How Hackers Are Stealing Your Retirement $50 at a Time, with former CIA hacker Dr. Eric Cole
#616: Two school teachers in Ohio saved their entire lives for one dream — buying a farm.
When they inherited $1.3 million and found the perfect property for $1.2 million, everything seemed perfect.
Five days before closing, they received what looked like a legitimate email from their closing company with wire transfer instructions. They sent the money and showed up at closing, only to discover they'd been scammed.
The email was fake, sent by hackers who had infiltrated the closing company's servers for months, waiting for exactly this type of high-value cash deal.
That story comes from cybersecurity expert Dr. Eric Cole, who joins us to explain why ordinary people have become prime targets for cybercriminals.
Cole, a former CIA hacker who served as cybersecurity commissioner under President Barack Obama and advises high-profile clients including Bill Gates' personal estate, has a message: if you think you're too small to be targeted, you're wrong.
While billion-dollar companies deploy teams of 60 cybersecurity professionals, you have virtually no protection.
Criminals know this. They're not trying to steal $100 million from one person anymore — they're stealing $50 from thousands of people every month.
You probably won't notice the small amounts vanishing from your accounts. Cole calls it "death by a thousand cuts," and it's happening right now.
We talk through the most common attacks targeting your money. Bank hacking is simpler than most people realize. All criminals need is your account number — printed on every check you write — and your password. With that information, they can often perform electronic fund transfers of up to 50 percent of your account balance without triggering alerts.
We also cover the China-TikTok connection, secure messaging options, and why Cole helped configure President Obama's smartphone to connect to fake cell towers that masked his actual location.
Cole's bottom line: cybersecurity isn't just for tech companies anymore. Criminals are targeting ordinary people because we're easier prey than heavily protected corporations. Your money is under threat. Here's how to protect it.
Timestamps:
Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths.
(0:00) Introduction
(1:17) Why ordinary people are cybercrime targets
(2:29) The "death by a thousand cuts"
(4:05) How criminals destroy your credit with fake accounts
(5:19) Cryptocurrency wallet attacks and empty life savings
(6:08) Elder scams and the devastating impact on families
(8:24) Different types of cyber attacks explained
(8:44) Bank hacking
(14:25) Phishing scams using fake toll messages
(18:53) Ransomware as a legitimate Russian business
(23:44) How scams and cybersecurity overlap
(35:31) Paula's phone security audit
(49:54) Smartphone security for high-profile individuals
(54:55) TikTok's data collection and Chinese government access
(59:44) Real estate scams targeting cash buyers
(1:12:18) Essential security rules
(1:27:05) What to keep in a fireproof safe
https://affordanything.com/episode616
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1:49:30
Q&A: We Saved $1.2 Million But We’re Still Renting. Should We Buy?
#615: Emily is nervous that buying their first home will derail her family’s journey to financial independence. What’s the smartest way to deploy their savings and stay on track?
Based on cap rate calculations, Paul’s real estate investments have appreciated beyond their sensible holding point. Should he sell his assets, or is there more to consider here?
Mike is recently retired while his wife still works. With a paid-off home and healthcare already taken care of, what are best practices for drawing down an investment portfolio?
Former financial planner Joe Saul-Sehy and I tackle these three questions in today’s episode.
Enjoy!
P.S. Got a question? Leave it here.
For more information, visit the show notes at https://affordanything.com/episode615https://affordanything.com/episode615
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1:12:01
First Friday: The Dollar Is Weak, Bonds Are Expensive, and We Owe WWII-Level Debt
#614: The US just added 139,000 new jobs in May. That beat expectations. But the real story isn't in the job numbers — it’s in the bond market.
Something unusual is happening in bonds. Treasury yields are spiking. The dollar is weakening. That combination almost never happens together. And it's signaling concerns about future inflation.
Trade wars continue on. A federal court just struck down some tariffs. The administration will appeal. Meanwhile, the EU has until July 9 to cut a deal. If they don't, 50 percent tariffs kick in. As a result, many companies are playing defense instead of growing.
The debt situation keeps getting worse. We owe $36.2 trillion. That's more than we owed at the end of World War II as a percentage of our economy. Moody's just downgraded our credit rating. We're not alone — Britain's bonds just hit their highest levels since 1998.
The accredited investor rules could finally change. Right now you need an income of $200,000 ($300,000 as a couple) or $1 million in net worth to access private markets. Those numbers haven't changed since they were written in 1982, even though adjusted for inflation, that $200,000 would be $662,000 today.
The SEC might start loosening enforcement of the accredited investor rules. That could open up more investments to people who've been locked out for decades.
Crypto is finding its footing. The SEC dropped cases against Coinbase. They're backing away from treating most crypto like securities. Bitcoin sits near all-time highs. The US keeps building its strategic Bitcoin reserve.
The House just passed what's being called the "One Big Beautiful Bill." It extends 2017 tax cuts. Eliminates taxes on tips and overtime. The Congressional Budget Office says it'll add $2.4 trillion to the deficit over 10 years. That's sparked debate between deficit hawks and growth advocates — including one particularly high-profile debate that has been plastered across the headlines.
Consumer sentiment stays stuck at 2022 lows. People expect 6.6 percent inflation. The actual rate is 2.3 percent. That gap between what the data says and what people feel shows up everywhere.
