In this grab bag episode, Barry and Bobby cover everything from scams and digital hygiene to emotional moments in caregiving. Barry opens up with a story about learning the hard way that being “right” isn’t always helpful—especially in caregiving situations. They debunk the overhyped 16-billion credential breach, share essential password and scam-spotting tips, give an update on DMV ID changes, and dive deep into how fear often hides behind our need for control. Barry wraps with a reflective story inspired by a bicycle ride and some programming wisdom that unexpectedly applies to caregiving.
00:00 — Barry’s “do you want to be right or do you want it to work?” story
01:20 — Summer heat check-in and life updates
02:00 — The overhyped “16 billion credential leak” explained
04:45 — Why password managers and multi-factor auth still matter
06:00 — Have I Been Pwned? and cleaning up your password hygiene
07:45 — Email scams, AI-powered phishing, and red flag spotting
09:00 — Barry’s real-life PayPal scam attempt and how to respond
12:00 — The psychological toll of scams on older relatives
13:00 — South Carolina DMV changes: no more same-day IDs
15:00 — Real ID, fraud prevention, and planning ahead for ID renewals
15:45 — Deep thoughts from Barry’s morning ride: why we nitpick and correct
18:00 — Fear, control, and the importance of talking to others
19:30 — The power of shared fears and building emotional support
21:00 — Listener email invitation and how to reach out
21:45 — Tech meets psychology: Perl’s “3 virtues” and how they don’t always serve you in caregiving
24:08 — Final thoughts and sign-off
Caregiving psychology: control vs compassion
Digital hygiene and password safety
Phishing and AI-powered scam prevention
South Carolina’s DMV shift & Real ID changes
When tech virtues don’t serve caregiving moments
Emotional self-awareness and fear sharing
Have I Been Pwned? – Check if your email was in a breach
What Got You Here Won’t Get You There by Marshall Goldsmith
DMV state list for Real ID policies (see show notes)
Two Guys, Five Rings: Matt, Bowen & The Olympics
Two Guys (Bowen Yang and Matt Rogers). Five Rings (you know, from the Olympics logo). One essential podcast for the 2026 Milan-Cortina Winter Olympics. Bowen Yang (SNL, Wicked) and Matt Rogers (Palm Royale, No Good Deed) of Las Culturistas are back for a second season of Two Guys, Five Rings, a collaboration with NBC Sports and iHeartRadio. In this 15-episode event, Bowen and Matt discuss the top storylines, obsess over Italian culture, and find out what really goes on in the Olympic Village.
Milan Cortina Winter Olympics
The 2026 Winter Olympics in Milan Cortina are here and have everyone talking. iHeartPodcasts is buzzing with content in honor of the XXV Winter Olympics We’re bringing you episodes from a variety of iHeartPodcast shows to help you keep up with the action. Follow Milan Cortina Winter Olympics so you don’t miss any coverage of the 2026 Winter Olympics, and if you like what you hear, be sure to follow each Podcast in the feed for more great content from iHeartPodcasts.
iHeartOlympics: The Latest
Listen to the latest news from the 2026 Winter Olympics.