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The Best Psychological Trick To Boost Your Wealth Beyond Belief

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Believing you deserve to be rich is one of the most powerful psychological tricks to boost your wealth. With trillions of dollars circulating in the world, you have to ask yourself: Why not me too?

Think about the knuckleheads you grew up with—people no smarter or harder working than you—who somehow ended up making vast fortunes. The difference? They took calculated risks and gave themselves permission to try. Remember who they are and say it again: Why not me too?

The words you say to yourself carry real power. All the self-doubt—I’m not good enough, not smart enough, not likable enough, not connected enough—sabotages your potential. Your body can’t distinguish between real and imagined limitations. Fill your mind with negativity, and you’ll defeat yourself before you even begin.

Anyone who plays competitive sports, launches a business, or takes on any high-stakes challenge understands the importance of mindset. Your beliefs will either act as a tailwind or a headwind to your success.

The Best Psychological Trick I Use To Keep Going

Here’s the psychological trick that has motivated me to keep trying new things—even after retiring in 2012 with $3 million. I could have twiddled my thumbs and done nothing. Especially as my wealth grew with the bull market, I had every reason to kick back. But instead, I chose to:

Many readers thought I was crazy, especially during my Uber driving phase. Newer readers simply thought I was lying. What kind of bozo drives strangers around at 6 a.m. for $18/hour when he could be sleeping in, letting passive income work for him?

But I enjoyed it—getting out of the house early, chatting with strangers. It felt like playing the lottery with each new passenger. Was I going to get a lovely person who would share with me their hopes and dreams? Or would I get a hungover grump who vomits in my car? So fun!

Working For Near Minimum Wage Keeps You Grounded

Driving for Uber was humbling. It forced me to relive the embarrassment I felt as a teenager working at McDonald’s when classmates walked in and saw me behind the register. Instead of saying hi, I’d slip to the back to make apple pies so they wouldn’t see me.

Looking back, I’ve always felt ashamed of that moment. At 15, I should’ve been proud I was earning money to buy what I wanted, not just asking my parents for an allowance. So years later, when I picked up an old finance client of mine as an Uber driver, I faced those lingering feelings head-on. I took him where he needed to go, and in doing so, found a sense of closure I didn’t know I needed. Never feel ashamed at the work you’re doing to provide.

Deep down, I knew $3 million wasn’t enough to stay unemployed forever—especially if I wanted to raise a family and remain in expensive places like San Francisco or Honolulu. So I told myself an additional phrase that fueled my drive:

“Everybody I know is richer than me. Why can’t I be rich too?”

The Additional Phrase Made All the Pyschological Difference

Mathematically, I know not everyone is richer than me or you. But I’ve found that combining these two phrases—“Everybody I know is richer than me” and “Why can’t I be rich too?”—creates the ultimate combo for belief and motivation.

Think of these phrases as counterforces that work together to propel you forward on your wealth-building journey.

“Everybody I know is richer than me” can trigger a sense of inferiority. That sting? It lights a fire. It motivates you to take action, to catch up, to close the gap. At the same time, the phrase keeps you grounded. It reminds you that there’s always someone doing better—so stay humble.

And humility is crucial.

Humility prevents you from confusing luck with skill. Without it, you might start believing you’re an investing genius—when in fact, you were just riding a bull market. You might even get cocky, buy stocks on margin, and lose everything.

Without humility, you might think you’re an exceptional employee or a brilliant entrepreneur—when really, you were born into wealth with connections that cleared your path long before you started walking.

So yes, the phrase can be powerful, but be careful. Don’t let it crush your hope or make you think you’re something you’re not.

That’s where the second phrase comes in: “Why can’t I be rich too?”

This is the one that lifts you up. It affirms your self-worth. It reinforces the belief that if you work hard, take smart risks, and live with intention, you too can achieve financial success.

As a thoughtful, kind, and driven person, you deserve good things. So let this phrase remind you that building wealth is inevitable for someone like you.

Most People Actually Believe They Are Poorer Than They Really Are

The beauty of the phrase “Everybody I know is richer than me” is that you probably already believe this unconsciously.

In fact, there’s academic research to support this feeling. An economics article published by MIT titled Richer (and Holier) Than Thou? shows that most people misperceive their position in the income distribution—they tend to believe they are poorer than they actually are.

