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๐Ÿ‘ค Speaker
9571 total appearances

Appearances Over Time

Podcast Appearances

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

One of the things that we've been studying recently is Asurion, thanks to a project with Will Thorndyke covering that company. And it makes me wonder how often you've seen that, what I'll call extreme outlier venture type multiple of capital outcome from this space versus the more like lower variance, whatever the 33% a year for 10 years math is for MOIC.

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

How often are you seeing true outliers emerge from this style of investing in that bizarre category of Asurion, which you could put up against any venture investment of all time?

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

How often are you seeing true outliers emerge from this style of investing in that bizarre category of Asurion, which you could put up against any venture investment of all time?

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

One of my favorite lines of yours, Royce, I think it was you that said this to me, which is that the lower middle market is the only industry in the world where your best competition leaves every year. Yes, that's right. I did say that. Can you talk a little bit about that observation and dynamic?

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

One of my favorite lines of yours, Royce, I think it was you that said this to me, which is that the lower middle market is the only industry in the world where your best competition leaves every year. Yes, that's right. I did say that. Can you talk a little bit about that observation and dynamic?

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

Yeah, it's a fascinating dynamic at play, which I guess makes it sort of an evergreen opportunity set. Back to thinking about the companies, I'm curious what the things are that are the most common, subtle red flags that through pattern recognition

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

Yeah, it's a fascinating dynamic at play, which I guess makes it sort of an evergreen opportunity set. Back to thinking about the companies, I'm curious what the things are that are the most common, subtle red flags that through pattern recognition

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

And just seeing a million of these reps through your students and directly yourselves, you've built up over time of not the obvious, like terrible customer concentration or completely non-recurring, you know, the opposite of the things that you've said, but more just the little ones like, oh, watch out for this thing or this thing. Maybe we'll call them yellow flags, not red flags.

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

And just seeing a million of these reps through your students and directly yourselves, you've built up over time of not the obvious, like terrible customer concentration or completely non-recurring, you know, the opposite of the things that you've said, but more just the little ones like, oh, watch out for this thing or this thing. Maybe we'll call them yellow flags, not red flags.

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

What are some of the most interesting things in that category?

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

What are some of the most interesting things in that category?

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

It brings to mind the question of the same accumulated pattern recognition of what people do well that helps them close transactions, whether it's negotiating tactics or just communication style or methods or processes that they follow. Have you learned anything about just increasing the probability that once you have a deal that the transaction itself closes that you've observed in your students?

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

It brings to mind the question of the same accumulated pattern recognition of what people do well that helps them close transactions, whether it's negotiating tactics or just communication style or methods or processes that they follow. Have you learned anything about just increasing the probability that once you have a deal that the transaction itself closes that you've observed in your students?

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

Well, weekly communication helps a lot.

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

Well, weekly communication helps a lot.

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

One of the amazing things about this process is, you said it before, you don't really need growth or margin expansion to get your return. The magic's in the multiple, as you said. But when you have observed margin expansion or top-line growth... which of course is beautiful gravy given the purchase prices. What has been the most common reason that that becomes possible?

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

One of the amazing things about this process is, you said it before, you don't really need growth or margin expansion to get your return. The magic's in the multiple, as you said. But when you have observed margin expansion or top-line growth... which of course is beautiful gravy given the purchase prices. What has been the most common reason that that becomes possible?

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

Is it something common that the new CEOs and owners are doing? Is it the installation of better technology and process? Are there common trends to when you do see margin expansion or growth go a different direction?

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

Is it something common that the new CEOs and owners are doing? Is it the installation of better technology and process? Are there common trends to when you do see margin expansion or growth go a different direction?

Invest Like the Best with Patrick O'Shaughnessy
Royce Yudkoff & Rick Ruback - Entrepreneurship Through Acquisition - [Invest Like the Best, EP.423]

I have an unrelated to the business question, but a question about improvement and growth, which is, I think you should both be proud that you've built this class now that has influenced, like when I was asking around ahead of our conversation today, it's pretty unbelievable the number of people whose trajectory and career you've now influenced. That must be a special feeling.