Undercover Boss Gives Employee $50,000 for Medical Bills

The CEO of Diamond Resorts gives $50,000 to a deserving employee so she can pay off her mom's medical bills! Watch Undercover Boss for FREE on Dabl Network.
Visit bit.ly/2sGTUwA for where to watch! #UndercoverBoss

[@psychopaul508]

In what world would that costume fool anyone 😂😂😂

[@Lionboy2930]

Class ha ha nice one

[@chickychrissy9405]

Its not the costume. If anything who knows how often they get to see their boss up front all the time, usually they are behind the scenes and the only time you may see them is when first hired or in big trouble with the job. Although his suit at the end.... kind of looked a little too big on him lol, his whole neck was covered and his collar went up to his chin

[@cats0182]

In the world of reality television.

[@moniquecobb9051]

I am over here SCREAMING 😂

[@phillip23]

🤣🤣🤣🤣

[@jamdivi]

That wig is RIDICULOUS 🤣🤣🔥

[@amphibeingmcshpongletron5026]

Hilarious. It was so obvious and distracting. It gave a pretty serious moment an unintended comedic tone that created a lot of cognitive dissonance for me lol

[@L_ords]

@@amphibeingmcshpongletron5026 it shattered the immersion and emotion of the script lmao

[@Gameboy-Unboxings]

I don't understand at all. Why would they pick that wig?? He couldn't even get it out of his hair in the wind because it would have probably fallen off.

[@koldkrushxl3209]

This diamond resort guy has a very big heart. All his video clips make me tear up due to his generosity

[@RejectedSpiritX]

And the way he presents his generosity. “Diamond Resorts wants to give you…” instead of focusing so much on himself. Sure, it’s his money, BUT he presents his generosity in the way that lets his employees know that he and his company truly care. I’m not much for corporate CEOs, but Mr Cloobeck truly has my respect.

[@Beun007]

So am I...

[@jennifercolantes4179]

agreed 101%

[@atonybiz4608]

LMFAO the wig like wtf 🤦🏾‍♂️🤣

[@jackiepage6120]

That wig is absolutely hilarious.

[@amphibeingmcshpongletron5026]

Right?! It was so obvious and distracting. My first thought seeing that in the wild would be "uhh, that's a fucking wig, and a really...uh...interesting choice, but okay whatever, you do you..." lol. You could tell when they were sitting down outside that the CEO was bothered by it but just gave up trying to manage it and just let it fall in his face. For such a serious and personal conversation, that wig sort of took me out of the moment a bit. It really is absolutely hilarious though.

[@Gameboy-Unboxings]

I think ridiculous is the better word... What the fuck were they thinking?

[@kuldipmaharjan]

Very natural looking hair 😂

[@samueldocski4426]

Mark Dice hair haha

[@tazdianbrewhaha1402]

There's no way in the WORLD these employees don't know who he is. Not only is the disguise horrible, but he's asking all kinds of personal questions lol. I LOVE this CEO though, he's one of the better ones

[@mofo7689]

Hey boot, you mean the team of cameras moving through the store don't give it away? Did the boot camp DIs not slow down enough for your speed?

[@Mogogirl1967]

So i love these shows but why do the make up people give the WORST disguises. Almost every hairstyle I've seen on these undercover bosses are so OBVIOUSLY fake. You gotta know these employees know these people arent real...lol.

[@eminhawa]

They probably think it’s some loser looking for some new career opportunity.

[@raylan9542]

Sure, next you’ll say there’s no such thing as Santa Claus😎

[@cupidok2768]

Omg 22?

[@Youtubeguru05]

Cause his hair was THRASH! So obvious

[@husniyyahakhtab6464]

That wig was insane! 🤣🤣🤣🤣🤣

[@Epicgamingboysz]

You can see how smart this guy is by going undercover, he is learning what is wrong and what is right in the company. He is helping the people out Who need it most and improving is company at the same time.

[@chrisjacobs9101]

Damn it’s almost as if you read the premise of the show lol no 💩 that’s the point of the show

[@Epicgamingboysz]

@@chrisjacobs9101 i dont even know how this show is called bro

[@ethanclarke5618]

@@Epicgamingboysz Undercover Boss, my guy...

[@Gaybraham.Lincoln]

the stupid paranoid part of my mind is trying to tell me its all scripted. God please say its not scripted. i need people to be good to each other. too much bs going on in the world

[@fernluvr]

@@Gaybraham.Lincoln Apparently it's all real 😊

[@markrolfe4280]

this young lady just seems so lovely, i hope she does well in the future

[@Gameboy-Unboxings]

Well she obviously knows whats going on .. look at that fucking wig.

