
In Part Two, Michael Sakraida takes a sledgehammer to Wall Street logic, influencer myths, and risk tolerance surveys—while offering a more human way to talk about money, legacy, and emotional clarity.
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Vince Chen
Hi everyone. Welcome to our show. Chief Change Officer, I'm Vince Chen, your ambitious human host. Our show is a modernist community for change, progressives in organizational and human transformation from around the world. Today I'm chatting with Michael Segreta, the insightful money philosopher and author of the book titled Money, Balance and Joy. Michael dives into the philosophy of financial well being, showing that money alone isn't the golden ticket to happiness. He talks about the need for a balanced ecosystem which includes monetary wealth, time wealth and social wealth, explaining that true fulfillment comes when all three work together. He also takes on Wall street, the financial media and financial influencers, pointing out how they often miss the emotional side of financial planning. From risk tolerance questionnaires that don't account for real life feelings to the misleading advice all over social media, Michael gives a candid and refreshing take. He also shares practical advice on how we can reclaim control of our finances, build meaningful legacy and manage life's financial curveballs with confidence. You use the word control in the media? They don't often use use the word control. Instead they like to use the term financial independence or financial freedom. What's your take on financial independence or freedom? In the last season, episode seven, I had a debate with my friend Gorgon who is building software to help millennials achieve financial independence. Personally, I don't buy into it. I think human nature always keeps us chasing new desires so we are never truly independent. What's your raw take on on financial independence? From a personal perspective?
Michael Segreta
For me, financial independence is where you don't have to work, but you still work because you get a lot out of it. You're not doing for the paycheck, you're doing for the enjoyment. Yes, there happens to be a paycheck that comes along, but if all of a sudden there's a pandemic or you're company goes out of business, or you just for health reasons you can no longer work. You don't have to worry about paying the bills, you don't have to worry about having money to leave have that financial legacy. Independent wealth is both being able to leave a financial legacy but also a non financial legacy. That the non financial legacies is important, if not more important than the financial legacy. To me you die and you have 20,000 left in the bank. To me is not financial independence. That's just being lucky that you didn't outlive your money.
Vince Chen
In another episode. Actually it's episode five in season one. I spoke with another friend, my classmate from Yale, Katie Curry, about how our risk tolerance Changes as we get older, especially when it comes to career moves. We were both risk analysts for financial institutions, so we know it's not an easy concept to understand and to practice. Now, when it comes to personal wealth management, how do you explain risk and tolerance of risk to individuals in a way that's easy to understand and embrace?
Michael Segreta
I think the whole risk tolerance, how that's handled by the wealth management industry is awful. They have a new client, do a risk tolerance questionnaire, just 10 or so questions. Voila. You're conservative, you're moderate, you're aggressive, and that's how we're going to manage your portfolio. That's as much a CYA activity that the compliance wants to do. But they're not explaining what this means. If you're a conservative person, if the market goes down, say 10% or 15% to your investment, your overall worth on paper goes down 10 or 15%, you're going to be more upset, more stressed, maybe even unable to sleep at night than the moderate risk person. But they don't explain, okay, here's what this means for you in terms of achieving your financial goal, your financial legacy that you want to have. I did an analysis on data provided to me by a financial firm that over a 32 year period, if you're that moderate risk person, advisor has to say to you, you're less likely statistically to reach your financial goal. I had clients like this when I worked directly. They were super wealthy, they had generational doubles. For them to be conservative didn't matter. But other clients I had that were in that accumulation phase, being conservative or moderate does matter. The advisor needs to have that conversation in very simple terms. Not financial advisor speak, not behavioral finance speak, but again, about their emotions. You need to then say, are you okay with this? Some people say, yeah, I just want to be conservative. Yeah, I want to be moderate. But others say, no, I'm not. Okay, how am I going to have this type of legacy? Some advisors do this and I got this idea frankly from an advisor and when I first heard it years ago, like, of course you should do this. So what he does is they say, no, okay, here's what we're going to do. We're going to work together. It's not going to happen overnight, but going to get you further out on that, that risk tolerance continuum so that you're going to go from conservative, say to a moderate, and then eventually down too aggressive. Now this is only the client wants to do that. And again with the client understanding this isn't can't snap your fingers and have this change happen overnight. So the other problem with the whole risk tolerance is that it's the questions are taken at a point in time and a point in time with the economy and with the markets. So you're going to have people that oh yeah, I'm aggressive After the market's been up and long bull market creates a lot of aggressive investors. And so now all of a sudden the market goes down even 10, 15% and some of these aggressive people, their whole risk challenge just change, they're flipping out, they're upset, what should I do? I should sell, I should sell everything, dive into the bunker and wait till the bombs stop going off so the advisors know, oh, how's aggressive? I don't need to call him, I don't need to check in on him and if he's having a problem, he'll call me. Sometimes one don't know when they're the fear and greed emotions are kicking in and number two they might be embarrassed to go from yeah, I know I told you I was aggressive and I know my survey said I was aggressive but right now I'm really panicking. And so it's an instrument, the risk tolerant survey. The setting isn't fully being used for the benefit of the clients and also for the benefit of of the advisors.
