Stop Making Bad Insurance Agency Decisions: The Behavioral Science Fix with Gleb Tsipursky

By Craig Pretzinger & Jason Feltman5 min read

Hosts of The Insurance Dudes Podcast — 1,000+ episodes helping insurance agents build elite agencies

Stop Making Bad Insurance Agency Decisions: The Behavioral Science Fix with Gleb Tsipursky

Agency owners make dozens of consequential decisions every week: who to hire, which leads to pursue, how to price, when to invest in a new technology, whether to fire an underperforming producer. Most of those decisions are made with a brain running on cognitive shortcuts that evolved for a world completely unlike the one we're operating in. The result is a pattern of predictable, consistent, expensive mistakes. Gleb Tsipursky, behavioral science expert, CEO of Disaster Avoidance Experts, and self-described "Decision Doctor"—has spent his career mapping those mistakes and building practical tools to override them.

The Science Behind Why Smart Agents Make Bad Decisions

Gleb Tsipursky's entry point into decision science is both academic and urgently practical. He holds advanced degrees in behavioral science and has worked with organizations from Fortune 500 companies to government agencies. But his goal has never been theoretical, he wants to help leaders make better decisions in real time, under real pressure, with real consequences.

The core insight that drives his work is both humbling and clarifying: our brains are not designed for the complex decisions required by modern business. They're designed for pattern recognition, threat avoidance, and social signaling in small tribes. When we're running an insurance agency and making decisions about hiring, technology investments, and market strategy, we're forcing hardware built for the savannah to run software designed for the twenty-first century. The result is predictable: cognitive biases that distort our judgment in systematic, predictable ways.

What Tsipursky brings that most motivational or business content doesn't is specificity. He names the biases, shows you how they manifest in business decisions specifically, and gives you practical techniques to counteract them. The most expensive bias for most agency owners is the status quo bias, the deeply ingrained tendency to stick with what we're doing because it's familiar, even when evidence clearly shows that change would be beneficial. This is why agencies continue to run the same lead sources, use the same sales scripts, and tolerate the same underperforming staff long after objective analysis would dictate a change.

The confirmation bias is equally destructive. Agency owners who have decided that a particular marketing channel works (or doesn't work) will systematically interpret new data in ways that confirm their existing belief, often while sitting on a goldmine of counter-evidence. Building in genuine accountability to objective data, rather than relying on gut interpretation, is one of the highest-leverage changes an agency can make.

Decision Science Tools for Insurance Agency Leaders

Pre-mortem analysis. Before you make a major decision, hiring a new producer, launching a marketing campaign, switching agency management systems, run a pre-mortem. Imagine that six months from now, the decision has failed spectacularly. Now ask: why did it fail? This exercise forces your brain out of the optimistic confirmation bias mode and into a productive adversarial analysis that surfaces risks you would otherwise miss.

Decision journaling. One of Tsipursky's most practical recommendations is keeping a written record of major decisions, including the reasoning at the time and the expected outcomes. Reviewing this journal quarterly is confrontational in the best way, it shows you exactly where your reasoning patterns are reliable and where they're systematically flawed.

Structured input before deciding. Before making any significant hiring, investment, or strategy decision, deliberately seek input from people who disagree with your initial instinct. Not to be persuaded, but to stress-test your reasoning. The cognitive discomfort of doing this is exactly the point, it forces your brain to engage with arguments it would otherwise dismiss.

The 10-10-10 framework. When a decision feels urgent or emotionally charged, pause and ask: how will I feel about this decision in 10 minutes? In 10 months? In 10 years? This time-expanding technique is remarkably effective at cutting through in-the-moment emotional distortion and accessing more considered judgment.

Embrace adaptive innovation. Tsipursky's research shows that organizations that create formal systems for challenging their own assumptions and testing new approaches outperform those that rely on intuition and experience alone. For an insurance agency, this means running small, measurable experiments rather than committing fully to any single strategy before you have evidence that it works.

What This Means for Your Agency

This week, identify one decision you've been avoiding, a hire that's past due, a marketing channel you know you should try, a system upgrade you keep postponing. Run a five-minute pre-mortem on it. Write down three specific ways the decision could go wrong. Then assess whether you have a plan to mitigate each risk. This single exercise will improve the quality of the decision and reduce your resistance to making it.

Then look at your last five significant hires or strategy changes. Were the outcomes what you expected when you made the decision? If not, what did you miss in your reasoning? You don't need to be brutal, you need to be honest. The pattern you find will tell you where your decision-making process has systematic blind spots.

Build in one dissenting voice for your next major agency decision. Who on your team or in your network is most likely to push back thoughtfully on your instincts? Schedule 30 minutes with them before you finalize anything significant.

The Bottom Line

Gleb Tsipursky's work is a reminder that the biggest performance upgrade available to most agency owners isn't a better lead vendor or a flashier website, it's a better decision-making process. The biases costing you money are systematic and predictable. Which means the fixes are too.


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