If survey participants were unbiased, their perceived and actual income rank would align closely along a straight line. But as the chart in the article shows, most people place themselves lower than where they truly are. We are all middle class, whether we truly are or not.

Hooray for widespread underestimation!

Actual versus perceived relative income compared to other people

Given that most people believe they’re poorer than they actually are, all they have to do is consciously repeat this narrative—either out loud or in their heads—to help make it feel real. When paired with the phrase “Why can’t I be rich too?”, this mindset can activate their motivation muscle and spark action.

Try it every day for a month and watch yourself transform!

It’s Easy To Convince Yourself Of Anything

Since graduating from The College of William & Mary, I’ve only lived in two cities: New York City and San Francisco. As a result, I have no problem feeling poorer than others. These two cities have the highest concentration of millionaires, centi-millionaires, and billionaires in America.

For inspiration, I often drive or jog through the wealthiest parts of San Francisco to marvel at the $50+ million mansions. Every owner either founded a company, was a CEO, or had parents who did. Their wealth is almost unfathomable.

I ended up reading about how they built their fortunes and tried to incorporate some of their best practices into my own habits and entrepreneurial efforts. One thing became clear: the only thing we can fully control is our work ethic.

Many of these founders and CEOs worked 16-hour days for years, sacrificing everything to realize their vision. They would laugh at the idea of people who work 40 hours a week and complain why they can’t get ahead. It was incredibly motivating.

And yet, if they stepped outside their homes for a walk, they were just like the rest of us. They breathed the same air, got soaked by the same rain, and had to look both ways before crossing the street. They still had to use the bathroom (hopefuly with a Toto Washlet). Their kids still threw tantrums and tested their patience.

That’s when I saw the “Why not me too?” in action.

Examples of Self-Belief in Different Forms

The “Everybody is richer than me. Why can’t I be rich too?” psychological trick applies across many areas of life. Here are some personal examples of how this mindset has helped me push forward, even when doors were closed.

1) Overcoming Rejection From Tech Companies In 2012

After being rejected or ignored by every single tech company I applied to in 2012—part of the process to qualify for unemployment benefits—I asked myself, “Why don’t I deserve a job at one of these companies too? I’m just as smart and hardworking.” But instead of continuing to apply once my unemployment benefits ran out, I decided to enjoy retirement and buy their stock instead.

I turned rejection into opportunity by making the people who ignored me work for me instead. Thirteen years later, my investments in companies like Google, Apple, Meta, Tesla, and Netflix have performed extremely well. And the fact that I didn’t have to grind away at these tech firms to earn a solid return makes the outcome feel even more special.

In addition, those rejections motivated me to build the best personal site I possibly could one that has become an incredible source of joy and purpose in my post-work life.

2) Getting Involved in AI in 2024

After reaching out to several private AI companies in 2023 and 2024, I realized I had no real shot of getting hired. Anthropic even implied I was too old! Still, I told myself again, “Why don’t I deserve a seat on an AI rocketship too?”

To avoid getting left behind, I partnered with Fundrise and invested $153,000 into their venture product in July 2024, which holds stakes in private AI firms—including Anthropic, OpenAI, Databricks, and Anduril. Now, private AI employees work for me too. I wish I had invested more, but that was almost all the cash I could muster up at the time.

My hope is that in 10 years, I’ll feel the same way about my current private AI investments as I do about the public tech stocks I bought back in 2012. The reality is, at 47, I no longer want to trade my time for money so I’m happy being a AI reject.

Fundrise Venture Financial Samurai investment amount

3) Making A National Best Seller List

Once I learned that ~350,000 traditionally published books come out each year—and another ~1.7 million are self-published—I realized making Millionaire Milestones a national bestseller was a long shot. With only 150 spots on the USA Today Bestseller list across all genres, my odds were about 0.04%, or 1 in 2,500. Without working for a major publication or financial organization, I was at a huge disadvantage.

But again, I told myself, “Why not me too? I made the WSJ Bestseller list with Buy This Not That. To try and beat the odds, I wrote dozens of articles and newsletters, went on podcasts, came up with a 1X1 consulting promotion, sent out hundreds of signed bookplates, and am hosting a fireside chat on May 21 for those who pick up a hard copy of MM beforehand.

Lo and behold, when the USA Today National Bestseller list came out on May 14, 2025, Millionaire Milestones: Simple Steps To Seven Figures didn’t just squeak in—it landed at lucky #21 and in the top 10 for non-fiction! That’s nuts for a stay-at-home dad who isn’t constantly out there in the public eye. Thank you all for your support!

