iWealth Podcast

iWealth

iWealth owner Brad Connors shares insights for financial planning, insurance, and investments.

  1. 16h ago

    The Hidden Risk No One Talks About: Widowhood Before Retirement

    What if your financial life had to change overnight—before retirement even begins?In this episode of the iWealth Podcast, Brad Connors and Mega Matt unpack a surprising and sobering statistic: the average age of widowhood is around 59½—right before many people even reach retirement. That timing creates a major challenge. Many couples haven’t fully transitioned into retirement planning yet, and in some cases, one spouse has handled most of the financial decisions. When that person is gone, the surviving spouse is left to sort through accounts, decisions, and responsibilities—often without a clear plan.Brad explains that this isn’t just a financial issue—it’s a life transition that can take years to navigate.At a minimum, it often takes **12 months or more** just to begin organizing everything—accounts, insurance, Social Security decisions, and long-term income planning. And in many cases, it can take several years to fully stabilize. During that time, emotions run high, and the risk of making poor financial decisions increases.That’s why one of the most common pieces of advice is simple:**Don’t make major financial decisions in the first year.**Instead, slow down. Take things step by step. Avoid big moves like selling a home or making large purchases until there’s clarity and stability.The conversation also highlights a growing reality: while tools like AI can help organize information or provide general guidance, they can’t replace the human side of planning. Every family has a story—how money was handled, what matters most, and what the future should look like. That story can’t be solved with a checklist.Planning ahead changes everything.Brad emphasizes that couples should start having these conversations well before retirement:Both spouses should understand where assets are heldThere should be clarity on income, expenses, and long-term goalsKey documents like wills, trusts, and directives should be in placeA trusted advisor relationship should already existBecause when life changes unexpectedly, preparation turns a crisis into something manageable.The takeaway is clear:You don’t plan because something will go wrong—you plan because you don’t know when life will change.#iWealth #FinancialPlanning #RetirementPlanning #Widowhood #LifePlanning #WealthManagement #FamilyPlanning #MoneyMatters**iWealth****SUBSCRIBE**Education is first! At iWealth we pride ourselves on helping people make smart decisions when it comes to money. You know how to make money, but do you know how to keep it? Invest it? Manage it so that it works for you? iWealth provides practical thinking tools and structures which will help you achieve your biggest goals and enjoy an unparalleled quality of life.►Please take a moment to comment and let us know what you thought of this video. Want to learn more about how iWealth can help you feel confident about your financial future? Schedule a complementary 30-minute discovery call to get clear on your financial goals, what might be standing in your way, and if iWealth is a good fit for you. Click here to book your call today: [https://go.oncehub.com/BradConnors](https://go.oncehub.com/BradConnors)►For more educational tips and wisdom from iWealth:YouTube: [https://www.youtube.com/user/iWealthTV/videos](https://www.youtube.com/user/iWealthTV/videos)Facebook: [https://www.facebook.com/iWealth4me](https://www.facebook.com/iWealth4me)LinkedIn: [https://www.linkedin.com/in/bradconnors/](https://www.linkedin.com/in/bradconnors/)Podcast: [https://anchor.fm/iwealth](https://anchor.fm/iwealth)Twitter: [https://twitter.com/iWealth4me](https://twitter.com/iWealth4me)Book: [https://fishdontclap.com/#home](https://fishdontclap.com/#home).

