Standard Deviations with Dr. Daniel Crosby

Latest Episodes:

Dr. Daniel Crosby - The Psychology of Sports Betting and Investing: How Gambling Culture Reshapes Retail Investor Behavior and What Advisors Should Do About It Oct 08, 2026

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What did Betterment’s 2026 Retail Investor Survey uncover about Gen Z investors and sports betting and why is this finding so significant?
Do Gen Z’s financial prospects look more promising than Gen X and the millennials, according to the data? Are they more or less likely to contribute to workplace retirement programs?
Why is the dopamine hit of sports betting, and similar “financial entertainment,” so psychologically powerful? Also, why are variable reward schedules such strong reinforcers of behavior?
How do the psychological principles of recency bias, near-miss effects, social proof and loss chasing reinforce the addictiveness of gambling?
What are the important distinctions between an investor, a trader, a speculator and a gambler? What are the different questions each of these individuals are asking?
Why is the gamification of investing so detrimental to investor performance?
What are some effective ways advisors can start a healthy discourse around risky investment behaviors, like sports betting or day trading?

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These show notes may contain links to third-party websites. Any links to such third-party websites are provided solely as a convenience to you and not as an endorsement by Orion of the content on such third-party websites, or any affiliation or association with its operators. Orion is not responsible for the content of linked third-party websites, including, without limitation, any link contained in a linked website, or any changes or updates to a linked website, and do not make any representations regarding the information, services, products or accuracy of any material contained on such third-party websites.

Compliance Code: 2501-U-26243

Ryan Eisenman - Making Private Markets More Accessible Oct 01, 2026

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What did Ryan see about the way people were managing private investments that made him think his company Arch needed to exist?
How does Ryan think the constant feedback and news around public markets affects investors and can the relative quiet of private markets give us a different experience from a behavioral perspective?
What can the longer time horizon of private markets teach us about patience, conviction, how to invest and delayed gratification?
For investors who rely exclusively on public markets, what sorts of exposure might they be missing from their portfolio? What role should private markets play in filling these potential gaps in exposure?
What are Ryan’s thoughts around who should have access to private markets?
What role can tech play in making private market investing more equitable?
Does the Arch diligence tool ever tell investors to run far away from certain investments?
Should the technique used to vet private companies differ in a meaningful way from the way investors and advisors vet public companies?
Do some of the constraints around investing in private companies (e.g. the project just beginning to break ground) lead to more optimal or suboptimal investor behavior?
What is Ryan’s prediction for the future of private markets?
What is something that someone has done for Ryan, or something that he has experienced, that has fundamentally changed how he thinks about showing up for the people around him?

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Compliance Code: 2522-U-26243

John Crawford IV - The Case for Value and Dividend Investing: Building Wealth, Income and Resilience Sep 24, 2026

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What is one thing that the investment community has made more complicated than it needs to be, in John’s opinion?
How does an oldschool, value and dividend focused shop like John’s get folks interested in this style of investing that is so well supported but seems to almost be forgotten in the present day?
Has John found that when clients have an income element to their portfolio, they are more settled and more able to stay the course?
How does Crawford Investment Counsel think about risk reduction in a portfolio, both behaviorally and otherwise?
Does John look at things like beta, or is he looking exclusively at absolutely fundamental things in terms of the quality of the company?
Where in a company’s lifecycles does Crawford Investment Counsel look and why do they believe this is a source of potential alpha?
How does Crawford Investment Counsel ensure that they never stray from their first principles in difficult times?
What in particular has John done to raise gentle, kind and grateful children in a world where children of means can sometimes act entitled?
If John was approached by a 30 year old investor today, and they were asking for one piece of personal financial advice, what would he tell them?

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Compliance Code: 2521-U-26243

Matt Halloran - Shut Up and Listen Sep 17, 2026

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If Matt could take one lesson from his former life as a therapist and impart it to all the advisors that he serves, what would that lesson be?
What compelled Matt to write his new book, Shut the F Up and Listen, and why did he think this message was particularly important in this moment we are in?
The impulse to listen in order to respond, or to listen in order to solve a problem, is a really human impulse. How can we move beyond this and begin listening just for the sake of listening?
What does it look like when one enters a conversation with intent and how does that look different from more opportunistic forms of listening?
How can advisors best read what’s not being said in the room, through body language or otherwise, while remaining sensitive?
How would Matt advise advisors to think about creating the optimal conditions for psychological safety in their offices?
Is there ever a time that advisors should be more directive with their clients?

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Compliance Code: 2499-U-26243

Jay Mooreland - The Emotional Investor: Behavioral Finance, Investor Psychology & Making Better Decisions in Market Downturns Sep 10, 2026

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Where’s the current interest and momentum in Behavioral Finance and where does Jay see it going next?
Why are investors so bad at affective forecasting (i.e. imagining how they’ll actually behave during a major market downturn)?
How can we get investors and advisors to “buy an umbrella when the sun is shining?”
Why does taking action during market downturns feel so right and what practically can we do, as financial advisors, to try and keep people from taking action?
Are there any ways that Jay thinks AI and technology may help us make better decisions going forward, or does he think it's all bad news?
What does success look like, from a behavioral perspective, if we are never going to rid ourselves of emotion?