Millionaire Milestones: Simple Steps To Seven Figures Is A USA TODAY National Best Seller, coming in at #21 on the list of 150 books on May 14, 2025. An example of how the best psychological trick can boost your wealth and success beyond belief

Don’t Get Dejected—Get Motivated Instead

I understand that coming to a personal finance site like Financial Samurai and reading articles like The Average Net Worth For The Above Average Person might feel discouraging if you’re not yet close to the benchmarks. I also get that reading about households with $20 million net worths might make you want to throw your hands up and give up.

But I challenge you to get inspired instead.

Countless people—just like you—are building far more wealth than they ever thought possible. Sure, luck often plays a role in achieving outsized wealth. But most of these individuals started just like you: students from middle-class families attending public schools, wondering what their future might hold.

We all come from different backgrounds. Some of us are minorities who’ve had to push through discrimination and unconscious biases just to get a chance. Others live with disabilities or health issues that make it harder to see, process, or interact with the world. And some come from broken homes with very little financial support, yet still work like hell to break through.

We adapt. We leverage technology. We push forward and keep going. Even if we don’t hit a stretch financial goal by a certain age, we’ll still end up building far more wealth than if we had never tried at all.

So say it out loud: “Everybody I know is richer than me. Why can’t I be rich too?”

Let that question fuel your drive. May fortune shine on your future.

What psychological strategies or phrases do you use to build more wealth for yourself and your family? How important do you think having a positive money mindset is in achieving financial independence? And why do we cling to limiting beliefs when there’s so much abundance in the world waiting to be claimed?

Subscribe To Financial Samurai 

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To expedite your journey to financial freedom, join over 60,000 others and subscribe to the free Financial Samurai newsletter. Financial Samurai is among the largest independently-owned personal finance websites, established in 2009. Everything is written from firsthand experience and expertise—because money, and the freedom it provides, are simply too important.

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The Next Chapter for Streetball? How Creators Are Taking Over Basketball

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Opinions expressed by Entrepreneur contributors are their own.

Every basketball player dreams of making it to the NBA — but for most, that dream goes unrealized.

“When you stop playing, a part of your identity as a basketball player fades,” says Scotty Weaver, a former college hooper turned basketball content creator. “It’s always that feeling of never making it.”

While playing overseas or in semi-pro leagues is still an option, it rarely comes with the recognition that the NBA offers. With The Next Chapter, Weaver is aiming to change that.

Co-founded with fellow basketball creator D’Vonte Friga, The Next Chapter (TNC) is a premier 1v1 basketball league spotlighting some of the most dynamic streetballers in the game. Players go head-to-head for cash prizes in a format reminiscent of cage fighting.

Related: 7 Lessons from Basketball to Help You Succeed in Business

The prologue

Weaver was in the streetball content world long before TNC, starting out working with BallisLife doing content with their East Coast squad, where he met standout player Isaiah Hodge, aka Slim Reaper. They left Ballislife and started making their own street ball content with a group called The Wild Hunt. Weaver would bring his Wild Hunt team to local parks and film five-on-five basketball videos.

“We had a bunch of guys who were characters,” Weaver says. “Slam dunkers, guys doing creative dribbling, big talkers. Everyone brought their own personality and energy.”

The five-on-five format helped draw big crowds, but it made it tough for Weaver to pay the players involved consistently.

“To help pay the team, we asked after the event if they wanted to run some one-on-ones with people at the park,” he explains. “When that video comes out, we’ll post it as the next chapter — and whatever it generates will be how we pay you. So your ability to earn is directly tied to your performance in the video.”

That model incentivized players to talk trash, play flashy and stand out, turning the games into even better content.

They started featuring one of their players, Lah Moon, in a one-on-one after every park run, challenging the best and bravest from the crowd. After a string of undefeated performances, Moon finally met his match in former college hooper Nasir Core, whose dominant showing made him a standout in the community.

Sensing they were onto something, Weaver brought Core in as another featured one-on-one player, laying the groundwork for what would eventually become The Next Chapter. Season One featured seven players, each compensated based on how well their videos performed. They shot all seven episodes in a single day and posted them over several months.

“Season one did great,” Weaver says. “Players started to see how much money they could make on this.”

What began as a way for players to make some extra money has unexpectedly evolved into a potential career path for streetball creators.

