyber Command executive director turned PwC’s Cyber, Data & Technology Risk leader Morgan Adamski to talk through the week’s news, including:

See all episodes →