When to sue a close friend and ruin his or her life?

This is not meant to be funny so no jokes. I have a huge problem that I need advice on. A friend of nearly 15 years has completely screwed my life over. This friend is at least a decamillionaire and I *THINK* this person has done some illegal things to me to cheat me in a very major way. My life is ruined because of this person, and it appears I have a case against them (meeting the attorney next week) but I still have a soft spot for this person. I'm now broke because of them, but I'm not 100% sure they did it deliberately or just out of ignorance.

If I can sue and take a few million from them as a settlement (which I deserve and they can afford), should I do it even if my relationship will be completely ruined? Or should I try to work things out with them before this?

I guess I'm afraid to find out that during these years I trusted the wrong person and what I thought was my closest confidant is actually my worst enemy.

43 Comments
 
"astfin-juki"

Women, ah of course. Anyway the point here isn't to ruin her life, but to get yours back on track. Sue them for what you rightfully deserve, rebuild your life and stay the hell away from them. Vengeance only sucks you into a black hole, an emotional vacuum that makes you miserable.

Disagree, vengeance is as good a motivator as any.

 
"StreetofBulls"

You don't deserve shit, Just because she's a "decamillionaire" you feel as if you're entitled to a piece of her pie.

She became a millionaire by cheating me.

 
newyork
StreetofBulls: You don't deserve shit, Just because she's a "decamillionaire" you feel as if you're entitled to a piece of her pie.

She became a millionaire by cheating me.

In that case, I say bleed her dry, lex talionis brah

but as others have mentioned, if you gon do this, gotta put research into make sure you have a good chance of winning

You know you've been working too hard when you stop dreaming about bottles of champagne and hordes of naked women, and start dreaming about conditional formatting and circular references.
 

What exactly did she do to you? I mean if she's a millionaire why would she want to destroy your life and not help you? Why not even ask her to help you and get you back on track.

 
"Name Of Profit"

What exactly did she do to you? I mean if she's a millionaire why would she want to destroy your life and not help you? Why not even ask her to help you and get you back on track.

I asked her to make things right and she's pissed because I wouldn't do something unethical for her. She's a criminal.

 
  1. consult your lawyer to know your realistic options
  2. try to work it out one on one with this person & give a brief overview of your possible next steps as provided by your lawyer .. given that you knew each other you may likely be in the "same" social circles so there is incentive for both of you to settle this thing
  3. If settlement/negotiation does not happen go ahead and sue them full on.. from what I hear (and it is just your side) the relationship is pretty much over for good regardless
 

No woman is worth ruining your life over.

With that being said you want to know her to know you have a proverbial knife to her throat if your case is that strong and you aren't afraid to pull the trigger. You just can't be antagonistic when you negotiate once people get their feelings hurt they will just lash out.

Even if your case isn't strong if it is strong enough to elicit doubt in her clients or employer it could still possibly be strong enough to strong arm her into settling out of court.

You just want her to know how this is going to play out.

This is all assuming you have a bulletproof case.

 
Best Response

Pure speculation on my part: - This case involves insider trading - OP provided inside information to a girl because he thought it would get him some action - Girl made money from his tips - OP got no action - OP got found out and fired - OP was from a non-mainstream background and his actions were motivated, in part, by desire he's had since puberty (if not before) for that which is forever dangled in front of him, yet he can rarely touch

Those who can, do. Those who can't, post threads about how to do it on WSO.
 

Technically, he wouldn't have legal recourse. However, if he filed a suit, he would make the matter public record. Further, with artful pleading you can avoid dying on a 12(b)(6) motion, motion to dismiss which if granted allows the moving party to not admit or deny anything. After that, you have to admit or deny allegations, under penalty of perjury, before the case could eventually get dismissed. Which she would be very interested in preventing. Assuming yall's fact scenario of insider trading.

 
"SSits"

Pure speculation on my part:
- This case involves insider trading
- OP provided inside information to a girl because he thought it would get him some action
- Girl made money from his tips
- OP got no action
- OP got found out and fired
- OP was from a non-mainstream background and his actions were motivated, in part, by desire he's had since puberty (if not before) for that which is forever dangled in front of him, yet he can rarely touch

No reply since this comment, I believe we now know what happened. @SSits you should moonlight as a spy.