We cover all of this in today’s First Friday economic update.
For more information, visit the show notes at https://affordanything.com/episode614
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56:25
Rachel Rodgers: This Multimillionaire Started With $330,000 in Debt and a $41,000 Salary
#613: Rachel Rodgers graduated from law school with $330,000 in student loans. Her starting salary? Just $41,000.
Most people would have accepted this crushing debt-to-income ratio. They'd slowly chip away at payments for decades. Rodgers had a different plan.
She deferred her loans and started her own virtual law practice in 2008 — during the recession, when jobs were scarce and most lawyers were struggling to find work.
Her mom thought she was crazy.
Her first year, she made around $65,000 in gross revenue with only $300 in overhead costs. By year two, she was earning $300,000.
The key to her success wasn't cutting expenses or living on rice and beans. Rodgers focused entirely on earning more money.
We talk about the practical steps she took to scale her business.
She waited until hitting $250,000 in annual revenue before bringing on her first full-time employee — an administrative assistant who immediately paid for herself by responding to client inquiries faster than Rodgers could manage alone.
Rodgers also shares insights from a CEO's perspective on what employees should know when asking for a raise.
Understand your company's goals. Know your boss's pain points. When you spot a problem, bring three solutions — not just the issue. She usually goes with whatever option her team recommends.
"You are the asset," she explains. This mindset applies whether you're an entrepreneur or an employee trying to maximize your career potential.
Our interview covers her transition from solopreneur to multimillion-dollar business owner, her approach to leading employees, and her philosophy on building wealth through entrepreneurship rather than cost-cutting.
Timestamps:
Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths.
(0:00) Introduction
(2:00) Rachel's $330,000 debt with $41,000 salary
(5:35) Why earning more beats cutting expenses
(6:40) Starting solo law practice during 2008 recession
(9:13) Hitting $300,000 revenue in year two
(11:00) Debt payments versus business reinvestment
(14:20) Small Business Bodyguard digital product success story
(21:00) Virtual law offices and perfect timing decisions
(24:30) Taking calculated risks
(39:00) Financial independence and Fat FIRE goals
(46:00) When to hire employees
(53:00) Why opportunity costs matter more than expenses
(57:00) Being invaluable employee from boss POV
(1:11:00) Salary negotiation tactics
(1:19:00) Building relationships with remote team members
(1:21:00) Launching adult kids into financial independence
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1:37:19
How to Know If You're Cut Out for Entrepreneurship Before You Risk Everything, with Grant Sabatier
Grant Sabatier never worked in retail, never worked in a bookstore, and had no idea what he was doing when he opened Clintonville Books in Columbus, Ohio.
But that's exactly the point.
The experiment required 1,200 hours of solo work — measuring spaces, moving 40,000 books, and navigating city regulations.
But it taught him something crucial: even experienced entrepreneurs face steep learning curves when they try something new.
The serial entrepreneur and author of "Inner Entrepreneur" joins us to share his unconventional journey from online businesses to brick-and-mortar retail.
He also explains why he believes everyone will become an entrepreneur within the next decade — whether they want to or not.
We dive deep into Sabatier's framework for the four stages of entrepreneurship.
The first stage is experimental — you're figuring out how entrepreneurship feels and testing ideas with minimal risk. Most people skip the crucial research phase and invest too much money too quickly.
The second stage focuses on building sustainable systems as a solopreneur. Thanks to AI and modern tools, Sabatier launched a new website in 10 minutes recently — something that would have taken two weeks just five years ago.
Stage three involves intentional growth. Sabatier warns against the common trap of scaling rapidly without considering how you want entrepreneurship to fit into your life.
The final stage is empire entrepreneurship — using cash flow from successful businesses to acquire other companies rather than investing in traditional assets like stocks or real estate.
Throughout our conversation, we explore the most common reasons businesses fail, how to avoid fragmented attention, and why Sabatier believes your story is your competitive advantage in an AI-driven world.
Timestamps:
Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths.
(00:00) Introduction
(01:15) Grant opens bookstore with zero retail experience
(03:45) Four stages of entrepreneurship framework
(05:20) Creative lease negotiation and getting the space
(08:30) Why entrepreneurs invest too much money too early
(10:45) Stage two solopreneur and building systems
(13:20) Stage three growth and avoiding scaling traps
(17:15) Three main reasons businesses die
(21:45) Stage four empire building and holding companies
(28:30) Four types of holding company structures
(32:15) Managing multiple businesses without losing focus
(48:20) Why everyone should try entrepreneurship
(59:30) Three business types products services productized services
(01:04:45) Sell to people with money
For more information, visit the show notes at https://affordanything.com/episode612https://affordanything.com/episode612
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You can afford anything, but not everything. We make daily decisions about how to spend money, time, energy, focus and attention – and ultimately, our life.
How do we make smarter decisions? How do we think from first principles?
On the surface, Afford Anything seems like a podcast about money and investing.
But under the hood, this is a show about how to think critically, recognize our behavioral blind spots, and make smarter choices. We’re into the psychology of money, and we love metacognition: thinking about how to think.
In some episodes, we interview world-class experts: professors, researchers, scientists, authors. In other episodes, we answer your questions, talking through decision-making frameworks and mental models.
Want to learn more? Download our free book, Escape, at http://affordanything.com/escape. Hosted by Paula Pant.