Vince Chen
This is the last question of the day and I'd like to pick your brain on the rise of financial influencers. As you mentioned financial media before, financial influencers on platforms like Instagram, TikTok and YouTube has sparked a lot of debate regarding the impact on individual investment decisions. On the one hand, they democratize access to financial information, easy to access advice. On the other hand, there are concerns about their qualifications, the accuracy of their information and potential conflicts of interest. For example, some may not have formal financial education or may promote investments for personal gain without adequate disclosure. So here two questions for you. One, in this current landscape, in your views, what are the potential risks for individual making investment and money decisions based on all these easily accessible advice? Second question, what advice, what guidance would you offer to someone looking to navigate the vast amount of financial advice online, especially from those influencers? How can investors, how can everyday people identify and follow advice that is both secure, safe and hopefully and potentially profitable?
Michael Segreta
First of all, with them they should either be licensed and regulated like financial advisors or put out of business is my opinion. The regulators, I don't care what is being regulated, are awful with handling new technology. So all they see is it's this cool technology, social media and these People providing some help. And it's different than a financial advisor who's charging a fee or getting commissions and all. They're just awful with it. But you look at Bitcoin and all that, there's still no regulation on that. It just dropped the ball with that. So if I'm on Instagram and I have these testimonials from people who did my coaching and they saved X amount of money and say, oh, this person, they save an average of 5,000 a year and increase their income by an average of 20,000 a year. And the FTC, which they're doing, knocks on my door, says, oh, we saw this posting. We need to see all this. We need to see who you did, who did this, what each person's result was. And if not, then you get a nice fine from the ftc. No one's doing that with these whatever Internet influencers. So if I have to worry about what I say and get in trouble or I get in trouble, if a financial advisor has to worry about what they say and do and show any conflicts of interest, for example, then I don't get it. I don't get why all these financial influencers are just allowed to do what they do. So that's maybe not an answer you want to hear, but this is serious stuff. This is serious stuff with people's money. This is their livelihood. There's a reason the Balfour guy, whatever, the Wolf of Wall street guy, which was a real live person, was put out of business, that they were stealing money from people. There's a reason advisors and broker dealers have compliance people to make sure that everything is done. An advisor cannot even send out a mass email without compliance, reviewing it, filing it, and when they get audited, going to see, okay, they have to, to see all that. This is my opinion. I don't care if there's some good advice out there. I don't care if there's good intentions out there. All I know is there's a lot of bad actors. There's a lot of stupid people. You talk about the financial media, how you'll read an article and kind of scratch your head. And that the advice in my book, I call some of them the financial media smut club. They just focus on tantalizing things that get you excited but really aren't good advice. And a lot of these people, they don't know what they're writing about. Recent article I read on restaurants with inflation. So the financial writer was talking about how expensive everything is for these restaurants. They have to charge more the Financial reporters that I don't know why that would still be an issue. Because inflation's down. Inflation's not down. The inflation rate is down. And so either that reporter knows that they're lying or that reporter has no clue what they're writing about. I remember there was an article years ago, there's an article in the Wall Street Journal. The author completely missed the point. The article was about, if you have a windfall and you're going to buy bonds, what do you buy? It's all corporate bonds, treasuries. I called up the writer of the article. I didn't care. That person wrote for the Wall Street Journal. They didn't intimidate me. They probably went to a better college than I did. I don't care. And I said, okay, if this person has this huge windfall now, do you think that would probably make guarantee that they're in the top tax bracket? Yeah, of course, Duh. I said, then why wouldn't you talk about municipal bonds? It was dead silence because he knew exactly what I was talking