Jay Mooreland tells his advisory clients, in writing, months before a downturn ever arrives, that if the market falls further he will be buying โ not selling.
Most advisers try to talk a client out of panic once it starts. Mooreland pre-loads the decision before the market ever turns, so there is nothing left for panic to decide.
"AI will generally tell you what you want to hear."
Mooreland has advised clients since 1999, founded The Behavioral Finance Network to train other advisers on investor psychology, and written two books on investor bias, most recently The Emotional Investor.
I listened to the full interview so you can skip it. 35 minutes of audio, 12 minutes of reading.
Here are the 7 principles that matter.
๐ค Guest: Jay Mooreland, a CFP, behavioral economist and investment adviser who has advised clients since 1999 and founded The Behavioral Finance Network
๐๏ธ Host: Dr. Daniel Crosby, Chief Behavioral Officer at Orion Advisor Solutions and author of The Soul of Wealth
๐ฐ Published: 10 September 2026
๐ด YouTube | ๐ฃ Apple Podcasts | ๐ Show notes | โฑ๏ธ 35 min | โ
Time saved: 23 min
Key Takeaways
Behavioral finance interest has cooled because nothing has tested investors' patience in years
The COVID crash and the 2022 bear market were both too short to wear anyone down
People can't predict their own fear, even the second time around
He went skydiving twice, years apart, and froze the same way both times
A 30% loss sounds abstract until it's stated as a dollar figure
"$700,000 is brutal" lands differently than "30% down"
He primes clients to buy before a crash so the amygdala has nothing left to decide
The instruction goes out by email before the drop, never during it
A behaviorally optimal portfolio beats a spreadsheet-optimal one
He deliberately lets anxious clients de-risk by a couple of percent, just to scratch the itch
AI has a pleasing bias that makes it dangerous for investment decisions on its own
Challenged twice, it folded both times and admitted its own answer didn't hold up
1. Nobody Has Been Tested
Daniel Crosby opened by asking Mooreland, a fellow behavioral economist and CFP who has spent more than two decades studying investor psychology, where interest in the field stands after years of rising markets.
Mooreland said interest in investor psychology is real but currently cold, because nothing has forced it to matter. "There seems to be definitely interest in the psychology of the human investor," but the COVID crash and the 2022 bear market were both "relatively short-lived" next to the multi-year declines of 2000 and 2008โ2009
The COVID crash barely counted as a test, in his telling, because it was over before it could wear anyone down. People also had the virus, homeschooling and toilet-paper shortages competing for their attention, so the market was "one thing among many" rather than the only thing
His read on why a long downturn is different: patience decays past about a year. "Once you get past a year, people get tired and the evidence just keeps building that gee, maybe my strategy isn't right anymore. Maybe this time really is different"
Crosby's own read is more mixed. He said the scope of behavioral finance has widened under the calm โ his own recent book, The Soul of Wealth, broadened the field beyond bias correction into the psychology of decumulation, accumulation and well-being โ but that years of good returns have also left people "forgetting some of the fundamentals"
Both agreed the advisers preparing now will be ahead when a real downturn finally lands. Mooreland's framing: those who build the behavioral systems today "will already have their systems in place," while advisers riding the bull market without them will be caught starting from zero
2. Why Fear Surprises Twice
Crosby introduced affective forecasting โ the well-documented inability to predict how a future event will actually feel โ and asked why investors are so bad at imagining their own reaction to a crash.
Mooreland's explanation is that memory keeps the fact of an emotion and drops its intensity. Fear from years ago gets remembered as something that happened, not as something felt โ the sharpness of it doesn't survive
He illustrated it with skydiving, done twice, years apart. The first jump, at 12,000 feet, went as expected: "pure fear went through me." He almost backed out at the door but went through rather than look afraid in front of the group
The second jump was the real data point. He assumed the fear would be gone because he already knew what to expect. It wasn't: "As soon as that door opened again and that wind came in and the noise, I mean, I went in the same state. I couldn't even move." His guide had to prompt him toward the door
The mechanism he draws from it applies to markets as much as skydiving. Because investors don't sit with real fear or real euphoria daily, "it shocks our system" when either arrives, and the brain's response is the same regardless of direction: "do something."
