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Meet Stephen Cloobeck  the CEO of Diamond Resorts International LLC.

Undercover Boss is one of my favorite shows. We are used to the bosses giving out amounts of $5,000.00, $10,000.00,  $15,000.00...maybe up to $50,000.00.
This was something different. By the end of the show, we were sobbing out loud.

Apparently this was Mr. Cloobeck's second visit to the show. We missed the first but are so happy we got to see this episode.

Come jump the squiggly with me...

The lives he changed:


After hearing how RK was also raising a daughter on his own after his wife cheated on him, Cloobeck revealed himself. Very calmly, he then informed RK that he would provide him $25,000 for daycare, and a trust fund for his daughter's schooling that will grow to $50,000.
In questioning one guest about her frustrations in getting her discounts processed, Cloobeck decided on the spot to reveal himself and let her know that he wanted to pick up the tab for her son's wedding that just took place at the resort.
3) The young Activities Coordinator would be designing the new uniforms for her hotel. In addition, he will pay for her to go fashion school in Los Angeles and foot the bill for two years for an apartment near her school.

4) The in-house electrician spoke of his shelved dream of owning his own business. As a second generation electrician, he said, it would bring honor to his family if he had been able to realize his dream. He was a realist, he had given up and moved on.
Mr. Cloobeck offered him a partnership in which he would put up $100,000.00 and with only a 10% stake in the company.


Veronica told Cloobeck how she and her husband have to work two jobs as they try to save money for their daughter's surgery. Daniela, who was born prematurely, has two hernias. He told Veronica that he'd pick up the tab for Daniela's surgery.
And buy her a new car.
And a house.
He announced to a meeting of his entire staff that he plans to start a crisis fund for all 5,600 of his employees. He will put in $1 million of his own money, and the company will match it.
This fund has already saved at least one life.
Jacob told the camera that the last time he visited the company's corporate office he was "completely bald," as a result of treatment for a complex and rare cancer that he didn't name. The disease required the attention of the No. 1 oncologist in Las Vegas, Jacob said, which he was able to afford thanks to the crisis fund.

But wait, you haven't heard the best yet.
He is a Democrat!

In June 2011, donated $100,000 to Majority PAC, a PAC oriented to promoting Democratic candidates to the U.S. Senate.
When asked by Lifestyle Expert what lessons he took from his stint on the Undercover Boss, Mr. Cloobeck said this:
I learned two really important things. First, my worldview must expand to move beyond the bricks and mortar business. I realized also it must be scalable and consistently scalable enough to include the needs and wants of the guests and all of our team members. We do use 'The Meaning Of Yes' as our motto. My being undercover helped better define how we can say yes more often and with the most profound results. In addition, I realized that my work is a way of life; it is a calling, which goes far beyond being a job description.
To be sure, Mr Cloobeck is the Chairman and CEO of a company with a net worth of $100 million. Giving a way $3 million or so is not going to send him to the poor house.
But isn't this a refreshing change? What would happen if every CEO did something similar for the people who toil to put the money in their pockets?

Nuff respect to Stephen Cloobeck!

Disclaimer: I do not own shares in this company but these are the types of companies we should be supporting.


What do you think of Mr. Cloobeck's acts of generosity?

69%98 votes
5%8 votes
18%26 votes
4%7 votes
1%2 votes

| 141 votes | Vote | Results

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Comment Preferences

  •  I Think I Watched The First Show (7+ / 0-)

    Waste Management. A lady that drove a garbage truck took a can out of it. He asked her what she was doing and she said she was going to urinate in it, she isn't allowed to take a break to use the restroom. At the end he gave her like $5,000 and I told myself I will NEVER watch that show again.

    •  Yes, I saw that episode, too. (3+ / 0-)
      Recommended by:
      webranding, blueyedace2, kyril

      But he did do something about that situation. They changed the policy.

      Maya Angelou: "Without courage, we cannot practice any other virtue with consistency. We can't be kind, true, merciful, generous, or honest."

      by JoanMar on Fri Jul 05, 2013 at 07:46:15 PM PDT

      [ Parent ]

      •  I Am Not Remotely Putting You Down (4+ / 0-)

        that you like this show. I am sure I watch a lot of stuff you wouldn't enjoy. I just have ZERO patience for the clips I see where the dude/gal running the place has no idea what is going on with their company. That is why you get paid the "big bucks" to know what is going on.