  2. Jul 10

    The Dark Side of Digital After Death: Scams You Need to Know About

    What happens when scammers show up in the middle of grief?In this episode of the iWealth Podcast, Brad Connors and Mega Matt discuss a real and unsettling situation: scammers using obituary posts and social media to exploit families after a loved one passes away. Matt shares a personal story—after posting about his father’s passing, fake accounts began circulating copied obituary content with added donation links. To an untrained eye, it looked real. Same photo. Same message. Just one subtle change directing people to send money somewhere else.It’s a reminder of how quickly bad actors can take advantage of emotional moments online.And this is where digital planning becomes more than just organization—it becomes protection.The challenge is that when families are grieving, the last thing they want to do is monitor social media for scams. But unfortunately, that’s exactly when people are most vulnerable.So what can be done?While there’s no perfect way to prevent situations like this, awareness is a powerful first step. A few practical takeaways from the conversation:Be cautious with public posts that include personal details or imagesIf donations are appropriate, clearly communicate one official sourceMonitor posts and comments closely in the days following an announcementReport fake accounts or scam posts immediatelyThe conversation also raises an important point: people want to help.When someone passes, friends and family often feel a strong desire to do something—bring meals, send support, or give financially. Providing a clear, trusted way to do that can both help your community and reduce confusion that scammers might exploit.At the center of this discussion is a bigger truth:Your digital presence doesn’t end when your life does.Social media, online accounts, and digital identity all continue—and without a plan, they can be misused in ways most families never expect.The takeaway?Digital planning isn’t just about access—it’s about safeguarding your story, your family, and your community when they’re most vulnerable.#iWealth #DigitalAssets #ScamAwareness #EstatePlanning #FinancialPlanning #OnlineSafety #LegacyPlanning #PersonalFinance**iWealth****SUBSCRIBE**Education is first! At iWealth we pride ourselves on helping people make smart decisions when it comes to money. You know how to make money, but do you know how to keep it? Invest it? Manage it so that it works for you? iWealth provides practical thinking tools and structures which will help you achieve your biggest goals and enjoy an unparalleled quality of life.►Please take a moment to comment and let us know what you thought of this video. Want to learn more about how iWealth can help you feel confident about your financial future? Schedule a complementary 30-minute discovery call to get clear on your financial goals, what might be standing in your way, and if iWealth is a good fit for you. Click here to book your call today: [https://go.oncehub.com/BradConnors](https://go.oncehub.com/BradConnors)►For more educational tips and wisdom from iWealth:YouTube: [https://www.youtube.com/user/iWealthTV/videos](https://www.youtube.com/user/iWealthTV/videos)Facebook: [https://www.facebook.com/iWealth4me](https://www.facebook.com/iWealth4me)LinkedIn: [https://www.linkedin.com/in/bradconnors/](https://www.linkedin.com/in/bradconnors/)Podcast: [https://anchor.fm/iwealth](https://anchor.fm/iwealth)Twitter: [https://twitter.com/iWealth4me](https://twitter.com/iWealth4me)Book: [https://fishdontclap.com/#home](https://fishdontclap.com/#home)

  3. Jul 3

    The Overlooked Gap in Your Financial Plan: Digital Assets

    What happens to your digital life when you’re no longer here?In this episode of the iWealth Podcast, Brad Connors and Mega Matt explore a growing—and often overlooked—part of financial planning: digital assets. From email accounts and social media to online banking, crypto wallets, and password access, this is a new layer of complexity that didn’t exist even 10–15 years ago. As financial planning evolves, Brad explains how iWealth’s Plan on Purpose system continues to expand. Originally built to track key areas like family, legal, taxes, and giving, the platform now includes a new “digital assets” gap—because today, your financial life is deeply connected to your digital footprint.The challenge is simple—but serious:Most families don’t have a clear plan for how to access or manage digital accounts if something happens.In the past, families could rely on physical mail to uncover accounts and information. Today, many statements and assets exist only online—protected by passwords, two-factor authentication, and private keys. Without a system in place, important pieces can easily be lost or overlooked.And it’s not just about access—it’s about intention.Do you want your social media accounts to remain as a legacy?Should emails be archived, forwarded, or deleted?Where are passwords stored—and who can access them?What happens to digital investments like cryptocurrency?These are deeply personal decisions, and most people haven’t taken the time to think them through.Brad emphasizes that this isn’t a quick fix. Even a single conversation around digital assets can take hours—and without guidance, many families never have it at all. That’s where thoughtful planning comes in.Some practical steps discussed in the episode:Use a secure password manager that can be shared appropriatelyIdentify a trusted person who knows where key information is storedDocument wishes for social media, email, and digital accountsEnsure someone knows how to access or locate critical informationBecause without a plan, families are left guessing—often during one of the most difficult seasons of life.The takeaway?Your financial plan isn’t complete if your digital life isn’t accounted for.Start the conversation now. It’s one of the most practical—and meaningful—steps you can take to care for the people you love.#iWealth #FinancialPlanning #DigitalAssets #EstatePlanning #PlanOnPurpose #WealthManagement #LegacyPlanning #Crypto #PersonalFinance**iWealth****SUBSCRIBE**Education is first! At iWealth we pride ourselves on helping people make smart decisions when it comes to money. You know how to make money, but do you know how to keep it? Invest it? Manage it so that it works for you? iWealth provides practical thinking tools and structures which will help you achieve your biggest goals and enjoy an unparalleled quality of life.►Please take a moment to comment and let us know what you thought of this video. Want to learn more about how iWealth can help you feel confident about your financial future? Schedule a complementary 30-minute discovery call to get clear on your financial goals, what might be standing in your way, and if iWealth is a good fit for you. Click here to book your call today: [https://go.oncehub.com/BradConnors](https://go.oncehub.com/BradConnors)►For more educational tips and wisdom from iWealth:YouTube: [https://www.youtube.com/user/iWealthTV/videos](https://www.youtube.com/user/iWealthTV/videos)Facebook: [https://www.facebook.com/iWealth4me](https://www.facebook.com/iWealth4me)LinkedIn: [https://www.linkedin.com/in/bradconnors/](https://www.linkedin.com/in/bradconnors/)Podcast: [https://anchor.fm/iwealth](https://anchor.fm/iwealth)Twitter: [https://twitter.com/iWealth4me](https://twitter.com/iWealth4me)Book: [https://fishdontclap.com/#home](https://fishdontclap.com/#home).

