Easy Prey
Aging parents often rely on the people closest to them for help, but what happens when that help becomes a way to take control? For Charles Wallace, the warning signs started small. His mother’s fridge was suddenly overfilled. A caregiver refused to provide receipts. Spending patterns began to shift in ways that did not make sense. At the time, each concern could be explained away. Looking back, they were part of something much larger. Charles spent 15 years in banking and finance, and after his mother’s death, he used that experience to reconstruct more than 3,000 transactions. What he...
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The world of art theft looks glamorous in the movies, but the reality is far more complicated. From multi-million dollar forgery schemes to undercover FBI operations recovering stolen national treasures, art crime is a global industry hiding in plain sight. This conversation digs into how these crimes actually play out and why the people who pull them off often end up stuck with the very pieces they thought would make them rich. My guest today is Robert Wittman, a former FBI special agent and the founder of the FBI’s Art Crime Team. Over a 20-year career, he worked undercover in more...
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We make predictions all the time including about the weather, about traffic, about what someone is going to say next. It feels natural, even rational. But when algorithms start making predictions about us, whether we'll repay a loan, reoffend after prison, or respond to a medical treatment, something fundamental shifts. The forecast stops being a guess and starts becoming a verdict. My guest today is Carissa Veliz, a philosopher and associate professor at the University of Oxford, where she also researches at the Oxford Internet Institute. Her work focuses on the ethics of technology, privacy,...
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Online security advice often sounds simple until you actually try to follow it. Between password managers, privacy settings, and data brokers, protecting yourself can start to feel like a full-time job. That gap between what sounds easy and what’s actually realistic is where a lot of people get stuck. My guest today is Yael Grauer, a freelance investigative technology reporter who covers privacy, security, digital freedom, hacking, and mass surveillance. She also works as a program manager of cybersecurity research at Consumer Reports, where she manages Security Planner, a free resource that...
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It’s easy to think scams only work when someone misses something obvious. In reality, most of them don’t look obvious at the start. They show up as normal situations with just enough friction to notice, but not enough to stop. That small gap is where people tend to move forward instead of stepping back. My guest today is Tali Sharot, a cognitive neuroscientist who studies how we form beliefs and make decisions. She’s known for her research on the neural basis of human optimism, and her work has been published in leading journals. In her books, The Optimism Bias and The Science of...
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Most scams leave a digital trail. A fake email, a spoofed number, a fraudulent website. You can trace them, report them, sometimes even reverse them. But what happens when the scam has no digital trail at all, because it isn't happening on a screen? What happens when the con is standing right in front of you, making you laugh, meeting your friends, and planning a future with you? My guest today is Tracy Hall. She's an author, keynote speaker, and senior marketing executive with over 25 years at some of the world's most recognizable tech companies including eBay, Virgin, GoDaddy, and...
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Every day, employees at hotels, restaurants, and resorts across the country are doing exactly what they were hired to do: being warm, responsive, and eager to help. It's what makes hospitality work. It's also what makes hospitality one of the most targeted industries in cybersecurity. When your entire workforce is trained to say yes, teaching them to be suspicious is an uphill battle. The smarter solution might be to take the target off their backs entirely. Jasson Casey is the co-founder and CEO of Beyond Identity, a company built around one idea: making identity-based attacks impossible....
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Most security breaches don't begin with sophisticated code or elaborate technical exploits. They begin with a phone call, a convincing email, or someone at a help desk who just wanted to be helpful. The human layer is often the weakest link, and the criminals who understand that are the ones causing the most damage. My guest today is May Chen-Contino. She's the CEO of Unit 221B, a threat disruption company that delivers actionable intelligence to enterprises, law enforcement, and government agencies. Her background spans cybersecurity, fintech, and SaaS leadership at companies like PayPal and...
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Phone scams get dismissed as background noise or just annoying interruptions and unknown numbers with robotic voices we learn to ignore. But behind that noise is an industry built on psychology, automation, and staggering profitability. My guest today is Alex Quilici. He’s an engineer, entrepreneur, and the CEO of YouMail, a company focused on protecting consumers and businesses from unwanted and fraudulent calls. Alex has spent years analyzing how robocalls and scam campaigns are designed, how they evolve, and why they continue to work despite better technology and increased awareness. What...
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Identity theft gets talked about a lot, but usually in the abstract: freeze your credit, watch your statements, don't click suspicious links. What doesn't get talked about nearly enough is what it actually feels like when someone isn't just using your card number, but is actively living as you. My guest today is Brooklyn Lyons. She's 25, recently married, and by her own admission, had no particular expertise in fraud or cybersecurity before October of 2024. That changed when her car window was smashed in a parking lot, and her work bag, laptop, wallet, driver's license, and everything...
info_outlineAging parents often rely on the people closest to them for help, but what happens when that help becomes a way to take control? For Charles Wallace, the warning signs started small. His mother’s fridge was suddenly overfilled. A caregiver refused to provide receipts. Spending patterns began to shift in ways that did not make sense. At the time, each concern could be explained away. Looking back, they were part of something much larger.
Charles spent 15 years in banking and finance, and after his mother’s death, he used that experience to reconstruct more than 3,000 transactions. What he found was a devastating pattern of elder financial abuse involving a professional caregiver, nearly a million dollars in losses, missing belongings, questionable legal changes, and systems that failed to respond when the red flags were already there.
This conversation is both personal and practical. Charles shares the story behind his book, The Caregiver’s Game, while also explaining what families can do differently when hiring caregivers, monitoring finances, protecting valuables, and watching for subtle signs of manipulation. It is a difficult story, but an important one for anyone with aging parents, vulnerable relatives, or concerns about how easily trust can be weaponized.
Show Notes:
- [01:06] Charles Wallace explains how his background in IT, project management, banking, healthcare, and application development later shaped the way he investigated his mother’s case.
- [04:23] A neurology appointment became a turning point when the caregiver observed the cognitive testing and likely understood the seriousness of the results.
- [07:18] After his mother’s death, the family learned about a new will and an annuity that could have paid the caregiver roughly half a million dollars.
- [10:31] Looking back, Charles reflects on trusting the broker, CPA, and other professionals to watch out for his mother, not realizing how much could still slip through.
- [12:49] Credit card activity told a larger story, with spending spreading across the county in ways that did not match his mother’s habits.
- [15:05] Over three years, the caregiver billed for 24-hour care, seven days a week, despite having no credentials.
- [18:22] Once the bank and credit card statements were finally available, the changes in spending habits were obvious.
- [21:38] The conversation turns to how banks, CPAs, and families might better monitor accounts by looking beyond total spending and watching detailed patterns.
- [24:52] Hiring a caregiver outside an agency is identified as a major risk factor, especially when the caregiver is unlicensed and approaches the older adult directly.
- [28:42] After the annuity payout was blocked, later emails and property activity left Charles with unresolved questions about what really happened next.
- [31:48] Families can reduce risk by hiring caregivers through an agency and making sure they retain the authority to hire and fire.
- [34:47] Removing valuables, keeping a mental inventory, and noticing when belongings disappear can help families catch problems sooner.
- [37:46] Charles points to possible improvements such as caregiver registries, fingerprinting, and stronger systems to protect older adults from financial exploitation.
- [38:26] The Caregiver’s Game offers a forensic look at elder financial abuse and the daily warning signs families may miss until it is too late.
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