        •  No offense taken, WB. :) (3+ / 0-)

          I appreciate your passion.

          Maya Angelou: "Without courage, we cannot practice any other virtue with consistency. We can't be kind, true, merciful, generous, or honest."

          by JoanMar on Fri Jul 05, 2013 at 07:54:46 PM PDT

          [ Parent ]

          •  I Worked At Some Liberal Places (3+ / 0-)
            Recommended by:
            JoanMar, kyril, wilderness voice

            from a work POV. We used to have what we called 360 reviews. Where for a day or so I did my bosses job. The folks that reported to me, did my job. It was very, very telling. I always thought I was smarter then my boss, then working a day in her (always a women BTW) shoes I learned not maybe so much.

            I recall often my boss would ask me if this was how my day-to-day was like and I would say yes. She said well that will change tomorrow.

            •  The annual "360 reviews" I've had at companies (2+ / 0-)
              Recommended by:
              Charles CurtisStanley, JoanMar

              were ones where your review sheet (minus what the boss put in) was circulated to your peers and they were asked to add comments about what you were doing right and what you were doing wrong. Then the review was sent to you minus what the boss put in, and you had to list things you were doing wrong. If you didn't list enough things or the things the boss wanted you to list, you got dinged and didn't get a raise.

              I hated those reviews.

              An organ donor saved my life! Is this bragging?

              Working since the age of 8 to defeat the GOP!

              by Kitsap River on Sat Jul 06, 2013 at 01:23:23 AM PDT

              [ Parent ]

  •  I saw that first show with him-- (9+ / 0-)

    commented to my daughter that it was funny
    that some of the bosses gave such piddly amts.,
    [to the people who give 110% to their companies,
    and to whom the bosses owe their companies' success--
    "And we're going to give you $500 toward your books
    for college next year...."    Oh, I exaggerate here,
    but As.If.]

    But This Guy!  He was so into it, so generous,
    and seemed quite changed by the experience.  
    And to find out he's a Dem...
    well, thanks for that :)

    [Saw the episode with the family who owns the Chicago
    baseball team, and found out they're all [but for the one
    sister] a buncha raving repubs.  Soured that episode
    for me :) ]

    •  Luckily I missed that one, Mama Jo. (3+ / 0-)
      Recommended by:
      mama jo, kyril, Kitsap River

      I hope this serves to shame every other boss coming on the show to do more.
      Yes, it is disgusting to watch them offer "piddly amts." and acting as if they doing something.

      Maya Angelou: "Without courage, we cannot practice any other virtue with consistency. We can't be kind, true, merciful, generous, or honest."

      by JoanMar on Fri Jul 05, 2013 at 08:19:14 PM PDT

      [ Parent ]

    •  I Forget The Name Of The Show (9+ / 0-)

      but they take a rich person and throw them into a situation where they are poor for a week. I admit I am a little bit of a sucker for stuff like this, and it was staggering to watch. I am not that emotional of a guy, but I cried watching it.

      To see folks say things like I am tried. Working at a fast food place is hard. Heck this one women said, "I am hungry. I don't understand this, how do people live like this?"

      The show that stands out in my memory is this lady from LA. She expected to be flown miles away from her house. They took her from her million dollar mansion to like ten miles away.

      I swear this is almost an exact quote:

      I didn't know that people lived like this so close to me.
  •  serfs and lords (12+ / 0-)

    we have progressed so much

    The Fierce Urgency of Later

    by Faroutman on Fri Jul 05, 2013 at 08:15:58 PM PDT

  •  As if a Republican would behave this way... (4+ / 0-)
    Recommended by:
    JoanMar, Karl Rover, kyril, Kitsap River
    But wait, you haven't heard the best yet.
    He is a Democrat!
    It could happen, but it would be rare in my experience.
  •  Read his Wiki, sounds like a great human being all (3+ / 0-)
    Recommended by:
    JoanMar, kyril, Kitsap River

    around! It said he almost ran for Governor of Nevada. Sounds like a boss everyone should have...

    •  At first I thought he was too abrasive. (3+ / 0-)
      Recommended by:
      kyril, Kitsap River, Massconfusion

      Great example of first impression not always being the most accurate.
      Yep, someone like him should run for office.
      He has the all important EQ factor.