[@vrod1136]

This guy demands excellence and his generosity is amazing.

[@geraldoliver8540]

This girl has a beautiful heart she deserves all she got bless her .

[@rachelcarter2036]

That disguise is soooo bad 😂😂😂

[@johnchenky]

I learned so much watching the undercover boss. Michael Flaskey is more than a CEO. He can see people right through flesh and bone. Great guy!

[@CandC68]

I found that I watch more of these videos than I would have expected. Just dawned on me why. I've worked a LOT of jobs over 6 decades. Sadly, a lot/most had a common issue. Management at all levels view the workers as furniture. Amazingly, some of the managers had come up through the ranks as workers. Only to forget what it was like. These videos present some bosses as actually understanding the value of good work, good people. When a company finds a good one, keeping them is critical to everyone's betterment.

[@JONACAN]

What a beautiful young lady, she will be most successfull by now, she deserves all the best.

[@zeleno9725]

his fake hair to disguise himself kills me every time lol he's so sweet! I wonder how I've never heard of Diamond Resorts.. hmm

[@sjgoode6590]

BY FAR the most generous guy from any other episodes.

[@murdahmammiez]

U havent seen joey then. Look for the one ceo finds out woman is homeless

[@mrjameson9146]

Hahahahahaha ain’t no WAY that man got away with his scooby doo disguise

[@Lollaren]

Hahahahaha worst disguise ever

[@melissaslater3764]

His wig was ridiculous

[@mariannarozsnyoi2499]

But his heart is gold!

[@melissaslater3764]

@@mariannarozsnyoi2499 you are 100% right.

[@arvinpeteralcantara9698]

I hope all the bosses around the word are just like you sir!

[@chickychrissy9405]

These always make me so emotional lol. Especially about her mom and how much she loves her. My mama passed away when i was 8 and i only remember her through some picturez. Always cherish your parents

[@juanmercedirizarry4915]

She is heaven... God Bless you and your Family. AMEN .🙏

[@De1usionsofGrandeur]

Yes I lost my dad back in 2016 from cancer. I have alot of photos but it pains me that I dont have any video of him at all a the times and years I literally had a camera in my pocket and I never thought about taking any video.

[@kasam77]

sending you ❤️

[@juanmercedirizarry4915]

Well deserved young woman...

[@jonmckane4672]

Amazing lady. I hope the best for her and her success 😊

[@Solo-yy6dw]

Men this guy beyond lottery bc I don't have words. He is great. Make me cry a lot. I have been in his oak tree resort sedona AZ. My family loved it.

[@ruthdanielson919]

I love this show too, these bosses can be so thoughtful and generous. The employees dealing with so much.

[@JordanStar7]

I love seeing him standing there in that awful wig and the actual picture of him placed on the wall directly behind him lol

[@car65los]

Blessed and Beautiful.

[@cynthiawagner2415]

I love hearing about company CEO 's that are very caring for their employees. The CEO of the company I work for came out to meet and talk to us one at a time I talked to about things that need to change and about my situation but unfortunately he isn't that type of CEO. I could really use some financial relief right now. I would be so happy if an undercover boss showed up at my apartment to give me a helping hand.

[@devonodevon]

Lmao she definitely figured out early what show she was on and thought "Okay lets talk about how broke I am with a sad story, oh I'd love to travel too."

[@commycasty]

lmfao that wig is such a red flag. He would be sus as soon as I saw him wearing that.

[@kennethgrantham5092]

This guy’s wig is terrifying…if I was him, I’d rip it off my head and burn it!

[@missstirring6063]

😂😂😂😂😂

[@itsyuhboii]

My mom sadly passed away. I would do anything to see her again.

[@dean-marr]

my dad passed 2 weeks ago and I feel devastated. sending u luv

[@itsyuhboii]

@@dean-marr I send all my love right back to you man, no one should have to go through that at all.

[@gritskennedy5007]

This is the sweetest girl ever!

[@williamrivera817]

Amanda is kind and she got a beautiful heart ❤️, God bless her,

[@subrotomitra]

A little kindness would go so far....

[@46st]

God Bless Everyone

[@abunaser5996]

Great boss great job thanks.

[@geoffreyquirk6201]

keep sharing the love

[@duanedorman6134]

Smart people, no matter how high up the chain, listen and learn from subordinates.

[@double-h-farms]

This ceo is awesome,, he doesn't hesitate to do something good for someone or his company, must be great working for him..

[@fredziffle1991]

Nobody tells their mum how special they are enough, life passes by and before you know it you've lost your mum n dad. No one can replace them.... No one!!!!

