Thinking in Bets + A.I.

David Baer
4 min readJun 28, 2023

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Photo by Michał Parzuchowski on Unsplash

Today, let’s explore the art of decision-making under uncertainty with “Thinking in Bets: Making Smarter Decisions When You Don’t Have All the Facts” by Annie Duke. As we unravel the key lessons from this classic, we’ll also reveal how artificial intelligence, particularly ChatGPT, can be an invaluable tool in implementing and enhancing these concepts within your business.

Business Wisdom from a Poker Table

Imagine sitting at a high-stakes poker table — your decision-making abilities tested at every turn. This is where Annie Duke found herself before becoming a renowned decision strategist. In “Thinking in Bets,” Duke uses her experiences as a professional poker player to deliver fundamental insights about decision-making that any entrepreneur can leverage.

Firstly, the book addresses the fact that our decisions often hinge on factors we can’t control — or even know. Duke calls this ‘Resulting,’ the human tendency to judge decisions based on outcomes, not the quality of the decision at the time. In the business world, this means understanding that great decisions may sometimes lead to unfavorable outcomes due to unforeseen circumstances.

Secondly, Duke emphasizes the importance of thinking probabilistically. This is about acknowledging the inherent uncertainty of each decision and assigning a probability to each potential outcome. Instead of seeing decisions as binary — right or wrong — Duke urges us to consider the ‘bet’ we’re making with each choice.

Lastly, the book advocates for ‘truth-seeking groups’ — teams that constructively challenge each other’s beliefs to arrive at the best decisions. This idea transcends poker and business, proving useful in every aspect of life.

Impact on Business Success

The insights from Duke’s book are particularly relevant in the business world, where decisions are routinely made amidst uncertainty. When leaders recognize ‘Resulting’ and consciously try to separate outcomes from decision quality, they can lead with greater confidence. It promotes a culture of learning from mistakes and encourages risk-taking, both vital for business innovation and growth.

Thinking in probabilities also has a profound impact on business strategy. By moving away from binary thinking, businesses can plan for multiple potential outcomes and be better prepared for whatever the market throws at them. It enables more calculated risks and allows companies to pivot more effectively when things don’t go as planned.

Lastly, the concept of truth-seeking groups can revolutionize teamwork within a business. When teams are open to challenging each other’s ideas constructively, it leads to more robust strategies and mitigates the risk of ‘groupthink.’ It fosters a culture of continuous learning and improvement.

Using ChatGPT to Harness the Power of Decision Making

ChatGPT can serve as a valuable ally in the pursuit of better decision-making. Firstly, it can help mitigate the risk of ‘Resulting.’ ChatGPT can analyze a business decision and its potential outcomes independent of their results, allowing leaders to evaluate the decision quality without bias.

Secondly, ChatGPT can assist in thinking probabilistically. By processing vast amounts of data, it can help assign probabilities to different outcomes, providing a more nuanced understanding of business decisions. ChatGPT can help model scenarios and assess the potential impact of each one.

Furthermore, ChatGPT can simulate a ‘truth-seeking group.’ It can provide alternate perspectives, challenge ideas, and propose novel solutions. By leveraging AI in this way, businesses can benefit from the diversity of thought without the challenges of group dynamics.

Accelerate Better Decision Making with ChatGPT

Not only can ChatGPT help you incorporate the wisdom from “Thinking in Bets,” but it can do so quickly. Its ability to instantly process and analyze large amounts of data can dramatically speed up the decision-making process. It can provide quick feedback on decisions, helping leaders adjust course more rapidly.

ChatGPT can also accelerate the shift towards probabilistic thinking. By quickly analyzing various scenarios, it reduces the time spent estimating the likelihood of each outcome. This saves time for strategic planning and execution.

Additionally, ChatGPT’s ability to simulate a truth-seeking group on-demand allows for instantaneous feedback. This means decisions can be tested and improved upon in real time, increasing the pace of innovation within your business.

Economic Benefits of Deploying ChatGPT

Besides speeding up the decision-making process, ChatGPT can also make it more economical. By providing an objective assessment of decisions, it can help prevent costly mistakes that stem from ‘Resulting.’

Moreover, the probabilistic analysis provided by ChatGPT can help businesses avoid costly pivots by preparing for multiple potential outcomes. By being better prepared for different scenarios, businesses can save resources that would otherwise be spent on emergency responses.

Finally, the simulated ‘truth-seeking group’ can provide the benefits of diverse perspectives without the expense of maintaining a large, diverse team. This not only saves on operational costs but also ensures that valuable ideas aren’t missed due to groupthink or interpersonal dynamics.

Prompts: Implementing the Wisdom

Here are 10 prompts to help you delve deeper into the concepts from “Thinking in Bets” and apply them in your business context:

  1. “Help me evaluate this business decision without considering the outcome.”
  2. “What are some potential outcomes for this business decision?”
  3. “Assign probabilities to these potential outcomes.”
  4. “Generate a list of arguments against this business decision.”
  5. “Show me some alternative solutions to this problem.”
  6. “Analyze the potential risks of this business decision.”
  7. “Help me create a contingency plan for this decision.”
  8. “Provide me with different perspectives on this issue.”
  9. “What are some lessons learned from similar past business decisions?”
  10. “How can I promote a culture of constructive dissent in my team?”

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And if you’d like to explore how your business can leverage A.I. to address needs, solve problems, and access opportunities… come visit us at AICoterie.com to learn how we can help you.

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David Baer
David Baer

Written by David Baer

Longtime marketer writing and thinking about strategic and systematic marketing + artificial intelligence | baeronmarketing.com

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