“We just paid attention to what people wanted to watch,” Weaver says. “What we’re building is a basketball league — whether it’s one-on-ones, two-on-twos, three-on-threes, or five-on-fives. Right now, we’re focused on ones because they’re far more marketable. But we never want to close ourselves off to the idea of doing it all.”

Related: ‘This is the Future’: WNBA Legend Lisa Leslie Reflects on the WNBA’s Growth and Championing Small Business

The ‘UFC’ of hoops

TNC’s marketing strategy channels the spirit of Vince McMahon and Dana White, building stars by spotlighting unique personalities and skill sets. YouTube phenom Devonte Friga knows this process well, having grown his personal channel to over a million followers.

“We’re trying to build the UFC of one-on-one basketball,” Friga says.

He points to one of TNC’s standout players, J Lew, whom the marketing team cleverly labeled “the internet’s shiftiest hooper.”

“There are so many players like that — each with small, unique parts of their game that define who they are. Take NAS, for example. Online, he’s dominant. He doesn’t just win — he wins big — and makes sure everyone knows it. Then there’s Moon, whose unorthodox one-on-one style is so distinctive that NBA 2K flew him out to capture his crossover move, even though he’s not an NBA player. It’s those little things — the way a player stands out — that turn them into a star.”

The next chapter for The Next Chapter

Although most TNC players are streetballers, the league is experimenting with a new format on June 6: a one-on-one showdown between former NBA players Lance Stephenson and Michael Beasley, with $100,000 at stake.

The matchup will serve as the finale of Season 2, which featured 20 episodes of the two pros coaching opposing squads, building anticipation for their long-awaited faceoff. The event will be available via pay-per-view, a bold move for a league whose audience is accustomed to free content.

Still, Weaver is confident fans will see the value.

“I think it’s about proving to your audience that when you ask them to spend their money, there has to be a clear sense of value — like, wow, I actually got something great in return — rather than, this just feels like the same thing I was getting for free, but now I have to pay for it.”

While some details are still being finalized, Weaver estimates that moving forward, about 95% of TNC content will remain free, with roughly 5% behind a paywall.

While others — like former NBA star Tracy McGrady with his OBL league — have explored the 1v1 basketball space, The Next Chapter is carving its path from the ground up.

“Unlike Tracy’s league, we don’t need to be something big right away,” says Friga. “What we’re building is completely different, and I believe it has the potential to become a billion-dollar industry.”

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A Terrible Life Insurance Mistake That Cost Me A Fortune

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In late 2022, my wife and I were finally able to lock in matching 20-year term life insurance policies at an affordable rate through Policygenius. For five years prior, I had been concerned that I wouldn’t be able to get approved at a reasonable price—all because of a mistake I made by visiting an overzealous sleep center.

Back in 2016, I was tired of paying $1,800 a month for a health insurance plan with UnitedHealthcare and never using it. I hadn’t seen a doctor in years, so when a new sleep center opened up nearby, I figured I might as well get checked for snoring and put my insurance to use.

Of course, one check turned into a full battery of tests, costing my insurance company about $3,800. At first, I felt good—I was finally getting something for all those insurance premiums! But little did I know, that visit would come back to haunt me. The unfortunate consequence of going to the doctor was being flagged with a “sleep-related” issue, such as sleep apnea, which made it much harder to qualify for affordable life insurance later.

When I tried to renew my 10-year term life policy through USAA in 2017 at age 40, they quoted me $450/month—up from the original $40/month. A ridiculous 11X higher! No thanks. I’ll look elsewhere.

My First Two Life Insurance Mistakes

My first real life insurance mistake was going to a doctor before renewing my policy. Had I kept a clean medical record—aside from routine physicals—my new policy would have cost closer to $120/month now that I was 10 years older. Always lock down an affordable life insurance policy before seeing the doctor for anything out of the usual.

But frankly, the first mistake was only getting a 10-year term policy at age 36. I should have gone for a 30-year term at around age 30. After 30, life tends to get much more complicated with housing and family.

Just a year later, I took out another $1+ million mortgage to buy a fixer-upper. Three years later, my son was born. When you have children and debt, life insurance becomes a priority. A 30-year policy back then would’ve cost me about $30/month—an absolute bargain in hindsight.

At least I managed to course-correct by securing a new 20-year, $750,000 term policy through Policygenius for $110/month in 2023. They matched us with SBLI, a carrier willing to underwrite both me and my wife, even with my prior sleep center visit.