  4. Jun 26

    Fish Don’t Clap (Updated Edition): Why Brad Rewrote It + How to Put Purpose Into Action

    If you’ve ever read Fish Don’t Clap and wondered, “This is powerful… but how do I actually apply it?” — this episode is for you. In this conversation, Brad Connors shares why he refreshed and expanded Fish Don’t Clap — even though it was already working. The original parable helped thousands rethink retirement, purpose, and what it really means to “hit your number.” But readers kept asking the same question: How do I put this into practice? The updated edition adds a brand-new implementation chapter that walks through: The traits to look for in a financial advisor The questions to ask before trusting someone with your life savings How to align your money with your purpose What real holistic planning actually looks like Brad also shares the behind-the-scenes story of recording the audiobook, building workshops around the book, and adding a QR code that connects readers to a growing national network of advisors using the Four Days Coming “Plan on Purpose” framework. This episode is for: People approaching retirement who don’t want to lose purpose Readers who loved the book but need practical next steps Anyone searching for a more holistic approach to financial planning If you want your money decisions to reflect your values—and not just a retirement age—this episode explains why the updated Fish Don’t Clap matters right now. #FishDontClap #PurposeDrivenLife #FinancialPlanning #RetirementPlanning #FourDaysComing #PlanOnPurpose #iWealth iWealthSUBSCRIBE Education is first! At iWealth we pride ourselves on helping people make smart decisions when it comes to money. You know how to make money, but do you know how to keep it? Invest it? Manage it so that it works for you? iWealth provides practical thinking tools and structures which will help you achieve your biggest goals and enjoy an unparalleled quality of life. ►Please take a moment to comment and let us know what you thought of this video. Want to learn more about how iWealth can help you feel confident about your financial future? Schedule a complementary 30-minute discovery call to get clear on your financial goals, what might be standing in your way, and if iWealth is a good fit for you. Click here to book your call today: https://go.oncehub.com/BradConnors ►For more educational tips and wisdom from iWealth:YouTube: https://www.youtube.com/user/iWealthTV/videosFacebook: https://www.facebook.com/iWealth4meLinkedIn: https://www.linkedin.com/in/bradconnors/Podcast: https://anchor.fm/iwealthTwitter: https://twitter.com/iWealth4meBook: https://fishdontclap.com/#home.