[@Pannkakaize]

Yes very true, i think about it almost every single day, i dont meet them very often and its sad, my mother i dont have such good relationship with anymore and im kinda alone in a big city with parents far away, it sucks really hard, its draining so much energy thinking 10 years gone by and parents getting older and all you wish is that you could spend time with them cloesley, but i guess that what happens when they divorce and the family is split

[@kc1072]

If a “new worker” came into my work looking goofy with a wig, I’d look up the ceo of my company and come up with the saddest story. I raise 35 dogs all alone and I feed them my own dinner…

[@timiguire1145]

Twenty years of free dog food!

[@rshaw5892]

@@timiguire1145 ONG LOL

[@moniquecobb9051]

😂😂😂😂😂😂😂😂😂😂😂😂😝😝😝😝

[@phillip23]

Yes, that with the combination of cameras hahaha

[@kurtdowney1489]

LMAO!!

[@thedrunkenirish7800]

It's like a dream come through getting to move to Ireland and work in our country, hope she's doing great here and getting 50k is great to hear from the boss

[@zacharydavidvbangura9873]

Same guy who paid for one of his employees house.. love this guy

[@andyzillla4133]

That wig is 🔥

[@sawdust4630]

Such a bad disguise 😂😂😂 props tho 👍👍

[@thejetshowlive]

This dude comes up to me to get trained...my first thought: WTF is this dude wearing a WIG?!?!

[@pierre-rose7783]

LOL ! This disquise is just hilarious !

[@yvonnemurray5537]

One word….AWESOME!

[@benitaarabadontoh4848]

God bless U

[@dineshkerai]

This man as heart of gold given $50.000 for her mother medical expenses. In the UK people miss use NHS if we have illness like cancer how treatment his free and don't have to pay for medicine

[@dorisbeale4940]

Wonderful

[@smana3667]

1:01 the wig all up on his face😭😭

[@audraarndt1824]

That wig was reedonkulus

[@josephsingapore8742]

Wat a great boss..

[@LarryBanks85]

Wow I love this!

[@kathleenward4905]

I hope she came to ireland she would love ireland.🇮🇪🇮🇪❤

[@joanndickerman5884]

Could they not have found another wig that looks real?

[@AcedrinksLIVE]

Boss really radiating "WHERE ARE YOUUU, IM SO SORRYY" energy

[@kristinmoreno9203]

That Wig!!😂😂😂 Other than that, this was a Heartwarming story! ❤️

[@jordantrenchard2739]

The wig 😂

[@marlenalinne6100]

I watch this show and I have to wonder how all the other employees feel about only a few people getting these rewards?

[@Julie86Mac]

it is the trainers who get the rewards, as they are the only ones who have direct contact and personalized instruction with and for each candidate/employee. the other employees at the establishments are not directly involved in the process, as they are not directly involved with the candidate, so they are not entitled to awards or compensation.

[@christopherlane5238]

If they are decent people they are happy about another person's good fortune.

[@stovalish6]

@@christopherlane5238 And/or try to work that person. Two of my friends and I all were in the running for one promotion. I ended up getting it and my buddies always had my back and it made us all closer. Cheers mate!

[@stovalish6]

Sorry, work like that person.

[@Gameboy-Unboxings]

@@christopherlane5238 thats complete BS. So because I'd be jealous and pretty pissed off about it, I'm a bad person? That's ridiculous.. I could see if you were already well off and had money but if you're working for a shitty wage, then its human nature to be jealous..

[@BIGLEYES]

in france all is covered by social healthcare and i got the big chance to live in europe when the access to care is more great and avanced continent in the worlds

[@samueldocski4426]

Yeah, you pay for it with higher taxes. That’s socialism.

[@kuldipmaharjan]

In America bosses are covered by wigs

[@swingmanic]

Yup!...In the U.S it's a case of your house and all you own or your health..Just looking at the price of insulin in the U.S and the fact that diabetics have to ration it if they can't afford to buy it. It's a disgrace!!!!!!!

[@jayarajjohnson2476]

JUST WONDERFUL.. "Do unto others what you'd have them do unto you". - Bible

[@Miapetdragon69]

It is so hard for me to comprehend why MS is so different from one person to another My grandfather when he was diagnosed there was no medication on the market... He lost his eyesight as for myself 8 years ago I started having to rely more on my power chair... And that is extremely frustrating.... I have primary progressive multiple sclerosis... And I haven't forgotten anyone, thank you Jesus... But I can't roll from the kitchen get past the threshold and forget what I was trying to do... My heart goes out to your Mom! She's not alone😊

[@ronniecreason7870]

Very cool

[@truthloveandhappiness3026]

0:47 🤣🤣🤣🤣 if it wasn't bad enough that his toupee was obvious, he's standing right in front of his own picture and she doesn't see it!!!! Priceless.