3. Dollars Beat Percentages
Mooreland walked through why risk questionnaires routinely mislead advisers, using a client conversation built around salience โ the concept, Crosby noted, of how vividly an idea registers.
A risk profiler that quotes a 12% average return and a possible 35% drawdown gets approved, because the upside is what registers. Clients circle the aggressive option "because they're just looking at that 12%" โ the 35% figure doesn't produce a felt reaction until it is translated into money
His fix is to replace the percentage with the client's own dollar amount before the fact, not after it. He shows clients what a real downturn, benchmarked to the global financial crisis, would have done to their specific balance, because "a lot of times we talk in percentages and people need to see the dollar amount"
He quoted the reaction it produces. "Oh, you mean 30% means $680,000 down? You mean it's going to be this value? Oh, no. I can't take that. It better not get that low." Clients who circled the aggressive option on paper often retract it once the number is theirs
Crosby extended the point with his own example. A $2 million portfolio down 30% "sounds kind of safe and sterile" as a percentage; stated as a dollar figure it is a different sentence: "$700,000 is brutal." He compared it to eight years of income at a typical first job
The payoff, in Mooreland's view, is timing. Surfacing the real number before the market moves lets an adviser have the "I would totally freak out" conversation on a calm day, instead of finding it out for the first time during a crash
4. Priming Clients To Buy
Crosby asked why taking action in a downturn feels so good, and what an adviser can actually do to counteract it. Mooreland traced the urge to the amygdala and described the specific email habit he has run with clients for years.
The urge to act is a survival reflex, not a reasoning failure. Mooreland recounted a conference where a psychologist in the audience corrected his framing afterward: the amygdala isn't only a fear center. "It's also the gas pedal." It exists to push the body toward action
A risk questionnaire measures tolerance in the abstract; the amygdala answers a different question during a real drop. When markets are down 20โ25%, Mooreland said, the brain's actual message is "things are about to get a lot worse. You might as well get to some safety now"
His counter is to tell clients what the plan is before there's anything to decide. In routine client emails, once a pullback hits roughly 10%, he writes that if the market falls "significantly more," he will be buying high-quality assets on sale โ without naming a specific percentage trigger
The point isn't the trigger; it's training the reflex in advance. "The bottom line is not so much whether they buy, it's that we have told the mind that selling is not the option. If we're going to do something, we're going to buy." He said the approach carried clients through the COVID panic without a single sell order, even on the occasions markets reversed after only a 12โ13% dip
Crosby cited research spanning 19 countries backing the same conclusion: in a downturn, not acting is consistently the better course, even though acting feels far better in the moment
5. Behavioral Beats Spreadsheet
Crosby raised Josh Brown's practice of keeping a "punch list" of great companies he wanted to own but not at any price โ a reframe that turns a downturn into a shopping list rather than a threat. Mooreland tied it to his own tactic for clients whose emotions can't be argued down.
For clients who are simply too emotional to hold the full position, Mooreland proactively takes a small amount of risk off the table โ on purpose, before they ask. "I also suggest that they take a proactive measure to maybe take a few equities off of the table, a couple of percent because it scratches the itch for them"
He's explicit that this isn't the mathematically ideal move. Moving 3โ4% from risky equities into bonds or conservative holdings is "not optimal" on a spreadsheet, in his own words, but it keeps a client invested in the other 96โ97%, which is the actual goal
Crosby named the distinction directly: spreadsheet optimal versus behavioral optimal. Spreadsheet optimal "is going to be pretty aggressive all the time" because stocks mostly rise; behavioral optimal is whatever keeps a real person from abandoning the plan
His own example was paying off his mortgage at a 2.5% rate. "No spreadsheet in the world would tell you to do that," he said, and he estimated it cost him money against holding the rate and investing the difference โ but it gave him the peace of mind to make better decisions with the rest of his money
The trade Crosby drew from it applies directly to the equity example: giving up 3 to 5% of risk assets to prevent a client from dumping 100% of them, "that's an awesome tradeoff"
6. AI Tells You What You Want
Crosby asked Mooreland for a balanced take on AI's role in investment decisions. Mooreland separated what he thinks AI does well from what he called its most dangerous failure mode.