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Compliance Code: 2443-U-26233

Dr. Daniel Crosby - The Psychology of Wealth Transfer and Why Inheriting Wealth Changes More Than Just a Balance Sheet Sep 03, 2026

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Why do we need to begin to think about wealth in more qualitative terms with the upcoming Great Wealth Transfer?
How can we better prepare heirs to understand their newfound relationship with wealth?
Why does successful, multi-generational wealth preservation depend on more than investment performance? According to studies, what factors are key for the preservation of wealth across generations?
What are the four invisible inheritances that accompany the inheritance of wealth?
What is behavioral capital, and why do we inherit this long before we inherit financial capital?
What is relational capital, and why is this a form of invisible inheritance?
What are some of the crucial psychological differences between earned wealth and received wealth?

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Compliance Code: 2442-U-26233

Alex Edmans - The Madness of Markets Aug 27, 2026

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If markets are as mad as Alex and Dr. Crosby suggest, why do we still see that most active managers have such a difficult time trying to beat markets?
When Alex tells stories about how sporting events or the weather might move the market, is there any signal there for the average investor or is he simply making a broader point about how our emotions may color the way we think about markets?
Alex subdivides our behaviorally biased reactions to markets into overreaction, underreaction and misreaction. What do each of these look like practically for investors?
Is wokeness the reason the market keeps ignoring evidence for important behavioral data, like employee satisfaction?
What is Alex’s take on AI and where does he think we are on the spectrum between true revolution and mania?
Is there a behavior that looks like discipline, but is really just bias wearing a better suit?
If someone was to use Alex’s upcoming book as a mirror into their own behavior, what is one practical thing that they could do to better understand themselves and do a self-audit?

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Compliance Code: 2336-U-26223

Adam Cockerham - Your Money and Your Mind Aug 20, 2026

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Does Adam believe that most people have a money problem, or a meaning problem that money simply reveals?
What are some signs that someone is trying to solve a meaning problem with money and what would Adam counsel them to do instead if they saw this in themselves?
How does Adam define financial freedom in a more nuanced way than the layman’s concept of financial freedom?
What is some evidence that money has moved from a servant role to a master role in someone’s life, and what would Adam have them do to right that ship?
Where does the scarcity mindset come from for wealthy individuals, and what does Adam think should be done about it?
How does Adam counsel people to make positive social comparisons when it is so easy to feel bad about ourselves in the era of social media?
For people looking to loosen attachment, what are the practical means by which they can bring that about?
How can contemplating our own mortality make us better investors and better stewards of our wealth?

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Compliance Code: 2335-U-26223

Kendra Wright - The Marketing Mistakes Holding Financial Advisors Back (And How to Fix Them) Aug 13, 2026

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What is the biggest lie advisors tell themselves about why their growth may be stagnating or slower than they might like?
What would Kendra say to advisors who are casting a really wide net about why they should drill down and create a more bespoke marketing funnel?
When Kendra is looking at an advisor’s social media channels, what are some signs that their approach is effective and what are some signs that they may be missing the mark?
Why is effective marketing just as much about repelling the clients you don’t want as it is about attracting the clients you do want?
Why is it so scary to deviate from the herd and why do otherwise smart people tend to gravitate towards what seems safe and commonplace?
Are there some groups that are routinely overlooked and underserved by advisors?
Does Kendra hear pieces of conventional wisdom, around marketing, passed around the advisory community that make her cringe?
What’s the difference between social marketing that might appeal to vanity metrics, like follows, versus the kind that’s driving real revenue?
What’s the relationship and what’s the tension between strategy and tactics?
In their marketing efforts, how can advisors appeal to this behavior layer of making people feel safe and let them get to know them?
For advisors just getting started, what’s the first step for them to build a successful firm and a successful life?

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Compliance Code: 2268-U-26215

Christopher Norton - Financial Advisor Marketing: How to Build an Authentic Brand That Attracts the Right Clients Aug 06, 2026

Show notes

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What does the financial services industry get wrong about the role marketing and sales should play in an organization? How does Potomac approach marketing differently than other firms?
If Christopher had to distill his marketing ethos down to 2-3 principles, what would those be?
Why does Christopher believe that it is just as important to repel people as it is to attract them with your brand? Why is this brand authenticity so important?
How can you turn your personal passions into a compelling story and draw for your brand?
What is the real reason so many advisors shy away from content creation? The ostensible answer is that they are too busy, but is there often a deeper reason?
How would Christopher encourage brands to be authentic, but to do so in a way that appears natural and not too overt or forced?
If an advisor has very little brand recognition and wants to change this, what are one or two things that they can do and one or two things that they should ignore while trying to grow their brand?

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Compliance Code: 2085-U-26196

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Standard Deviations with Dr. Daniel Crosby

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