In our World Password Day Special, we’re digging into credentials, identity, and authentication — and where security is heading next. 🔐✨ In Watchtower Weekly, we reveal how people are using AI to generate passwords… and why that might not be a great idea. Then, in Crash Course, you’ll learn about entropy — what it actually means, and what makes a password truly strong. 🔤 1Password CISO Jacob DePriest joins the show later on to talk about identity security and the future of authentication. We cover password hygiene in 2026, passkeys, “passwordless,” and the rise of AI agents needing access to our accounts. Plus: we’re celebrating World Password Day with a giveaway — your chance to win a free year of 1Password. 🎉
In our World Password Day Special, we’re digging into credentials, identity, and authentication — and where security is heading next. 🔐✨
In Watchtower Weekly, we reveal how people are using AI to generate passwords… and why that might not be a great idea. Then, in Crash Course, you’ll learn about entropy — what it actually means, and what makes a password truly strong. 🔤
1Password CISO Jacob DePriest joins the show later on to talk about identity security and the future of authentication. We cover password hygiene in 2026, passkeys, “passwordless,” and the rise of AI agents needing access to our accounts.
Plus: we’re celebrating World Password Day with a giveaway — your chance to win a free year of 1Password. 🎉
🎁 World Password Day – Giveaway!
In celebration of World Password Day we’re running a giveaway! 🎉
👉 To enter, subscribe to Random but Memorable on YouTube and comment on this episode with your favorite 1Password tip or trick.
We’ll share 3 of our favorites on the next episode and they’ll each win 1 free year of 1Password!
This giveaway is now open and closes at midnight on May 20th. Terms and conditions below.
🏰 Watchtower Weekly
AI Passwords Look Smart—But They're Full of Patterns
👨🏫 Crash Course
Entropy
🎙 Guest Interview – Jacob DePriest
🗣 #Ask1Password – Ask Us Anything!
Please send us an email at: podcast@1password.com
Ask us a question in the 1Password Community forum
📲 Follow Us…
❤️ Review Us...
If you're loving the show, please leave us a review on Apple Podcasts or wherever you listen to podcasts.
Editor's note: The views and opinions expressed by the interviewee don't represent the opinions of 1Password.
Giveaway Terms and conditions
NO PURCHASE NECESSARY. Open only to participants who are the age of majority where they reside. To enter, subscribe to the Random but Memorable YouTube channel and comment on our World Password Day Special with your favorite Random but Memorable tip or trick. 3 winners will be selected to receive 1 free year of 1Password Families, valued at approximately $71.88 USD. The winners will be notified via direct message or email within 14 days after the giveaway ends and must respond within 30 days to claim the prize. 1Password reserves the right to modify or terminate the giveaway at any time. By accepting the prize, the winner agrees to allow 1Password to use their name and comment for promotional purposes. Personal information collected will only be used for giveaway administration. The giveaway runs from May 12th, 2026 (09:00AM ET) - May 20th, 2025. (12:00AM ET)