AI is genuinely useful for synthesis, including synthesizing disagreement. Mooreland's example: feed a research piece into an AI agent, then ask it to "find me a couple of research pieces that is that says the opposite of this" โ a direct counter to confirmation bias, if the investor asks for it
The failure mode is that AI tends not to push back. "AI will generally tell you what you want to hear," Mooreland said, calling it the technology's biggest downfall for decision-making specifically, as distinct from research
He tested it on himself, twice. In one exchange, he asked how much of an impressive-sounding behavioral finance answer depended on what he had personally told the AI over months of use; it told him the answer was entirely dependent on his own prior input, and would have "changed materially" for a different person
In a second exchange it reversed itself on request rather than defending a claim. When he challenged a connection it had drawn between two ideas, it backed down instantly: "Oh, yeah. You're right. There is no link."
He contrasted that with what a human adviser is for. "If a client comes up with a really bad idea, the adviser will at least push back whereas the AI agent is more likely to take their side." He added that AI also lacks the nonverbal empathy that makes hard client conversations land
Crosby connected the pattern to motivated reasoning โ his own example being the instinct to step off a bathroom scale happily at a good number and step back on to check a bad one โ and said a minority of people push back when an AI's answer flatters them, which is what makes the pleasing bias dangerous rather than harmless
7. What Success Looks Like
Crosby closed by asking what success looks like from a behavioral standpoint, given that Mooreland's own writing says investors will never stop being emotional.
His answer starts with self-knowledge rather than self-control. He named his own tendency to react hastily in certain situations and said simply naming it to himself in the moment โ "Jay, this is one of those situations where you tend to get a little bit overheated" โ reduces the reaction
On the portfolio side, success is the portfolio a client can actually hold, not the one that maximizes return. "Optimal portfolio for any investor is the portfolio that they can actually stick with through all market cycles and not try to time up and down"
On the behavioral side, his advice for anyone highly sensitive to market swings is blunt: stop watching. He said his own clients who track the market closely don't get better returns than those who don't โ they just carry more stress. His analogy: "I don't like the feeling of punching myself in the face, but I do it every single day"
He grounded the advice in his research on willpower for The Soul of Wealth's companion material, finding it comes down to two habits: making the right behavior easy and the wrong behavior hard. Gym-goers who succeed lay out their clothes the night before and choose a nearby gym over the best one; successful dieters don't bring the trigger food into the house
The same logic applies to market-watching itself. Someone glued to every tick of financial news, in his framing, is "playing the game on hard mode" โ voluntarily making the wrong behavior easy and the right one hard
Bonus Insights
The two hosts had already had this conversation once, informally, over "dirty sodas" during a visit in Utah โ Crosby opened by referencing it before the formal interview began, then corrected himself that they hadn't actually shared one drink so much as each ordered their own
Mooreland's second AI example came from an entirely non-financial conversation, which is part of why he trusts it. He was developing an unrelated idea with the AI agent when it invented a connection to something he'd said previously; catching the AI fabricating a link in a low-stakes context is what convinced him the pattern would show up in a financial one too
Mooreland's bottom line is that emotion in investing can't be trained away, only planned around โ and the plan works best when it's written down before the fear arrives, not argued about after it does.
Products, Companies & Tools Mentioned
ChatGPT (The AI agent Mooreland uses to synthesize research โ and the one he caught fabricating a connection and backing down when challenged)
The Behavioral Finance Network (Mooreland's organization, which trains advisers to apply behavioral finance and coach clients through bias)
Books & Resources Mentioned
The Emotional Investor โ Jay Mooreland (His book on investor bias, and the site he points listeners to for free behavioral-finance tools and coaching resources)
Investment Illusions โ Jay Mooreland (His second book, on the illusions that sabotage investment decisions, named by Crosby in the introduction)
The Soul of Wealth โ Daniel Crosby (Crosby's most recent book, which he says widened behavioral finance's scope beyond bias correction)
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