7MS #708: Tales of Pentest Fail – Part 6
Cybersecurity

7 Minute Security

7MS #708: Tales of Pentest Fail – Part 6

7 Minute Security•Jan 2, 2026

AI Summary

In this episode, the host recounts a recent web application penetration test that went disastrously wrong, highlighting the missteps and unexpected challenges that can arise during a pentest. The story underscores the importance of thorough planning, clear communication with clients, and realistic expectations to avoid costly failures. Listeners are encouraged to share their own experiences, fostering a community dialogue about common pitfalls in security testing.

Episode Description

After sharing a recent story about how a phishing campaign went south, I heard feedback from a lot of you.  You either commiserated with my story, told me I wussed out, and/or had a difficult story of your own to share.  So I thought I'd keep this momentum up and share another story of fail with you – this time about a Web app pentest that went south.

Show Notes

7 Minute Security: 7MS #708: Tales of Pentest Fail –Part 6

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7 Minute Security

7MS #708: Tales of Pentest Fail –Part 6

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  2. 7MS #708: Tales of Pentest Fail –Part 6

7MS #708: Tales of Pentest Fail –Part 6

Jan 2, 2026

After sharing a recent[story about how a phishing campaign

went south](https://7minsec.com/blog/2025/12/12/7ms-705-a-phishing-campaign-fail-tale/), I heard feedback from alotof

you. You either commiserated with my story, told me I wussed

out, and/or had a difficult story of your own to share. So I

thought I’d keep this momentum up and shareanotherstory of fail with you –this time about a Web app pentest that

went south.

×#### About the Podcast

7 Minute Security is a weekly information security podcast focusing on penetration testing, blue teaming and building a career in security. The podcast also features in-depth interviews with industry leaders who share their insights, tools, tips and tricks for being a successful security engineer.

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