 

Dude - deal with this with your attorney. You're not going to get any good advice here with limited facts. Morally, that's up to you. Legally, it obviously depends on what sort of agreements you had, the state of those agreements (written, verbal), etc. Don't air out your dirty laundry and potential lawsuit on the web...probably how you got screwed in the first place (no offense meant, just why here? If it's really serious, take it offline immediately).

 

If the only information I could get my hands on is what you wrote, then yes.

Just change that THINK to AM SURE first.

Fortes fortuna adiuvat.
 
"newyork"

This is not meant to be funny so no jokes. I have a huge problem that I need advice on. A friend of nearly 15 years has completely screwed my life over. This friend is at least a decamillionaire and I *THINK* this person has done some illegal things to me to cheat me in a very major way. My life is ruined because of this person, and it appears I have a case against them (meeting the attorney next week) but I still have a soft spot for this person. I'm now broke because of them, but I'm not 100% sure they did it deliberately or just out of ignorance.

If I can sue and take a few million from them as a settlement (which I deserve and they can afford), should I do it even if my relationship will be completely ruined? Or should I try to work things out with them before this?

I guess I'm afraid to find out that during these years I trusted the wrong person and what I thought was my closest confidant is actually my worst enemy.

f*ckyah, go for it. Ben Franklin is the only friend you need

You know you've been working too hard when you stop dreaming about bottles of champagne and hordes of naked women, and start dreaming about conditional formatting and circular references.
 

REMEMBER: Think with your brain and not your heart. Your brain says sue them and get money. you worked hard and are broke. Your heart says don't lose someone.

 

Dignissimos eum adipisci doloribus est dolor eveniet omnis. In aut iure molestias laborum in. Iure ea dolor voluptates quis est ea.

 

Exercitationem consequatur eos aspernatur quaerat. Veritatis voluptatibus officia excepturi sapiente. Ratione nulla cupiditate repellendus. Provident a aut ut magnam et ut quia. Quidem labore et vero perspiciatis non ipsum provident.

Nihil harum pariatur assumenda fugiat. Sint tempore fuga sunt magnam est qui. Necessitatibus non tempora facere placeat quod doloribus quos. Commodi assumenda repellendus placeat perferendis aut ex. Ipsa possimus assumenda aliquid at error recusandae. Debitis rerum quam aliquid corporis ipsam et nemo.

Career Advancement Opportunities

June 2026 Investment Banking

  • Evercore 01 99.4%
  • Moelis & Company 01 98.8%
  • JPMorgan 01 98.2%
  • Guggenheim Partners 01 97.7%
  • Morgan Stanley 07 97.1%

Overall Employee Satisfaction

June 2026 Investment Banking

  • Moelis & Company No 99.4%
  • Morgan Stanley 01 98.8%
  • Evercore 01 98.2%
  • BMO Capital Markets 12 97.6%
  • Banco Santander 01 97.1%

Professional Growth Opportunities

June 2026 Investment Banking

  • Moelis & Company No 99.4%
  • Evercore No 98.8%
  • Morgan Stanley 05 98.2%
  • JPMorgan No 97.7%
  • BMO Capital Markets 12 97.1%

Total Avg Compensation

June 2026 Investment Banking

  • Vice President (14) $434
  • Associates (43) $259
  • 3rd+ Year Analyst (8) $210
  • 2nd Year Analyst (22) $179
  • Intern/Summer Associate (13) $156
  • 1st Year Analyst (75) $151
  • Intern/Summer Analyst (67) $101
notes
16 IB Interviews Notes

“... there’s no excuse to not take advantage of the resources out there available to you. Best value for your $ are the...”

Leaderboard

1
redever's picture
redever
99.2
2
Secyh62's picture
Secyh62
99.0
3
kanon's picture
kanon
99.0
4
BankonBanking's picture
BankonBanking
99.0
5
CompBanker's picture
CompBanker
98.9
6
Betsy Massar's picture
Betsy Massar
98.9
7
DrApeman's picture
DrApeman
98.9
8
dosk17's picture
dosk17
98.9
9
GameTheory's picture
GameTheory
98.9
10
Jamoldo's picture
Jamoldo
98.8
success
From 10 rejections to 1 dream investment banking internship

“... I believe it was the single biggest reason why I ended up with an offer...”