about and just completely missed it. I was in my early 20s at the time. It just showed me how many times they get it wrong in the financial media. So they have to get oriented, that they have to have greater self awareness and what's important to them. Most people need to have that orientation, that increase in self awareness. And one of the things I say in there is, okay, if your candidate advisor isn't asking these three main questions, you should ask them, tell them to ask these questions. So the first is really understand the source of your wealth and how does that affect you emotionally? You have the wealth because you made a business, sold a business, and now you're worrying, I can't screw it up because I don't have another business to sell with it. Did you inherit money? Grandma started a business on the kitchen table and you inherited that money. That comes with a lot of responsibility. I can't waste or do stupid things with grandma's money because she didn't do stupid things. I got to honor her. There's that pressure. So there's all different scenarios affect you from an emotional standpoint. I've had financial advisors yell at me, what does that question have anything to do with me putting a financial plan together? By the very fact you ask that question, you might want to rethink what real value you add to your client. The second question is, what are your financial goals and non financial goals? What kind of legacy do you want to leave financially? Non financially. The kids being involved in the community, being involved with your church, want to sail around the world or participate in the Bermuda race? A friend of mine recently did the pilgrimage in Spain, so that took years for him to be able to do that. The third question is what's been your experience with Wall Street? Is it good? Is it bad? Have you felt ripped off? Have you felt talked down to clueless again? The emotion, like you said before, hey Mike, talk about your past because that shapes who you are today. So all those three questions and doing the work, the answering and really the self awareness from that tells you where you're at today. And that's going to help you make the changes. Go on the plan now. One of the other things, the greatest mistake people make with investing and this comes into play with risk tolerance, is they look at their investments as just a jumble of money and stocks, bonds, whatever they don't look at as an extension of their values, who they are, their hopes, their dreams. And there's studies, I know at least one academic study on this and I'm sure there's others that the more you view your investments as an extension of you and your values or your faith or both, the less likely you're going to fall for the fear and greed emotions that we talked about wanting to increase your risk at the top of the market where you have the greatest chance of the market to go down. And that fear after the market goes down, you sell where you have the greatest odds when you have the greatest odds of the market going back up. Financial professionals make this all for the same fear and greed. So don't think I'm talking down to the non financial professionals listening. Many advisor, many CEO of a bank or CEO insurance company. What have you fallen for? Fear and greed. If not, you wouldn't have had all these companies that had to be bailed out during the Great Recession. You wouldn't have had all these brokerage firms or investment banking firms that went out of business because of that. You look at it those kind of three key things. So anything based on emotions is not a do it yourself project. It's not this quick thing that I could do an Instagram post and it was so goody. Like some of these financial influencers and that's why honestly I had to write the book was to help these people start this journey and then get them to the point where they're able to take that next step in the journey.
Vince Chen
Thank you so much for joining us today. If you like what you heard, don't forget, subscribe to our show. Leave us top rated reviews. Check out our website and follow me on social media. I'm Vince Chen, your ambitious human host. Until next time, take care.
Podcast Summary: Chief Change Officer
Episode: #367 Michael Segreta: Money, Media, and the Myths That Keep Us Stuck—Part Two
Release Date: May 13, 2025
Host: Vince Chan
In episode #367 of Chief Change Officer, host Vince Chen engages in a profound conversation with Michael Segreta, a renowned money philosopher and author of Money, Balance and Joy. This episode delves deep into the intricate relationship between money, media, and the pervasive myths that often hinder personal and financial growth. Michael brings a wealth of experience and candid insights, challenging conventional financial wisdom and offering a fresh perspective on achieving true financial well-being.
