The last several years have not been the greatest in the life and times of Jim Cramer-endorsed investor Lenny K. Dykstra. The bumps are too numerous to mention in full but include: falling on money troubles so serious that he was no longer able to fly private, having his beloved mansion foreclosed on, leaving the place “pockmarked with torn up flooring, missing toilets and holes in the walls,” filing for Chapter 11 bankruptcy, living in his car, suing JPMorgan for “predatory lending practices,” dropping his suit against JPMorgan, invoking the ire of a hooker to whom he wrote a bad check, and being indicted on bankruptcy fraud and obstruction of justice charges. The latest setback, which could result in 80 years behind bars for LD, was pretty tough to take, as it will presumably make the timeline for his “comeback” a bit longer (although LD, bless his heart, says that not only is he “back” but that he’s worth hundreds of millions of dollars, at this moment in time). Rather than wallow in sadness, however, we decided to pull ourselves (and yourselves and LD) out of this emotional hole by celebrating the life of Nails. In portrait form.

The following is the latest by Geoffrey Raymond, Wall Street’s painter in-residence, who’s done everyone from Maria Bartiromo, to Lloyd Blankfein, to Hank Paulson, to Dick Fuld.

A cross between Dykstra and Edward Scissorhands, it’s probably the most eerily beautiful thing you’ve seen today, unless you started the morning staring at a body that’s been dead for two days. But it’s not finished without your help. Raymond has requested that DealBreaker readers submit any words about Lenny they’d like to share at this time, which he will add to the canvas.

Afterwards, he’ll be selling prints for $200 and the original for “the best reasonable offer.” While placing it over the mantle where it can scare small children or in the bedroom where it will haunt your dreams, we suggest buying it and selling it for a profit after LD goes to jail or makes his final bow (just as a very wise investor/art collector recently did with his Liz Taylor painting….and perhaps will do again with Dykstra, Nailed).

Comments (16)

  1. Posted by Guest | May 9, 2011 at 4:24 PM

    “What a douche”

    B. Madoff
    Butner, NC

  2. Posted by Guest | May 9, 2011 at 4:34 PM

    Hitler with Twizzler

  3. Posted by Marry Me Lenny | May 9, 2011 at 4:47 PM

    It’s all Cramer’s fault.

  4. Posted by AmericanBandersnatch | May 9, 2011 at 4:47 PM

    Everyone always thinks they’re smarter than me.
    - Mr. Market

  5. Posted by Proud 86'er | May 9, 2011 at 4:55 PM

    You should’ve stuck to stealing bases.

  6. Posted by Oswald Gruebler | May 9, 2011 at 5:07 PM

    UBS Sucks

  7. Posted by Dutch | May 9, 2011 at 5:12 PM

    I wonder if Cramer will get as Verklempt when Dykstra goes away as when Erin Burnett left him.

  8. Posted by Chompers | May 9, 2011 at 5:38 PM

    Your name sucks, Leonard.

  9. Posted by Guest | May 9, 2011 at 6:33 PM

    “One of the greats.”

  10. Posted by Soviet Imp~oster | May 9, 2011 at 8:12 PM

    In Soviet Russia, Dykstra nails you.

  11. Posted by Hulululu | May 9, 2011 at 8:45 PM

    I´ve got an amazing track record, he got nothing.

    Bernie “Buster Bernie” Ma
    doff

  12. Posted by Rbel51 | May 10, 2011 at 2:33 AM

    you could never steal, Lenny!!!

  13. Posted by Jaws | May 10, 2011 at 1:22 PM

    If he wants to be a b**ch he is f**king with the wrong ho!

    -Angry hooker

  14. Posted by LAPD | May 10, 2011 at 6:35 PM

    dykstra picked off at home by feds

  15. Posted by HappyPants | May 10, 2011 at 7:35 PM

    “Garbage Grove makes it Happen”

  16. Posted by HappyPants | May 10, 2011 at 7:45 PM

    Generation Zero

Leave a comment

You can log in with your account or comment as a guest below.