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Caption Contest Thursday: Vintage Dalio


Bridgewater Mentor Ray Dalio and friends, circa 1976 [Clusterstock]

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54 Responses to “Caption Contest Thursday: Vintage Dalio”

  1. Alt_EST says:

    Its not a purse. It's European.

  2. wildebeest says:

    the long lost first chapter of principles: jorts.

  3. gUEST says:

    I enjoy the thought of someone clicking the "cut-off jean shorts" tag one day and getting presented with this as the first picture.

  4. Joking Hyena says:

    Why so serious guy in the white shirt?

  5. altlitsmoker says:

    Ray Dalio being not gay in 1976.

  6. guest says:

    Thumbs up if your sexuality is open to interpretation.

  7. Dow30Thou says:

    The threesome reportedly had a falling out shortly thereafter, but rekindled the relationships in the late nineties. Said Dalio on the subject years later; “its all water under the bridge now.”

  8. Guest says:

    If we all had to answer for outfits we wore back in the 1970's, I think a whole lot of us would be in trouble.

    – Guy who is aware of the existence of photographic evidence of him wearing Toughskins back in the 70's

  9. Guest says:

    yes, oh my god yes, maybe

  10. Gozer says:

    "I think I am going to like house sitting."
    "Uh… ya!"

  11. Ghost says:

    And this is picture of me and Pauly Shore with our CIA handler in Rio

  12. Guest says:

    Back in those days, everyone was long LSD.

  13. E. Cartman says:

    ♫♫ Tall and tan and young and lovely… ♫♫

  14. Gonzo says:

    From left to right: Ray, Gay, Pimp

  15. Guest says:

    More evidence that drugs were way too abundant in the 70s.

  16. Dow30Thou says:

    Ray Dalio; going all in on short sales since 1976.

  17. OpportunityCost says:

    When you see it, you will shit bricks.

  18. Movie Buff says:

    "Psst…your balls are showing."

  19. Perfect Dalio says:

    Standing tall, on the wings of my dream. Rise and fall, on the wings of my dream.

  20. Guest says:

    "Push it to the limit!"

    -Tony Montana.

  21. Guest says:

    These guys look like hash smugglers on holiday in Istanbul.

  22. guest says:

    What do you expect when the wives forget to do the laundry?

  23. Encounter Group says:

    As long as they were having promiscuous sex with many anonymous partners without protection while at the same time experimenting with mind-expanding drugs in a consequence-free environment, they were sound as a pound.

  24. Mexi_Cant says:

    October 11th is National Coming Out Day after all….

  25. Sgt Hulka says:

    (guy on the right) "Lighten up Francis"

  26. Guest says:

    Say hello to my little friends!

  27. And another thing says:

    I'm not sure who has a more ironic boner lurking beneath the surface – Dalio, or the guy in the Custom Shirts ad.

  28. Looper84 says:

    menage a douche

  29. Dateraider says:

    His name was Raymond,
    he was a showgirl
    with a birds nest worth of hair and his jeans cut down to there
    he would merengue and do the cha-cha
    and while he tried to be a star
    Billy looked out for gold bars
    across the crowded floor, they worked from 8 til 4
    they were young and they had each other
    who could ask for more?

    at the Copa, Copacabana…

  30. Sean says:

    Starting on the left: Yes, Yes, lose the glasses YES.

  31. Guy with A.D.D. says:

    And this is one from when I met up with my cousin Balki Bartokomous in Rio.

  32. Guest says:

    Shortly before the photo:

    Analyst: "Mr. Dalio, I really believe Music Corporation of America is our next big winner, they recently created a record label and have signed the likes of Elton John and Neil Diamond!"

    Ray: "Yo man, you still haven't answered my question. Why, MCA?"

  33. Guest says:

    Anyone know how to say where can I buy KY jelly in Portuguese?

  34. güest says:

    isn't that Paul Tudor Jones on the right, circa "Trader"?

  35. Dozens of us says:

    I understand more than you'll Never Know.

  36. Max says:

    Dude on the far left says….. Being Pauly Shore's brother no longer gets you residual booty. Bring back the 90's.

  37. aka Rocco says:

    Hey bois, let me show you how "the machine" works.

  38. Guest says:

    it's called a satchel. Indiana Jones wears one.

  39. Johnson says:

    Brazilian version of the Village People: Ray, Gay , CIA