10+ Lawyers who sent petty emails: 'I had to do a double-take when I saw your email'

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Remy Millisky • Writer and Editor
Aug 23, 2025 11:00 AM EDT

If you've ever gotten into a jam, you know how important it is to have the right lawyer on your side. Not just any lawyer — it should ideally be a lawyer you can put your full trust in. 

I probably don't have to tell you that the legal process is lengthy. It can take years — sometimes decades — to resolve a legal problem. There is a lot of paperwork involved. Lawyers have to do tons of reading to educate themselves on all the evidence in a case, then they have to formulate a plan for their client and present this in court. If they're really convincing, their client just might win! 

In some cases, though, the opposing lawyers will drag their feet, avoiding sending documents or turning a blind eye to their email boxes. This does not make the other lawyers happy, and they're bold enough to share that! 

Next, read the ongoing whiteboard list that these coffee shop workers compiled sharing their "favorite" and "not-so-favorite" regular customers: "I would have LOVED a board like this." 

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  • 01

    Surround yourself with confident lawyers who aren't afraid to stand up for you and your case!

    0953 3329
    via Nussbaum Law on Unsplash+

    The image does not depict the actual subjects of the story. Subjects are models.

  • 02

    Very funny

    Matt Margolis @ItsMatts Law Surround yourself with lawyers who will do sh like this lol a partner at my firm sent flowers to a firm once with a note saying "so and so has been ignoring my messages, the only reasonable explanation for this behavior is that he did. Condolences."
    via @ItsMattsLaw

    This partner saw their chance and ran with it. 

  • 03
    I had to do a double take when I saw your email, I'd nearly forgotten you were still on this case. Since you've opted to ignore nearly all of my prior messages, allow me to summarize what you've missed.
    via @ItsMattsLaw
  • 04
    I'll keep an eye out for your next email. If the pattern holds, I'll see it around Thanksgiving. Have a great evening.
    via @ItsMattsLaw
  • 05
    Montana Madison @montanabohemian the first law firm i worked at the attorneys got such a kick out of who could send the most you nastygram to the professional f insurance companies. god tier comedy, actually. ahahahahhahahahaa. when they respond like this, you're golden.
    via @
  • 06
    han @verylillyp this doesn't happen in family law because if you wait more than one day to answer an email the opposing party will sell the marital residence and move the kids to a school district across the state
    via @
  • 07
    Aliba @aiabez The day I saw my business partner clap back changed me forever. The sweetest lady ever, she finally cracked in a 20 chain email and just said - I'm in disbelief at the way you've all been acting - we never had a problem after that. Maaaad respect
    via @
  • 08
    masc4masc's sake @bachlover1958 This is a really memorable lawyer correspondence for me (irl she's kind of at tough woman) LOL It is on the way! Sorry for the delay. I cc:ed you on the Fed Ex tracking information. Have a great weekend ~ maybe some sledding is in store LOL.
    via @
  • 09
    Sideways Revali @glassesgin when I saw our lawyer respond "there is no secret agenda here, and you would know that if you read my previous five emails" to this guy that was dragging out the contract negotiations for over a year, I almost wept
    via @
  • 10
    Dear Mr. Attached is a letter that we received on November 19, 1974. I feel that you should be aware that some a hle is signing your name to stupid letters. Very truly yours, CLEVELAND STADIUM CORP. James N. Bailey, General Counsel
    via @
  • 11
    Mike Gras @MichaelJGras "Let me know if you have any problems viewing the attached document." "I had no problems viewing it, but I wasn't able to finish reading it without throwing up."
    via @
  • 12
    April @girliewbush I once replied "it's been a while" to an reply that was 2 months later.
    via @

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lawyer email court emails Lawyers defense entitled people
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