But then I made another mistake—by far the worst one yet. It sickens me to write this, but as always on Financial Samurai, I share both the wins and the painful losses to try and help as many people as possible.

The Worst Life Insurance Mistake Possible

My wife recently asked me to send her our rental insurance policy from USAA because Wells Fargo, which holds our remaining rental property mortgage, needed proof of coverage.

When I logged into my USAA dashboard, something odd caught my eye:

“Level Term Series V Policy – $1,000,000 for 10 years.”

It looked like my old term life policy, so I clicked in. And then—WHAM.

The number that jumped out? $885.79/month.

What the hell? What was this doing here? Was this an advertisement or what?

Nobody in their right mind would pay nearly $900 a month for just a $1 million term policy—unless they were terminally ill and had no other options. I certainly wouldn’t.

USAA is the worst. Charged me $885.79/month in life insurance premiums for a $1 million term policy without my consent. This is an auto-debit.

But dread began creeping in. What if I had been paying this all along?

I quickly logged into my Citi bank account, where USAA autopays are debited, to investigate.

Unnoticed Payment For Two Years

Here’s what I discovered when I logged into my bank and searched for USAA. And let me tell you, it wasn’t good.

A Terrible Life Insurance Mistake That Cost Me $20,000

To my horror, I had been paying over $800/month to USAA for at least 18 months straight. That’s as far back as my bank’s custom search would let me go.

My stomach sank. How could I be so careless?

Back in late 2022, I thought I told USAA I wasn’t willing to renew my 10-year term life policy when they quoted me ~$450/month—a drastic jump from my original $40/month rate.

So why, without my consent, why did they charge me even more?

Since my original 10-year term policy with USAA expired in January 2023, I’ve paid over $20,000 in premiums to USAA despite thinking my policy had ended!

My whole point of getting a new 20-year, $750,000 term-life insurance policy through PolicyGenius in 2022 was so that I wouldn’t have to pay the new $450/month rate USAA quoted me back in 2017. Oh my.

How Could I Have Missed Overpaying for So Long?

I’ve asked myself this question more than a dozen times. Here are five reasons:

  1. Bundled coverage: USAA handles multiple insurance lines for me—rental properties, auto, umbrella, valuable personal property—so when an $800+ charge hit, I didn’t think much of it.
  2. Inconsistent billing cycles with auto-debiting: USAA bills me monthly, semi-annually, and annually across different policies. Whenever I saw a large charge, I assumed it was for a quarterly umbrella renewal or something similar.
  3. Bad timing: Sometimes I didn’t see the charge at all. If I didn’t log into my bank that week, the transaction got buried by the time I checked.
  4. Blind trust: I trusted USAA to do the right thing. It never crossed my mind that they’d continue my 10-year term life policy and charge me 18X more per month than I’d been paying. I’ve been a loyal customer for 23 years.
  5. Cash flow cushion: I’m fortunate to have strong savings habits and solid cash flow. The $740–$885 monthly charge for over two years didn’t impact my spending behavior. I save first, spend later—but the downside is being less watchful with expenses.

Despite all this, I take responsibility. No one forced me to set up auto-debit. I should’ve been more diligent about reviewing my finances regularly.

Don’t Expect Your Insurance Carrier to Voluntarily Save You Money

Since 2020, I’ve had multiple conversations with my insurance provider about property, auto, and life coverage. Not once did a representative flag my life insurance policy or ask, “Whoa—are you sure you want to pay over $700 a month for this? Let’s see if there’s a more affordable option that fits your situation.

Instead, I received periodic nudges—emails and calls—urging me to increase my property insurance coverage. That meant coordinating with a property assessor, letting them in, and ultimately paying more when the policy renewed.

Don’t be lulled into thinking your insurance company is actively looking out for your best financial interests. Their job is to protect you from risk, yes, but they’re also a business. Once you set up auto-debit, they can quietly raise premiums, and you might not even notice. At the end of the day, they have a fiduciary duty—not to you—but to their shareholders.

Is It Legal for Life Insurance to Automatically Renew Like This?

Some of you might have empathy and wonder if jacking up a customer’s life insurance rate by 18 times or more is legal. Sadly, the answer seems to be yes.

If your original policy has a “guaranteed renewal” clause, and you don’t explicitly cancel, the insurance company can continue the coverage as an annually renewable term (ART) policy.

