
We think we know what it feels like when we do a good job
About this episode
Today’s guest, Willa Riggins, talks about how “every small piece contributes to the larger picture” in pentesting and explains why “it's about understanding the intricacies and appreciating the craftsmanship."
From the mindset behind excellent pentesting work to the (difficult) things that are never going to change in this space, we glide through Willa’s experiences, hard-earned know-how, and thoughtful approach.
Dive straight into the convo to learn:
- Why you need to get comfortable with trial and error to enjoy pentesting [03:43]
- The key lesson Willa learned from working in app security [09:45]
- How to focus on your craft when reporting vulnerabilities [13:14]
- The challenges pentest teams face in making their work count [19:07]
- The realistic, reasonable way to use automation in pentesting [24:28]
- Two aspects of the hacker mindset worth cultivating [28:36]
- Why (and how) having a hobby outside pentesting makes you more productive [33:33]
- How to set realistic expectations around developing a career in the field [36:42]
- What will be the key differentiating factor in penetration testing [42:40]
We believe you’ll get wisdom and inspiration from this kind and generous conversation. Willa will help you get a broader understanding of this field highlighting the fundamental role of people and teamwork.
Just hit play!
Get every episode summarized
Each time We think we know publishes, we email you a written briefing from the transcript — the topics, who appeared, and any specific claims, with the ad reads skipped.
Email me new episodesFree for 3 shows. No card needed.
Hosts & guests
No transcript yet
This episode has not been transcribed. Request it and it moves to the front of the queue.
More episodes
More from We think we know

We think we know hackers thrive on deep environment knowledge
We think we know

We think we know you can't attack what you don't understand
We think we know

We think we know what makes a good pentester
We think we know

We think we know what it takes to build hacking tools
We think we know