  5. Jun 19

    Goal-Based Investing: The Fun Side of Smart Financial Planning

    Investing doesn’t have to be just about percentages and performance charts. In this episode, Brad Connors explains why goal-based investing is one of the most practical—and enjoyable—ways to approach your financial life. Instead of obsessing over whether your portfolio returned 2% or 22%, goal-based investing asks a better question: Are you on track for what matters most to you? That could be retirement, yes—but it could also be a wedding fund, a reliable first car for your daughter, a European vacation, a pontoon boat, a 50th anniversary trip, or even a 30-day sabbatical. Brad shares how he started saving early for his daughter’s wedding after watching clients scramble for $20,000–$30,000 expenses. The lesson? If it’s important to you, fund it intentionally. The episode highlights: Why investing tied to specific goals changes your mindset How separating accounts (travel fund, car fund, wedding fund) creates clarity The psychological power of having something meaningful on the horizon Why retirement is just one goal—not the only one When your money aligns with your values, investing becomes motivating instead of stressful. You’re not just building wealth—you’re building experiences, milestones, and freedom. If you want your financial plan to reflect what you actually care about—not just generic benchmarks—this conversation will help you think differently about how you invest. #iWealth #GoalBasedInvesting #FinancialPlanning #WealthBuilding #MoneyWithPurpose #InvestWithIntention #FinancialEducation iWealthSUBSCRIBE Education is first! At iWealth we pride ourselves on helping people make smart decisions when it comes to money. You know how to make money, but do you know how to keep it? Invest it? Manage it so that it works for you? iWealth provides practical thinking tools and structures which will help you achieve your biggest goals and enjoy an unparalleled quality of life. ►Please take a moment to comment and let us know what you thought of this video. Want to learn more about how iWealth can help you feel confident about your financial future? Schedule a complementary 30-minute discovery call to get clear on your financial goals, what might be standing in your way, and if iWealth is a good fit for you. Click here to book your call today: https://go.oncehub.com/BradConnors ►For more educational tips and wisdom from iWealth:YouTube: https://www.youtube.com/user/iWealthTV/videosFacebook: https://www.facebook.com/iWealth4meLinkedIn: https://www.linkedin.com/in/bradconnors/Podcast: https://anchor.fm/iwealthTwitter: https://twitter.com/iWealth4meBook: https://fishdontclap.com/#home.

  6. Jun 12

    Can a High School Freshman Become a Successful Entrepreneur?

    What would you say if a high school freshman told you they wanted to quit school to become a day trader? In this episode of the iWealth Podcast, Brad Connors shares a real conversation he had with a local student who’s already experimenting with trading, running small side hustles, and thinking far beyond his years. The student wasn’t just clicking buttons on a trading app. He had tested strategies with simulated money, invested his own $100, experienced losses, and shown clear entrepreneurial instincts—from selling cookies to flipping energy drinks at school. The question wasn’t whether he was motivated. The question was whether day trading was the right long-term path. Brad breaks down why only a tiny percentage of day traders actually succeed—and why chasing quick gains can distract from building something sustainable. Instead of shutting the student down, the conversation pivoted to something bigger: finding friction in the world and solving it. Entrepreneurship isn’t just about trading stocks. It’s about identifying problems, creating value, and thinking long term. The episode also highlights the importance of finishing school, exploring options thoughtfully, and surrounding young people with mentors who challenge them to think bigger. If you’re a parent, educator, or young entrepreneur, this episode will spark a meaningful conversation about ambition, risk, education, and building something that lasts. #iWealth #Entrepreneurship #DayTrading #YoungEntrepreneur #FinancialEducation #MoneyMindset #Leadership iWealthSUBSCRIBE Education is first! At iWealth we pride ourselves on helping people make smart decisions when it comes to money. You know how to make money, but do you know how to keep it? Invest it? Manage it so that it works for you? iWealth provides practical thinking tools and structures which will help you achieve your biggest goals and enjoy an unparalleled quality of life. ►Please take a moment to comment and let us know what you thought of this video. Want to learn more about how iWealth can help you feel confident about your financial future? Schedule a complementary 30-minute discovery call to get clear on your financial goals, what might be standing in your way, and if iWealth is a good fit for you. Click here to book your call today: https://go.oncehub.com/BradConnors ►For more educational tips and wisdom from iWealth:YouTube: https://www.youtube.com/user/iWealthTV/videosFacebook: https://www.facebook.com/iWealth4meLinkedIn: https://www.linkedin.com/in/bradconnors/Podcast: https://anchor.fm/iwealthTwitter: https://twitter.com/iWealth4meBook: https://fishdontclap.com/#home.

