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Meg Cavanaugh

Oct 22, 2026

11:43
What's the hardest part of working with outside counsel?
11:46
So there's two, you have two goals when you're working with them.
11:50
The goal is to close the deal.
11:52
So sometimes you have to push back on conservative lawyering.
11:57
Some examples of that are if you need to close over an immaterial closing condition, like a very remote tax thing in a part of the world that won't even be part of the deal or an extreme edge case indemnification issue that has a 0.01 chance of happening.
12:18
You want to push back on those because you're not going to ruin a lucrative business deal over something that may happen in 20 years.
12:27
And then second is remembering that M&A is very emotional, especially for co-founder CEOs.

15 MINS LATER

28:05
Can you talk me through how do you structure the deal to protect for integration and how does that translate into the legal agreement?
11:43
What's the hardest part of working with outside counsel?
11:46
So there's two, you have two goals when you're working with them.
11:50
The goal is to close the deal.
11:52
So sometimes you have to push back on conservative lawyering.
11:57
Some examples of that are if you need to close over an immaterial closing condition, like a very remote tax thing in a part of the world that won't even be part of the deal or an extreme edge case indemnification issue that has a 0.01 chance of happening.
12:18
You want to push back on those because you're not going to ruin a lucrative business deal over something that may happen in 20 years.
12:27
And then second is remembering that M&A is very emotional, especially for co-founder CEOs.

15 MINS LATER

28:05
Can you talk me through how do you structure the deal to protect for integration and how does that translate into the legal agreement?

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