

Coburn Ventures Podcast
Brynne Thompson
Conversations on investing, change and decision making.
Episodes
Mentioned books

Dec 18, 2025 • 22min
#251: AI Waypoint - Writing Partner
If you’re using AI or considering using AI as a thinking or writing partner, come with us today as Pip walks through how he’s been modulating his work to achieve more insights from working with this tool. Singularity or not, let's jump in.

Dec 11, 2025 • 21min
#250: Failure Rates & Mistakes in the Investment Industry Part 2 of 2: Moving Toward Alignment
This is our second conversation about failure rates and mistakes. Last week, we distinguished between the two, and how important that is in our industry in which a 60% success rate, so to speak, will get you into the "Investment Hall of Fame", but that 60% means that 40% of the time you could be considering there is something wrong or off, and by distinguishing between living in that failure rate and actual wins or actual mistakes, we set ourselves up to build on the good parts for the future. We acknowledge that most of us are not living with this frame of mind. We’ll talk about what that looks like and feels like and then some methods to move into alignment and build on the real successes within this high failure rate industry. Let’s jump in.

Dec 4, 2025 • 16min
#249: Failure Rates Vs. Mistakes in the Investment Industry Part 1 of 2
We’re discussing how to more surgically understand your mistakes and your successes, but to do that, we want to first understand a crucial element that gets in the way of all the rest of our thinking: the failure rate of our industry. Let’s jump in.

Nov 20, 2025 • 18min
#248: Thesis Statements -- Our #1 Tool
Explore how the thesis statement serves as a vital tool for connecting investment philosophy to stock-level analysis. Discover why limiting it to 125 words sharpens clarity and focus. Learn about four key components that strengthen a thesis, including how to link business strategies to cash flow. The discussion emphasizes keeping the thesis dynamic to avoid 'thesis creep' and enhancing team alignment during market fluctuations. Finally, the thesis is framed as a working hypothesis that helps investors foresee future cash flows.

Nov 13, 2025 • 21min
#247: Uncommon -- Benjamin Graham & AI
As investors, part of our job is to “hazily see the future” as best we can, and because of this, I often find investors to be a group that is very open to taking in different perspectives and viewpoints as new data becomes available to them. When it comes to the way they do their jobs, however, some elements are stickier than may be useful to us. Today we are offering a few more ways we’ve been using AI, and also reflecting on how one of the greatest investors of the last century, Benjamin Graham, may or may not have adapted through significant changes to process in his day. Let’s jump in.

Nov 6, 2025 • 24min
#246: Psychological Safety with Matt Wallaert - Reviews Duo 2025
Dive into a deep discussion on psychological safety and its critical role in team performance. Learn what psychological safety truly means and the misconceptions surrounding it. Discover how to spot a lack of this safety in teams and foster more open conversations. Explore the link between psychological safety and innovation, alongside practical tips for leaders to encourage risk-taking. Understand the importance of accountability and reflective learning from mistakes, and how creating an environment of de-risking can expand opportunities for everyone.

Oct 30, 2025 • 20min
#245: Dr. Morris Pickens on Comparison -- Reviews Duo 2025
Comparison is rather natural, but rarely productive. Instead of falling into common pitfalls, what's the way out? We have Dr. Morris Pickens here with us. Notably we are approaching review season and we thought this might add some perspective or grounding going into that period. Let’s jump in.

Oct 23, 2025 • 11min
#244: Uncommon – AI for Unlocking Questions & Management Meetings
Last week we went into depth on some design principles for turning rote management meetings into an activity that can generate uncommon insights. What we left out of that meeting was a key piece that we have written about for decades now: the process of generating unlocking questions to gain conviction in your business thesis, and even working with generating questions you may not think you’ll ever get an answer to. We’re interested in stretching those limits as a part of the process to really find the unlocking questions. It doesn’t happen by thinking the way everyone else does. Today, we walk through some different ways we’ve been using AI to further advance on creating unlocking questions for management. Let’s jump in.

Oct 9, 2025 • 27min
#243: Uncommon -- Management Meetings
Continuing on our assertion that we cannot do common things and expect uncommon results, today we are discussing management meetings. I’ve noticed that the best career stories, those told around the Owl Bar perhaps, usually have to do with breakthrough realizations during time with management, when an insight about the company culture was unlocked, or an understanding came to light, maybe of the troubles ahead, or more likely, of the vast scale of opportunity before that company. We’d like those types of meetings to be less legendary, actually, because we’d like them to be less few and far between. We don’t have to settle for the 30 min slots at conferences as we build relationships with companies and management teams, so let’s take this opportunity to start exploring how to make common management meetings generators of uncommon insight. Let’s jump in.

Oct 2, 2025 • 17min
#242: Change Frameworks -- 11 Assessment Steps
As investors and business leaders, even when we are able to get to a deeper level of understanding, it doesn’t mean navigating this world of rogue waves, change and instability is any clearer. Today we go into an 11 step “guide”, of sorts, aimed at navigating the impact of different types of changes and how they might affect our actions and investment theses. Let’s jump in.


