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Constellation Software Inc.

Constellation Software Inc.

Search complete. 69 mentions across 37 episodes found for "Constellation Software Inc.".

Oct 29, 2026

Dan KentHOST
20:12
Maybe this company can't really move the needle on the tinier moves.
Dan KentHOST
20:17
It's often a bear case that's brought up when you look at companies like this, when you look at companies like, let's just say, Constellation Software, but...
Dan KentHOST
20:23
Yeah, just two huge swings.
Dan KentHOST
20:25
I don't really know what's going to happen with this deal.
Einar VollsetGUEST
13:48
I've seen it done a little bit.
Einar VollsetGUEST
13:50
Typically, the sort of big player in this space is like Constellation Software and like Der Harris and whatever.
Einar VollsetGUEST
13:57
I think I haven't seen too many of them.
Einar VollsetGUEST
14:02
Interestingly, it's not necessarily super related.
Stephen GrootesHOST
29:07
You also want to stay South African because there are advantages to that too.
Tony VicenteGUEST
29:11
One thing that really attracted me to the Constellation Software Volaris world is their understanding that being close to your customers is extremely important.
Tony VicenteGUEST
29:20
So they keep the identity in the entrepreneurship of the businesses they buy intact.
Tony VicenteGUEST
29:25
And then they support these businesses with international best practice.
Stephen GrootesHOST
29:44
like ownership, but it
Tony VicenteGUEST
29:45
isn't.
Tony VicenteGUEST
29:46
What does that mean? What does it mean in practice? Well, it's Constellation Software's primary value proposition.
Tony VicenteGUEST
29:53
So what it means is unlike a private equity house that might dress up an organization and then resell it, which is very destabilizing for the people and the customers, we buy and hold forever, which means we give a guarantee to preserve the identity of the companies that we buy.
Stephen GrootesHOST
1:47
You also want to stay South African because there are advantages to that too.
Tony VicenteGUEST
1:52
One thing that really attracted me to the Constellation Software Volaris world is their understanding that being close to your customer is extremely important.
Tony VicenteGUEST
2:00
So they keep the identity in the entrepreneurship of the businesses they buy intact.
Tony VicenteGUEST
2:05
And then they support these businesses with international best practice.
Stephen GrootesHOST
2:23
Sounds a lot like ownership, but isn't.
Stephen GrootesHOST
2:26
What does that mean? What does it mean in practice?
Tony VicenteGUEST
2:29
Well, it's Constellation Software's primary value proposition.
Tony VicenteGUEST
2:33
So what it means is unlike a private equity house that might dress up an organization and then resell it, which is very destabilizing for the people and the customers, we buy and hold forever, which means we give a guarantee to preserve the identity.
Gautam BasuHOST
62:54
Also, if
Gautam BasuHOST
62:55
you look at, for example, Mark Leonard and Constellation Software, which we covered, decentralizing plus an unbending hurdle rate, Nucor, a tiny head office and pay tied to what local teams control, And LIVCO, which comes from a different Swedish lineage entirely, makes a useful contrast as this season goes on.
Gautam BasuHOST
63:21
The common thread through all of them is the same uncomfortable idea for head office people.
Gautam BasuHOST
63:27
The center's job is to allocate capital and protect the standard, not to run the business.
Marella FernandezHOST
40:49
What does that look like?
Barry SchwartzGUEST
40:50
It looks like a Berkshire Hathaway, a Constellation Software in Fairfax.
Barry SchwartzGUEST
40:54
And that's really it.
Barry SchwartzGUEST
40:55
Always doing things to make shareholders happy.
Marella FernandezHOST
42:14
Okay, there's the advice.
Marella FernandezHOST
42:16
Let's get to your third pick, Topicus.com, TOI on the TSX.
Marella FernandezHOST
42:21
Speaking of Constellation Software, tell me about Topicus and why it's a pick.
Barry SchwartzGUEST
42:25
What got us interested in Topicus as a top pick today is it's trading now at a discount to Constellation Software, yet it's growing faster.
Paula KiyokiHOST
28:00
So it kind of allows you to then think in terms of being able to compete, you know, with the larger business.
John KosturosGUEST
28:06
Yeah, or at least have your own little vertical of it, right? I followed a public stock for many years called Constellation Software.
John KosturosGUEST
28:16
Okay.
John KosturosGUEST
28:17
It's pretty much a legendary stock portfolio of...
Einar VollsetGUEST
12:28
I've seen it done a little bit.
Einar VollsetGUEST
12:30
Typically, the sort of big player in this space is like Constellation Software and like their Harris and whatever.
Einar VollsetGUEST
12:37
I think I haven't seen too many of them.
Einar VollsetGUEST
12:42
Interestingly, it's not necessarily super related.
Stephen BolandHOST
15:40
And you've covered a number of stocks this year where there has been management succession, and you already talked about Apple.
Stephen BolandHOST
15:47
Another one is Constellation Software, which is...
Stephen BolandHOST
15:50
Maybe you can tell us a little bit about what the business does and who ran it and what you think of the new people there.
Steven ZichermanGUEST
15:57
Constellation Software is a software company, and it's an acquisitive software company, so they are a company...
Steven ZichermanGUEST
16:02
In a sense, they're a holding company that owns hundreds of small software companies that operate in small niche markets like transit, healthcare, et cetera.
Steven ZichermanGUEST
16:12
Constellation Software was run by its founder, Mark Leonard, until recently, as you pointed out.
Steven ZichermanGUEST
16:17
He stepped down as leader of the company in 2025 due to health issues, which was really unfortunate.
Steven ZichermanGUEST
16:24
When a big personality and leader like Mark Leonard steps down, it causes a lot of investors to wonder, "Can this company still maintain and sustain its level of outperformance given the huge personality that was running the company?" And with AI and the proliferation of AI tools, there was a lot of questions.
Andrew KangGUEST
15:59
And what I mean by that is our NAV could state that we're X price, but if we're trading at a premium to that NAV and we reach capital at those premium prices, then shareholders basically benefit in the premium that is paid.
Andrew KangGUEST
16:15
And so it looks a little bit similar to if you're familiar with these private equity strategies or companies like Constellation Software, Transdive in the public markets that essentially execute a multiple arbitrage strategy.
Andrew KangGUEST
16:28
where they go out and they basically grow their business through acquisition because they can trade at 15 or 40x multiple in the public markets and they can go out and buy companies in the same sector at a 3 to 8x multiple.
Andrew KangGUEST
16:41
So they can spend $100 million and the company, once it's on their balance sheet, is now worth $400 million.

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