  7. Jun 5

    Can You Really Afford a $400K House? What First-Time Buyers Need to Know

    If you’re looking at a $400,000 house—or even a $300,000 one—this episode is for you. Home prices across the Midwest have climbed steadily, and many first-time buyers are asking the same question: Is it better to keep renting, or is it finally time to buy? In this episode, Brad Connors breaks down the real numbers behind buying a home in today’s market. It’s not just the sticker price. Brad walks through what buyers often overlook: Why you need more than just a 10% down payment How closing costs add thousands to your upfront cash requirement What today’s interest rates actually mean for your monthly payment Why you shouldn’t borrow your down payment from a 401(k) How equity building compares to paying rent For example, on a $300,000 home, you may need $35,000–$36,000 saved before you even walk into the bank. And at current rates, your monthly payment could land around $2,100. Compare that to rent in many metro areas—and the math starts to get interesting. Brad also cautions against rushing in without a savings cushion or buying with a short-term mindset. If you sell six months later, the only guaranteed winners are the fee collectors. This conversation isn’t about timing the housing market. It’s about preparation, leverage, and making sure your decision aligns with your long-term plan. If you’re debating rent vs. buy, this episode will help you think through the numbers clearly—and avoid costly mistakes. #iWealth #HomeBuying #FirstTimeHomeBuyer #RealEstatePlanning #FinancialPlanning #MidwestHousing #WealthEducation iWealthSUBSCRIBE Education is first! At iWealth we pride ourselves on helping people make smart decisions when it comes to money. You know how to make money, but do you know how to keep it? Invest it? Manage it so that it works for you? iWealth provides practical thinking tools and structures which will help you achieve your biggest goals and enjoy an unparalleled quality of life. ►Please take a moment to comment and let us know what you thought of this video. Want to learn more about how iWealth can help you feel confident about your financial future? Schedule a complementary 30-minute discovery call to get clear on your financial goals, what might be standing in your way, and if iWealth is a good fit for you. Click here to book your call today: https://go.oncehub.com/BradConnors ►For more educational tips and wisdom from iWealth:YouTube: https://www.youtube.com/user/iWealthTV/videosFacebook: https://www.facebook.com/iWealth4meLinkedIn: https://www.linkedin.com/in/bradconnors/Podcast: https://anchor.fm/iwealthTwitter: https://twitter.com/iWealth4meBook: https://fishdontclap.com/#home.

  8. May 29

    Are Airline Miles a Trap? The Truth About Credit Card Rewards

    This episode is for anyone who loves the idea of “free” airline miles, cash-back bonuses, and premium travel perks—but wonders if there’s more going on behind the scenes. Brad Connors and Mega Matt break down the psychology and math behind credit card reward programs—and why Brad instinctively cringes when someone says they “need” a specific card for the miles. On the surface, rewards cards can make sense. If you pay your balance off every single month and stay disciplined, there can be perks. But here’s the bigger question: Who really wins this game? Brad explains how major credit card companies like Visa and Mastercard understand behavioral data at a level most consumers never consider. Entire teams analyze spending habits, payment delays, and human psychology to design systems where a percentage of users inevitably carry balances—and pay high interest. The episode explores: Why most people overestimate their ability to “beat the system” How small payment delays can snowball into major debt The role of behavioral psychology in credit marketing When rewards might make sense—and when they don’t Why discipline matters more than perks The analogy? It’s like a casino. You can win—but the building tells you who usually does. If you’re using credit cards for miles, this conversation will challenge you to think deeper about risk, behavior, and whether the rewards are truly worth it. #iWealth #CreditCards #AirlineMiles #PersonalFinance #MoneyMindset #DebtAwareness #FinancialPlanning iWealthSUBSCRIBE Education is first! At iWealth we pride ourselves on helping people make smart decisions when it comes to money. You know how to make money, but do you know how to keep it? Invest it? Manage it so that it works for you? iWealth provides practical thinking tools and structures which will help you achieve your biggest goals and enjoy an unparalleled quality of life. ►Please take a moment to comment and let us know what you thought of this video. Want to learn more about how iWealth can help you feel confident about your financial future? Schedule a complementary 30-minute discovery call to get clear on your financial goals, what might be standing in your way, and if iWealth is a good fit for you. Click here to book your call today: https://go.oncehub.com/BradConnors ►For more educational tips and wisdom from iWealth:YouTube: https://www.youtube.com/user/iWealthTV/videosFacebook: https://www.facebook.com/iWealth4meLinkedIn: https://www.linkedin.com/in/bradconnors/Podcast: https://anchor.fm/iwealthTwitter: https://twitter.com/iWealth4meBook: https://fishdontclap.com/#home.

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iWealth owner Brad Connors shares insights for financial planning, insurance, and investments.

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