[@SuperAmericanSam]

As endearing as these are, the wigs make it look like a Tim and Eric sketch lol

[@joncampo1627]

I’m going to start going out of my way to use this mans resorts.

[@iss3466]

Shit my boss asks me what size T shirt I wear and than never gives me a t shirt lol....

[@aaap3875]

This is a real CEO he gave the other guy 200k also who was old and in dire need.

[@zytnpltr]

Bro the costume department is trolling. These wigs kill me, lmao.

[@mwoz14222]

THAT WIGGGGG. GUURRRLLLLLLLL

[@moniquecobb9051]

WHERE is he going w that wig? 😂😂😂😂😂🤣🤣🤣

[@jenniferv618]

I like this show BUT, I don't like the part that they are usually only giving money or gifts due to the fact that it's going on tv.. I want to _really_ know if they would do the same thing _off camera_ with zero recognition or notoriety.. most I think wouldn't.

[@amphibeingmcshpongletron5026]

You're not wrong at all. But then ask yourself, is it a bad thing that it happens because of cameras? A CEO learned some valuable things about how to improve a company, deserving employees received some life-changing help they never would've received otherwise, and we all got to see it and get entertained or inspired. Most CEO's would likely never get the opportunity to even get to know their best employees like that, get know their problems, and offer help if they didn't have an excuse like this. The reality is even if they went to visit their employees of their own accord, but as a CEO, not a coworker, they'd likely never get them to open up like this.

[@superbladesman804]

You can see that's a wig from f*****g orbit🤣

[@000snow000]

His answer to the overbooking problem is so half-assed. I worked in hotels and I can tell you that overbooking is done on purpose to ensure maximum profits. They don't have to do it, they just figure it's worth pissing off a handful of guests every night for that extra money.

[@lisalefleur2977]

Moral of the story is he didn't realize his dog was sleeping 😴 on his head.... His wife was very happy to find their much loved family pet.... Thank you..🤣

[@Gameboy-Unboxings]

Lol, this made me laugh. THAT'S the moral of the story. 😆

[@michaelweeks9317]

Good people just rock don't they?

[@cricketReviewChannel211]

The wig has a very human design.

[@bfnew4440]

She seems mature beyond her years

[@Broekje]

Uncover boss undercover: I want to speak to your manager, I'm gonna have you FIRED! Undercover boss in real life: I AM THE MANAGER

[@cooleenw]

Oh yeah this wig is so believable Let me tell you about my problems when I’m looking to my left and seeing your picture on the wall

[@serenity8145]

The wig has got to be a giveaway! 🤣

[@CodyLeon]

Iv been in the hotel industry for near 10 years and we oversell everyday its not uncommon

[@benoorawk8520]

the wig game is strong!

[@margaretmcgarry1300]

That wig is hysterical

[@johndavis3307]

I remember when I went to Reno or was going to Reno we were going to stay at a hotel but that overbooking was something else corner my friends they’re talking about lawsuit because their rooms will give them to somebody else

[@justinemascaro7334]

How many businesses are franchise does this guy and I seen him in so many different videos lately

[@laara1426]

Heads up to the CEO . INVEST IN BETTER HEALTHCARE PLANS FOR YOUR EMPLOYEES THAT DO NOT HAVE HIGH DEDUCTIBLES OR COPAYS so your employees don't ever have to deal with what that young woman's mother went through. It is an investment.

[@Gameboy-Unboxings]

Invest in a better wig.

[@KoeiNL]

That's not the solution, because it was her mom that had these issues. The solution is healthcare that is not dependant on employment.

[@joebloggs830]

Is there a word beyond "lifechanging", yes there is... HOPE. He gave you hope.

[@Gameboy-Unboxings]

CRINGE. You gave me cringe.

[@9svm]

That wig is next level

[@E-MAN979]

That wig 😂

[@maizeman90]

They gave that dude the worst wig imaginable lol

[@TheVoyagers.]

Looooooool that wig fml

[@bsusak09]

Production can’t be serious with that party city wig

[@MrElecterik]

With a wig like that it's clear you're an undercover boss :-)

[@jfergs.3302]

i know they've got to disguise the bosses, but what was with that insane wig !?!?!? who in makeup thought that was a good fit 😂

[@hypershadow87]

The wig ......THE WIG lol They could've given him a more realistic one.