Barry and Bobby start with a question that often gets overlooked: What can family and friends actually do to help the primary caregiver? Drawing from Bobby’s recent experience with the deaths of his mother and two aunts, they identify five practical ways to help—from offering specific assistance and giving caregivers a real break to simply listening without trying to fix everything.

Then the conversation turns toward the seemingly endless parade of scams targeting families and older adults. Barry shares recent examples involving fake FedEx deliveries, Experian and Wells Fargo alerts, bogus job offers, Apple Pay warnings, wrong-number texts, fake invitations, and even an absurd $630,000 inheritance message.

Finally, Barry and Bobby discuss how to decide when technology can actually help an aging loved one. Their conclusion is simple: start with the person and the problem, not the gadget. Technology needs to match someone's existing skills, physical abilities, vision, hearing, memory, and actual needs—and those needs should be reassessed as they change.

• (00:00:00) - Opening
• (00:00:32) - What family members can do for caregivers
• (00:01:42) - #1 — Offer specific help
• (00:03:16) - #2 — Make sure the caregiver gets a break
• (00:04:50) - #3 — Stay connected and close the loop
• (00:05:49) - #4 — Listen without judgment
• (00:07:21) - #5 — Share responsibility, not advice
• (00:08:34) - Bobby's experience after losing his mother and two aunts
• (00:10:04) - Caregiving, grief, guilt, and accepting what you can't change
• (00:12:51) - Scams: “righteous targets”
• (00:13:29) - Fake FedEx delivery scam
• (00:14:26) - Fake Experian/Wells Fargo alert
• (00:16:02) - Bogus job recruitment text
• (00:17:01) - Fake Apple Pay warning
• (00:18:24) - “Do you still have our beach photos?” scam
• (00:19:34) - Teaching loved ones to ask before responding
• (00:19:59) - Fake invitation scams that fooled Barry and Bobby
• (00:21:09) - The $630,000 Facebook Messenger scam
• (00:23:39) - When does an aging loved one actually need technology?
• (00:24:10) - Start with technology they already know
• (00:25:37) - Vision, hearing, dexterity, and memory
• (00:26:40) - Barry's iPad/bank-statement example
• (00:28:07) - Technology needs change over time
• (00:29:00) - Match the technology to the actual problem
• (00:29:57) - Standardizing family devices and support
• (00:31:49) - Closing

After a few months away, Barry and Bobby are back—and there’s a lot to catch up on.

Bobby shares the loss of his mother after her long journey with Alzheimer’s and talks about something many families may never have considered: whole-body donation for medical education and research. He walks through his family’s experience, how the process works, what happens afterward, and why having these conversations and making decisions ahead of time can make an enormous difference for the people left behind.

From there, naturally, it’s time for the other unavoidable topic: taxes. Bobby shares some lessons from handling his mother’s estate, particularly why anyone inheriting an annuity needs to understand exactly what they have before assuming all that money is theirs to spend.

Barry also shares an unsettling encounter his dad had with aggressive door-to-door home-improvement salespeople—and the surprisingly simple “do not call, do not knock” approach that finally stopped them.

And then there’s something nearly every caregiver recognizes: the list. You arrive to visit someone you love and, before you’ve gotten through the door, there are already four things waiting for you to fix. Barry and Bobby talk about setting boundaries without feeling guilty—and why “I’ll put it on the list” might be one of the most useful phrases in the caregiver vocabulary.

Finally, the guys wrap up with a few tech picks, including countdown apps Bobby uses to keep upcoming events visible and Barry’s wonderfully simple solution to the eternal video-call question: “Am I muted?”

• (00:00:00) - — We’re back!
• (00:00:32) - — Bobby’s mom and the “long goodbye”
• (00:03:27) - — Whole-body donation: what actually happens?
• (00:06:00) - — Who qualifies for whole-body donation?
• (00:09:10) - — Science Care, MedCure and the costs involved
• (00:11:02) - — What happens after the donation?
• (00:12:40) - — Memorial services without the time pressure
• (00:16:18) - — Barry’s experience with a natural burial
• (00:20:17) - — From death...to taxes
• (00:21:13) - — What caregivers and executors should know about annuities
• (00:24:09) - — Don’t spend that inheritance yet
• (00:26:12) - — The contractor who wouldn't go away
• (00:29:00) - — “Do not call. Do not knock.”
• (00:31:15) - — The Caregiver To-Do List™
• (00:33:04) - — Caregivers are allowed to get annoyed
• (00:34:00) - — Pro tip: “It’s on the list.”
• (00:34:23) - — Bobby’s tech picks: Count Time and Countdown
• (00:37:07) - — Barry’s tech pick: MuteMe
• (00:39:27) - — Looking forward after a difficult summer
• (00:40:08) - — We have listeners in the wild!

In this episode, Barry and Bobby catch up after a short break and dive straight into a topic that seems to be everywhere right now: scams.

They discuss several real-world examples including a malicious crypto wallet app that slipped into the Apple App Store, romance-driven “pig butchering” scams targeting older adults, and emotional manipulation scams appearing on Facebook Marketplace.

The conversation also explores the role caregivers play in protecting loved ones—especially those who may be lonely or isolated—from sophisticated online fraud.

Finally, the discussion turns toward the practical realities of caregiving tasks like handling taxes for aging parents, navigating government identity systems, and planning ahead before a crisis occurs.

Along the way they share practical tips to recognize scams, protect family members, and maintain open communication with loved ones about financial decisions.

Episode Resources at: bit.ly/caretechandtips-resources