Harley Finkelstein

And we didn't say anything to them at the time.

But then after we got married, we began to...

nonchalantly start spending time with them like double dates with them and kind of seeing how they interact with each other and and what their like what their style was with each other and we ended up developing come these relationship mentors we ended up developing parental mentors and it's been it's been awesome it's been this incredible thing and some of these people that are sort of quote-unquote mentors are

famous people.

Lindsay and I recently created our family foundation, and we want to have a real impact on our foundation.

I got a chance to meet David Rubenstein, who created Carlisle Group, and I interviewed him for Big Shot, which is my little Jewish podcast archive that I have with David.

And David Rubenstein talked about the rules of how he does philanthropy.

So as an example, he talks about like he'll only write a big check for an organization or a foundation or a charity where, I'm going to get these kind of wrong, but effectively it's the project wouldn't start without him or the project wouldn't end without him.

Or he can see the efficacy of the investment in a 10-year period and it's deeply personal to him.

And so he sort of puts up this rubric, and if it fits those categories he's in, he'll give, in David Rubenstein's case, he'll give like $10 million or $100 million.

So I began to ask David about philanthropy well after the interview happened.

Tell me about this and how you look at that as well.

I'm not necessarily sure David Rubenstein is a mentor per se, but he has helped me shape my own understanding of philanthropy.

So he's sort of one that's quite famous.

But we also have some friends here in Montreal who are not well-known.

No one knows them.

They're very quiet philanthropists.

But the way they do it is kind of strange.

It's all about like – like some people talk about impact investing.

They kind of take this entrepreneurial approach to philanthropy, meaning they'll be very precise about what they donate to.