One of the core topics discussed is the true essence of financial independence. Vince introduces the conversation by questioning the commonly touted notion of financial freedom, highlighting a previous debate Michael had with a friend who builds software for millennials seeking financial independence.
Notable Quote:
Vince Chen [00:12]: "What's your raw take on financial independence? From a personal perspective?"
Michael responds by reimagining financial independence not as the absence of work but as the freedom to choose work that brings joy, rather than merely a paycheck.
Michael Segreta [03:34]: "For me, financial independence is where you don't have to work, but you still work because you get a lot out of it. You're not doing it for the paycheck, you're doing it for the enjoyment."
He emphasizes that true financial independence encompasses both financial and non-financial legacies, arguing that merely having sufficient funds without meaningful legacy-building is a superficial form of independence.
The discussion then shifts to the effectiveness of risk tolerance questionnaires used in wealth management. Michael shares his skepticism about their current application within the industry.
Notable Quote:
Michael Segreta [05:27]: "I think the whole risk tolerance, how that's handled by the wealth management industry is awful."
He critiques the simplistic categorization of clients into conservative, moderate, or aggressive investors based on limited questionnaires. Michael argues that these assessments fail to account for the emotional and practical implications of investment decisions, often leading to misaligned financial strategies that do not support long-term goals.
Michael Segreta [05:27]: "If you're a conservative person, if the market goes down, say 10% or 15%, you're going to be more upset, more stressed... but they don't explain what this means for you in terms of achieving your financial goal, your financial legacy that you want to have."
Michael advocates for a more nuanced approach that incorporates clients' emotional responses and personal financial narratives, enabling advisors to tailor strategies that align with individual legacies and goals.
Vince introduces a pressing issue: the surge of financial influencers on social media platforms like Instagram, TikTok, and YouTube. He raises concerns about the reliability and qualifications of these influencers, questioning the potential dangers they pose to individual investors.
Notable Quote:
Vince Chen [10:10]: "What are the potential risks for individuals making investment and money decisions based on all these easily accessible advice?"
Michael responds with a critical analysis of the lack of regulation governing these influencers, highlighting the potential for misinformation and unethical practices.
Michael Segreta [12:02]: "First of all, with them they should either be licensed and regulated like financial advisors or put out of business in my opinion."
He underscores the dangers of unregulated advice, pointing out that unlike traditional financial advisors who undergo compliance checks, many influencers operate without oversight, leading to a proliferation of unreliable or harmful financial guidance.
Michael doesn't just critique the existing landscape; he also provides actionable advice for listeners seeking to navigate the overwhelming amount of financial information available online.
Notable Quote:
Michael Segreta [12:02]: "Most people need to have that orientation, that increase in self-awareness."
He suggests that individuals cultivate self-awareness regarding their financial values and goals, advocating for a personalized approach to financial planning that transcends generic advice. Michael proposes three essential questions individuals should ask prospective financial advisors to ensure alignment with their personal circumstances and emotional needs:
By addressing these areas, individuals can better identify advisors who genuinely understand and support their unique financial journeys.
A significant portion of the conversation emphasizes the importance of viewing investments as extensions of personal values and emotions. Michael argues that aligning investments with one's values can mitigate the inherent fear and greed that often disrupt rational financial decision-making.
Notable Quote:
Michael Segreta [12:02]: "If your candidate advisor isn't asking these three main questions, you should ask them, tell them to ask these questions."
He references academic studies supporting the notion that emotionally aligned investments lead to more stable and resilient financial behaviors, reducing the likelihood of panic-driven decisions during market fluctuations.
Vince wraps up the episode by thanking Michael for his insightful contributions. The conversation not only challenges listeners to reconsider their financial beliefs but also empowers them with strategies to make informed and emotionally intelligent financial decisions. Michael Segreta's perspectives serve as a valuable guide for individuals striving to achieve a balanced and meaningful financial life.
Episode #367 of Chief Change Officer offers a thought-provoking examination of the intricate dynamics between money, media, and personal growth. Michael Segreta's expertise provides listeners with a deeper understanding of financial well-being, urging them to seek meaningful and emotionally aligned financial practices. This episode is a must-listen for anyone looking to outgrow themselves and achieve a balanced approach to wealth and legacy.
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