This means:

  • You keep your coverage without new underwriting
  • But the premium skyrockets every year as you age

Most people don’t realize this clause even exists. It’s often buried deep in the fine print. Therefore, another step for all of us is to thoroughly read the contract and ask questions about things you don’t understand. Don’t just trust your insurance carrier to do the right thing.

So technically, USAA didn’t break the law—but they sure didn’t do me any favors. The representative told me they have clients who pay these huge premiums because they simply can’t get coverage elsewhere.

Many policyholders fall into this trap. They assume the policy just ends—or that premiums stay flat. Insurers bank on that assumption to make maximum profits.

What I Did to Try And Get A Refund

Not one to lie down and get trampled on back and forth by a 7-ton elephant, I decided to contest the charges. I thought I clearly told USAA in 2017-2019 I would not renew the policy at their quoted rate of $450/month. So I most certainly wouldn’t have agreed to $720/month in January 2023 and the most recent $886/month charges.

Here’s what I did

1. Called USAA Immediately

Explained:

  • I was not clearly notified of the shift from level term to annual renewable term (ART)
  • I explicitly declined their renewal offer i
  • I only just discovered the $885.79/month charges
  • I’m requesting a retroactive cancellation and full refund of premiums charged since the term expired

I used firm but respectful language, such as:

“I would never have agreed to continue coverage at this rate. I feel misled and would like a refund for all premiums charged after my level term expired.”

2. Escalate if Necessary Or Desired

If USAA doesn’t do something, I may file complaints with:

  • My state’s insurance commissioner
  • The Better Business Bureau (BBB)
  • The Consumer Financial Protection Bureau (CFPB)

These agencies track complaints and put pressure on companies to resolve issues.

My Life Insurance Premium Refund Request

I understand I received coverage during the time I was paying premiums. Had I purchased a new 20-year term policy starting at age 45, I would’ve expected to pay around $150/month, or $1,800/year. I also recognize that if I had died during this period, USAA likely would have paid out the $1 million death benefit to my wife. Thankfully, I’m still alive—so here we are.

That said, I’m not asking for a full refund of the $20,000+ I paid. Instead, I believe a $16,000 refund is a fair compromise ($20,000 I paid minus the $4,000 I would have been willing to pay for two plus years).

No healthy 45-year-old male in 2023 would knowingly agree to pay $886/month for a $1 million term life policy. That’s not just overpriced—it’s highway robbery. I feel like USAA mugged me for my wallet and then slashed my tires on the way out.

How USAA Initially Responded

When I first called USAA to explain what had happened, the life insurance representative I spoke with was dismissive. She said there would be no refund and that the best she could do was cancel the policy. She claimed USAA had sent a notification about the renewal—one I never saw—and added that some members continue paying the exorbitant rate for whatever reason, which in her view justified the lack of follow-up.

After the call, I sat in silence for about 20 minutes, feeling defeated. Then I decided to call back—this time to request proof of where the notification had been sent. Because really, is a notification valid if the client never sees it or confirms their intent? I don’t think so. A default setting that quietly charges a customer 18X more without explicit confirmation feels predatory.

The second representative I reached was much more empathetic. She said she wouldn’t have paid that premium either. She explained that the notification had been sent to my online message center. Sure enough, when I scrolled back to November 2022, I finally found it.

Maybe an email alert had been sent to let me know there was a new message in my inbox—but if so, I missed it. Thankfully, this rep took my concerns seriously. She said she’d escalate the issue to her manager and the “Member Advocacy Team.” Hallelujah.

She assured me the advocacy team would do a thorough review, including listening to our recorded calls and examining the full account history.

The Feedback From USAA After Their Investigation

The representative from the Member Advocacy Team came back with an offer: a credit of two months’ premiums totaling $1,771.58. It was a good first step, but still felt far short. I had hoped for a more reasonable compromise—something closer to a $16,000 credit.

Then the tone shifted. She noted that after reviewing call logs dating back to 2022, she didn’t hear me explicitly say I didn’t want to renew the policy. Instead, she claimed I was simply inquiring about my options. To me, that should’ve strengthened my case—why would I be asking about options if I intended to keep paying an exorbitant premium? But she disagreed.

So I encouraged her to dig deeper into their call logs, further back in time, to see if there was any record of me clearly expressing my unwillingness to pay a fortune for life insurance. She agreed and asked me to email any supporting information I could find in the meantime.

