Knowledge of an Associate Cheating

I would keep it to myself and look for a new business associate.

If he lies to the most important people in his life he won’t hesitate to lie to you.

TabbyAnn said:

When should you share knowledge about a long time associate cheating on his wife and on the other women he has affairs with??

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Never.
Consider the possible consequences to yourself.
As for ending the professional relationship,. It's his infidelity that could cause him problems, since you have no control over what he does just let it go.

A friend of mine used to work in a car dealership and noticed one of the salesmen being very flirty with a young lady in the office. She mentioned this to another co-worker and said she thought he was a married man, this co-worker said, "He is, he's married to me", whoa!! she
really put her foot in it and she was fired the next week. She never meant any harm and I'm sure she wouldn't have said anything if she had known.

MACKTEXAS said:

So he's not just cheating on the wife with the other woman, but the wife and the other women, which means at the very least, he's making it with 3 women.

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You're exactly right. Most just think of the wife but his other women will get hurt too. They don't know he's married. He met them on singles dating sites. It's like being able to see around a corner and know a big car crash is coming but if you run out to tell the drivers you will get killed yourself.

I think the conventional wisdom is right, to just walk away and distance myself from this.

TabbyAnn said:

So true. I think it's better to end the association and keep the knowledge to myself.

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This seems a wise choice, Tabby... if you keep connected in any way, he could do something else that could put you in an additional or even worse dilemma.

The only time I had an issue with a co-worker cheating was when my boss-of-sorts was cheating on his wife with a woman in another state. He'd supposedly be gone to a conference, but he was actually flying off to see her.

Within the course of three days, I received multiple calls...at home...from both his wife and the girlfriend. The wife was calling me tearfully to ask if I could tell her anything about the girlfriend. The girlfriend was calling to get info about the wife and make some arrangements to send stuff to the office. How either one of them got my home number, I'll never know. Well, I probably do know because the girlfriend said that he had told her I was his "best friend" and she could call me if anything happened to him. Whaaaa?

I told him that the calls had to stop or I'd go to HR. The calls didn't stop and I did go to HR. He was fired, not just for that but for other things I didn't know were going on. Serious things.

When should you share knowledge about a long time associate cheating on his wife and on the other women he has affairs with??

You're not the marriage police. Your associate is an adult, and his partners are also adults. If his antics were interfering with your business, I would approach only him about his conduct.

If they cheat on a spouse I'd be more worried if they're cheating the business and/or on a business deal. Or are they honest with you. If they cross one line there are probably other lines they'll cross.