      Maya Angelou: "Without courage, we cannot practice any other virtue with consistency. We can't be kind, true, merciful, generous, or honest."

      by JoanMar on Fri Jul 05, 2013 at 08:30:57 PM PDT

      [ Parent ]

    •  I actually know Cloobeck (1+ / 0-)
      Recommended by:

      ...though not well. He's an interesting man. Ego as big as Texas, and he likes the limelight but so what? He's a good businessman who has a heart. Of course he also has his detractors.

      Diamond Resorts is a timeshare company in case no one got that; he considers himself to be a hotelier. His stated aim is to become the largest hotelier in the world, and he just might make it.

      Several years ago when his company was small a wager was placed with his sales reps: If you can sell $x amount within this time period I'll fly you all to San Francisco for  dinner (he's based in Vegas). They didn't hit the amount but were very close, so he flew them all to SF anyway, they partied out and flew back the next day. Oh, and in between he treated them decently and they had a good commission structure--- which tended to keep them loyal.

      When his company bought out a very large, bankrupt company he insisted on some major changes where the guests and the properties were concerned. One of them was that the resort managers had to properly manage; he would call them at home like at 3 in the morning (as if there were some kind of resort emergency) and they had darn well better answer the phone or they'd be fired. (That did not endear him to everyone... ) He'd show up anonymously at some resort or other and chat up his guests at the pool to get their honest opinions, then take steps to correct anything that was wrong. He gives out his own real email address and personally responds to them.

      As for the disclaimer: I do not own shares in this company but these are the types of companies we should be supporting.

      Well, DRI is not a public company so you couldn't own shares if you wanted to. HOWEVER, he is now in the process of taking the company public, so you'll have that opportunity in the future should you so choose.

      “Somewhere, something incredible is waiting to be known.” ― Carl Sagan

      by tigerdog on Sat Jul 06, 2013 at 10:12:33 AM PDT

      [ Parent ]

  •  I hate that show... (8+ / 0-)

    Because it only reinforces some bullshit notion of noblesse oblige.   I watched it a few times and never saw any of the bosses actually address the underlying reasons their employees had troubles.  It was like, "Oh, you were so good at eating shit.  Let me give your kid 5k for college."  They get a big PR win and look like heroes.

    •  That Was My Issue With The Show (4+ / 0-)

      I watched I think the first one and a dude that runs a billion dollar company finds one of his workers pisses in a can cause she can't take a break. I forget what he gave her at the end of the show, but I was like you need to get your WORKER IS PISSING IN A CAN!

    •  Not all of them. The one that proves (6+ / 0-)

      your point was the NASCAR owner.
      One of his workers complained that nascar markets themselves a family business but that workers cannot afford to take families to see the action.
      The tone deaf chairman (or whoever he was),  offered to have that one worker's family go to the event of their choice. We were like, "yes, but what happens to the other families?!"
      I think some of them do great damage to their brand. The nascar guy being the one that comes to mind right now.

      Maya Angelou: "Without courage, we cannot practice any other virtue with consistency. We can't be kind, true, merciful, generous, or honest."

      by JoanMar on Fri Jul 05, 2013 at 08:48:11 PM PDT

      [ Parent ]

    •  noblesse oblige is hardly bullshit (2+ / 0-)
      Recommended by:
      Yasuragi, JoanMar

      in fact, i'd go so far as to say its death is a huge part of our problems.  the idea that those of high station/wealth have an obligation to those less fortunate is quite healthy for a society.

      Please don't dominate the rap, Jack, if you got nothin' new to say - Grateful Dead

      by Cedwyn on Sat Jul 06, 2013 at 06:05:15 AM PDT

      [ Parent ]

  •  It's one of my favorite shows... (15+ / 0-)

    but maybe not for the reason you'd think.  The CEOs waking up to the realities of their employees' lives is good, but secondary.

    It's about the only show out there that prominently shows the WORKING CLASS, and almost always in a very positive light.  How often does that happen on TV?  Even in most sitcoms that purportedly show the working class, they seem to be reasonably well-off.

    I think this show does a great job in destroying the right-wing myth that poor working class people are just "moochers", as Romney's ilk would call them.

    •  Great point! Hadn't thought about (4+ / 0-)
      Recommended by:
      kyril, Kitsap River, Cedwyn, Yasuragi

      it that way.

