21 Private Investigators Reveal The Most Insane Task They’ve Been Assigned To

6.

Former PI here. Most cases I worked on were for large litigation firms and finance institutions (fraud, embezzlement, insider trading, etc). But we would get the occasional eccentric millionaire with strange requests. One guy hated his brother and hired us a number of times to look into him regarding different matters. I personally had to investigate whether his brother was improperly using his title of ambassador or former ambassador. Apparently there are many laws about this. Another hedge fund manager hired us to look into him (he was investigating himself) to see what kind of information is out there that could be used to hold him or his family ransom. This same guy had previously hired my firm to go through porn sites after his girlfriend’s ex-boyfriend claimed she was a porn star.

7.

Been a P.I. going on a year now and the strangest case I had was of a woman asking us to find out if her husband was cheating on her. She said there was something off in the house as if feeling something and she wanted to know what it was. So she suspected her husband of cheating. So I show up and install Nanny Cam’s in her house for the weekend upon her approval and where to place them. She works all weekend and this was the best route. Well 3 days go by and I collect the footage and come to find out the husband was “touching” his 8 year old step daughter. After seeing that I rushed to the court house with a copy of the footage and got a court order for the police to go and get him.

8.

I’d usually go along on the jobs where were were checking for bugs and hidden surveillance devices. We got a call from a client who was sure that his office was bugged because his client knew everything that he was doing before he did it. His office was a mobile trailer that was on his client’s site. He was a subcontractor for a big oilfield construction company. We did a full electronic sweep and found nothing (this was back in the early nineties, didn’t have to worry about burst transmissions, etc.) No devices implanted in his phones. He insisted on a full physical sweep of the trailer, inside and out. So we crawled under the trailer and got a ladder and inspected the roof. Still nothing. We’re getting ready to leave and he says: “Look, I’m not crazy. Pick up the phone, press 9 to get an outside line, and you’ll start hearing all sorts or clicky sounds.” Turns our his office phones were routed through the corporate PBX of his client. They didn’t have to bug his office, they could just “pick up an extension” inside the main building and listen in to whatever they wanted.

9.

Doing a standard pre-employment background check on a guy, found that he was found guilty in a sexual harassment case. Didn’t have the case details at that point and the guy denied it was him. Pulled more details from the case and confirmed that it was definitely him. And that he was convicted of indecent exposure. The guy finally admitted it was him, but claimed it wasn’t as bad as it seemed. Pulled the court transcripts. Turns out he flashed a 12-year-old on the beach and said “ever seen one of these before?” He did not get the job.

Written by Laura McNairy

Laura is a freelance writer for TFLN. She likes to write about what she knows best — dating, sex, and being awkward, but usually in the opposite order. She is the Assistant Editor and videographer for Peach Fuzz, a sex-positive nudie magazine in ATX.