Evidence I Wasn’t Willing To Pay the Higher Premium

I searched my archives and found two articles I had written that clearly documented my struggle to find an affordable life insurance policy before my 10-year term was set to lapse. I sent both to USAA, complete with publication dates, to reinforce my position.

  1. Convert Term Life Into Permanent Life Insurance To Keep Your Rate Class – Published June 5, 2020
    This post outlines how, after my son was born in 2017, I contacted USAA to explore extending my policy. After undergoing a medical exam, I was shocked to find my premium jump from $40/month to $450/month due to sleep apnea. I declined the offer, stating it was far too expensive, and made it clear I would search for a more affordable option.
  2. How I Finally Got An Affordable Life Insurance Policy With No Medical Exam – Published December 21, 2021
    This article details how, after years of searching, I finally secured a 20-year, $750,000 term policy through SBLI for $110/month. I noted that I was willing to carry both policies temporarily—doubling coverage for a year—while preparing to transition off the USAA plan.

These publicly documented posts show my intent and efforts to avoid high-cost life insurance by USAA and prove I never agreed to such a steep renewal. I could only hope they help USAA reevaluate their position.

Hard to Trust USAA With Our Insurance Needs Anymore

Unfortunately, USAA came back from further investigation and said the $1,771.58 credit was the best they could do. They were shutting the case. Ugh.

What’s most disappointing is that, after 23 years as a loyal USAA member, I truly believed the company would do right by me. I’ve consistently paid my premiums on time and have been a responsible, engaged customer.

Most people don’t fully understand the intricate details of life insurance policies, renewals, and their fine print. I did my best to stay informed, yet I still feel like I was misled and ultimately taken advantage of. Communication is not effective if the other side doesn’t receive or acknowledge.

Without a more equitable resolution, it’s hard for me to continue placing my trust in USAA.

The One Silver Lining From This Careless Debacle

If there’s any silver lining, it’s this: by sharing my story, I hope to prevent at least one person from falling into the same trap. Don’t assume your term life insurance policy ends when the term is up—it often doesn’t. Unless you actively cancel it, it may auto-renew, and the premiums can skyrocket.

All this time, I thought I was being a responsible father and husband—saving money and protecting my family in case I were to pass. In reality, I was a careless fool who failed to double-check his expenses.

As a result, I actually put my family in a more compromised position due to our reduced monthly cash flow. I had bought a house in October 2023, which drained my liquidity and increased my stress for at least six months.

The first year after a home purchase is the most financially vulnerable time and I sure could have used that extra ~$800/month in health insurance premiums I didn’t realize I was paying.

Tips to Save Money on Life Insurance Premiums

  • Be loud and clear about your intentions on recorded calls—don’t assume anything will be understood or noted unless you say it explicitly.
  • Review your expenses monthly. Don’t let auto-debits go unchecked. If something looks off, cancel or investigate immediately.
  • Lock in a 30-year term life policy around age 30 while you’re still young and likely healthier for the best rate. Your life will most likely get more complicated and expensive.
  • Avoid unnecessary doctor visits right before applying for life insurance—they might uncover minor issues that raise your premium.
  • Don’t expect your insurance carrier to proactively save you money. Their goal is to maximize profits, not look out for you.
  • If you’ve had health issues, go on a health kick for at least six months—then reapply to try qualifying for a better rate.
  • No matter how badly you fail, keep fighting to protect your family’s financial security. No one else will do it for you.

Going forward, I’m returning to my “broke mindset”—keeping my checking account lean, like a college student on minimum wage. Having extra cash flow felt nice, but for me, it bred complacency and laziness. That ends now.

As punishment for my carelessness, I’m committing to a strict no-spend challenge until I make up for the $14,228.42 in excessive life insurance premiums I paid ($20,000 total minus the $1,771.58 refund and the $4,000 I would’ve paid for 26 months of coverage). Alternatively, I’ll side hustle or make new investments to recoup the $14,228.42 in overcharges.

I’ve already spent hours fighting my case and writing this post, and I hope it helps you make better life insurance decisions. Now it’s time to move forward in the way only I know how.

Readers, have you ever gone through something similar with a life insurance policy—or any other product or service? Have you ever discovered you were paying for something you didn’t realize, thanks to auto-debiting or just plain oversight? If so, please share your story so I don’t feel like the only one who got duped by carelessness. Misery loves company—and maybe we can all learn a little from each other’s mistakes.