      Maya Angelou: "Without courage, we cannot practice any other virtue with consistency. We can't be kind, true, merciful, generous, or honest."

      by JoanMar on Fri Jul 05, 2013 at 08:42:27 PM PDT

      [ Parent ]

    •  Now That Is True (5+ / 0-)

      I caught a few shows and it never ceases to amaze me how stunned the "bosses" are when they actually have to do the jobs that makes them rich. One of the shows was this guy that ran an amusement company. He worked a day for a guy that literally cleans shit for a living as in porta potties. He just couldn't seem to believe how hard of a job that was.

      •  Admittedly... (7+ / 0-)

        I've never cleaned a porta potty either.  So I cannot actually say from first-hand experience how hard it is, although it seems pretty disgusting and I wouldn't want to do it.

        You do get tone-deaf bosses sometimes, and sometimes you see some bad employees.  But for the most part, the regular employees are really portrayed in a positive light, showing how dedicated they are to their jobs.  And many of the CEOs have announced company-wide policy changes as a result of what they experienced while working undercover, which will hopefully then benefit all employees.

        The concept of the show is great, because I do think a lot of CEO should be doing this.  Heck, Papa John's CEO John Schnatter is one who should be working the menial jobs at his company, but he won't, because he's a right-wing douchebag.

        But bottom line, in episode after episode, the show really does destroy the right-wing talking points about the working poor that are being made on Fox News every day.

        I'm almost wondering, given America's love of reality TV shows, if we can't try to get our right-wing friends and family to watch Undercover Boss.  Lure them in by talking about observing how a CEO operates, and if they have a human heart and aren't a sociopath, they'll be touched by the human stories of struggle of truly hard-working employees who haven't tried to simply "mooch" off the system.

        Like we noted how Rob Portman only now supports gay marriage because his son is gay, and how Eric Cantor supports more funding for medical research because his dad has a disease, I think it was Jon Stewart who joked if there was a way for Republican members of Congress to experience having poor kids to understand the need for food stamps.  Well, this may be the next best thing.

  •  I had a boss similar to that (3+ / 0-)
    Recommended by:
    kyril, Kitsap River, JoanMar

    One year he gave me a $1,000 cash because he heard me speaking about an anniversary party my sisters and I were giving our parents and he knew my father was undergoing cancer treatments and didn't have long to go.  Unfotunately, he sold the company to a big conglomerate and they then threw him out.  I also heard of another owner who sold his company to the same conglomerate and gave all his employees bonuses based on their years of service.  I know my former boss was Democrat but I'm not sure of the other owner.

    Never be afraid to voice your opinion and fight for it . Corporations aren't people, they're Republicans (Rev Al Sharpton 10/7/2011)

    by Rosalie907 on Fri Jul 05, 2013 at 09:08:38 PM PDT

  •  I have such mixed feelings (2+ / 0-)
    Recommended by:
    Yasuragi, JoanMar

    about this show. Always happy to see the people who are usually the hardest working and most invisible people get recognized. But the times I've watched, I've been left feeling like the underlying systemic issues that create the very situations the undercover boss "fixes", never ever get addressed.

    Don't get me wrong. This guy sounds like one of the better ones and could have done less and not dug into his own pocket.

    We view "The Handmaid's Tale" as cautionary. The GOP views it as an instruction book.

    by Vita Brevis on Sat Jul 06, 2013 at 07:02:34 AM PDT

    •  That's what I was thinking, VB. (2+ / 0-)
      Recommended by:
      Vita Brevis, JoanMar

      That the need for a higher minimum wage, or for companies to take it upon themselves to pay a living wage is never the result... or hardly ever: I haven't watched in a long time.

      This is a great story about a guy with a heart, but I generally didn't see the show solving the overall problems.  Though I do agree that it's outstanding to show working class folks doing their jobs and struggling to make ends meet.  I just wonder if it changes minds overall about "the takers" the right keeps talking about.  They'll say, now that person is honorable.  But all those Welfare Queens out there... (or whatever the current disrespectful term is).

      "Throwing a knuckleball for a strike is like throwing a butterfly with hiccups across the street into your neighbor's mailbox." -- Willie Stargell

      by Yasuragi on Sat Jul 06, 2013 at 07:22:05 AM PDT

      [ Parent ]

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