Podcasts

Risky Business

Risky Business is a weekly information security news and interview podcast hosted by Patrick Gray, with James Wilson on the weekly show, usually about an hour.

Risky Business is a weekly information security podcast from Risky Business Media, with news and in-depth interviews. The weekly show is hosted by Patrick Gray, joined by James Wilson and a guest co-host. As of October 2026 it publishes weekly (about 14 episodes in the last 90 days), and episodes usually run about 60 minutes.

HostsPatrick Gray and James Wilson (weekly show), with guest co-hosts
Network or producerRisky Business Media
ScheduleWeekly, about 14 episodes in the last 90 days (as of October 2026)
Typical lengthAbout 60 minutes
Episodes in feed100
Latest episodeOctober 21, 2026: Risky Business #856 -- 8-bit encryption, PHP megabugs and more
LaunchedFebruary 2007 (per the show's own description); the public feed holds only the latest 100 episodes, back to April 2025
Where to listenApple Podcasts, YouTube, official website

What Risky Business covers

The show's description calls it a weekly information security podcast with news and in-depth interviews, running about 50-60 minutes, in its words "a security podcast without the waffle". The weekly show walks through the week's cybersecurity news with a special guest co-host.

The feed also carries other editions. Soap Box episodes are sponsored interviews, such as one with HD Moore on OT security, and Snake Oilers episodes have vendors pitching the audience on their products. The titles and descriptions mark these as sponsored or vendor pitches, which is useful to know when choosing episodes.

Who it's for

Our take: it suits security professionals who want a fast, newsy weekly rundown plus occasional deep interviews. For more, see our best cybersecurity podcasts list.

Best Risky Business episodes to start with

These are the most-viewed full episodes on the Risky Business Media YouTube channel. Note that most are sponsored Soap Box interviews and product demos rather than the weekly news show:

Ranked by YouTube views among the channel's latest 360 uploads, as of October 2026. Descriptions are based on the episode titles.

Latest episodes

Where to listen

Podcasts like Risky Business

  • Security Now: Steve Gibson and Leo Laporte break down cybercrime and hacking stories each week.
  • Smashing Security: Graham Cluley with weekly stories of hacking, privacy blunders and tech mishaps, with humour.
  • CyberWire Daily: daily cybersecurity news and analysis, published each weekday.
  • Darknet Diaries: Jack Rhysider tells true stories of the dark side of the internet, from hacking to data breaches.

Risky Business is the weekly security news show in this group. Built This Week is our show, with Jordan Metzner and Sam Nadler: the hosts build something with AI every week, test new AI tools, interview a founder or operator and cover AI news. Browse the Built This Week episodes, or see best cybersecurity podcasts and our podcast guides.

Sources

Facts on this page come from the public listings and feed below, checked October 24, 2026.

FAQ

Who hosts Risky Business?

Patrick Gray hosts Risky Business; the recent weekly shows name James Wilson as co-host alongside a rotating guest co-host.

How often does Risky Business release new episodes?

Weekly: about 14 episodes in the last 90 days, as of October 2026.

How long are Risky Business episodes?

Episodes usually run about 60 minutes.

What are the best Risky Business episodes?

By YouTube views, the top picks are a Knocknoc Soap Box sponsored interview (41K views), the Knocknoc product demo (7.8K) and a Prowler cloud security demo (5.2K), as of October 2026.

What podcasts are like Risky Business?

Similar shows include Security Now, Smashing Security, CyberWire Daily, Darknet Diaries.