Life Insurance Policy Recommendation

If you have debt and dependents, getting life insurance is one of the most responsible financial moves you can make. I recommend checking out Policygenius, an insurance marketplace I’ve trusted for over 10 years. Simply enter your coverage needs, and Policygenius will match you with top-rated carriers offering competitive rates.

To expedite your journey to financial freedom, join over 60,000 others and subscribe to the free Financial Samurai newsletter. Financial Samurai is among the largest independently-owned personal finance websites, established in 2009. Everything is written based on firsthand experience and expertise.

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A blog which focuses on business, Networth, Technology, Entrepreneurship, Self Improvement, Celebrities, Top Lists, Travelling, Health, and lifestyle. A source that provides you with each and every top piece of information about the world. We cover various different topics.

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Business

Citigroup Gives Employees Two Weeks of Remote Work in August

1749586609 Jane Fraser GettyImages 2217646883

Citigroup is doubling down on its hybrid work policy by giving most of its 229,000-person workforce a remote summer perk.

According to a leaked memo sent to employees on Monday, obtained by Business Insider, Citigroup is giving its hybrid employees the option to work remotely for any two weeks of their choosing in August. Most Citigroup staff are hybrid and work in the office at least three days a week, with only traders and bank branch staff expected to work in person five days a week.

Citigroup’s Chief Human Resources Officer, Sara Wechter, sent the memo, which noted that the perk was part of the bank’s commitment to flexibility and its hybrid work policy.

Related: Citigroup Mistakenly Credited a Customer with $81 Trillion Instead of $280: ‘Inputting Error’

“Our hybrid work model helps us attract and retain top talent and sets us apart from other companies in our industry — and we remain committed to this model,” Wechter wrote.

Wechter added that the bank chose August “because it is traditionally a quieter time for our businesses and clients, when many are already out of the office due to vacations.”

1749586636 Jane Fraser GettyImages 2217646883Citigroup CEO Jane Fraser. Photo by John Lamparski/Getty Images

Citigroup last gave employees the option to work remotely for two weeks during the summer in August 2022. The bank has also offered two weeks of remote work every December since 2022.

Employees must work remotely from a location where they have a legal right to work, so this isn’t a “work from anywhere” arrangement.

While Citigroup reinforces its commitment to hybrid work, other banks are pushing for a return to the office. JPMorgan required most of its employees to work fully from the office starting in March, while Goldman Sachs has required it since 2021.

Related: Citigroup Eliminated More Jobs This Week. Here’s Which Roles Were Affected.

Citigroup CEO Jane Fraser has long been a proponent of flexible work. She opted to work part-time as a partner at McKinsey after having her first child, an arrangement she maintained until she departed McKinsey for Citigroup in 2004.

As the first woman to lead a major U.S. bank, Fraser has led a multi-year effort to transform Citigroup by updating its technology and encouraging work-life balance. Since becoming Citigroup CEO in March 2021, Fraser has emphasized that hybrid work was here to stay at the bank.

In March 2021, she created Zoom-Free Fridays at the bank so that employees were not required to take video calls on Fridays. She additionally urged employees to take their vacation time and keep work to standard working hours.

In January, Fraser told directors on a quarterly call that the bank’s hybrid work policy gave it an advantage in recruiting new talent and that the policy would continue.

Related: Here’s How Much 8 CEOs Made in 2024, From JPMorgan’s Jamie Dimon to Disney’s Bob Iger

Citigroup is doubling down on its hybrid work policy by giving most of its 229,000-person workforce a remote summer perk.

According to a leaked memo sent to employees on Monday, obtained by Business Insider, Citigroup is giving its hybrid employees the option to work remotely for any two weeks of their choosing in August. Most Citigroup staff are hybrid and work in the office at least three days a week, with only traders and bank branch staff expected to work in person five days a week.

Citigroup’s Chief Human Resources Officer, Sara Wechter, sent the memo, which noted that the perk was part of the bank’s commitment to flexibility and its hybrid work policy.

The rest of this article is locked.

Join Entrepreneur+ today for access.

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A blog which focuses on business, Networth, Technology, Entrepreneurship, Self Improvement, Celebrities, Top Lists, Travelling, Health, and lifestyle. A source that provides you with each and every top piece of information about the world. We cover various different topics.

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