‘Bachelorette’ Jeff ‘Mask Man’ Medolla: ‘I Want You to Think I’m Weird’

If you thought former “Bachelorette” contestant Jeff Medolla (primarily known as Mask Man) was just weird, then the joke is on you (or so he mockingly claims). In his brilliant mind, he’s an ingenious “prankster” with a smart societal message, and he’s guffawing all the way to the funny bank with his friends and family. Oh, Mask Man, you kill us, you silly goose! Hahahaha!

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The 35-year-old businessman, who owns a wine brand aptly named Freaky Muscato, took time out at a conference call to dole out his rambling thoughts on his beloved mask, bad boy Bentley Williams, and the two’s lovely toilet scene together.

Uhh, why did you wear a mask?
I’ve got an extremely dry sense of humor, and I love comedy, OK? I am a business man, and I own a wine called Freaky Muscato, and I’m a huge risk-taker, OK? Why the hell would I walk in as just regular old Jeff? I mean that’s just easy.

I was thinking about maybe doing like a big, fake mustache, like Tom Selleck or something … get out of the limo eating a donut … really kind of flipping the script around and really throwing her off and throwing everyone off. That’s how I operate. I knew I wanted to go in disguise, and that’s kind of how I also had the mask idea. After talking to the producers, of course, they were like, ‘I think it’s genius,’ and ‘Let’s roll with it,’ so that’s what I did.

As much as it was a joke, there was great meaning behind it because there is a great message, which is don’t judge me for what I look like, or maybe money that I have, or materialistic things.

Were you there to find love or make a point?
Well, I could tell you that if you spoke to any of the casting directors about me, they would tell you that I’m a very genuine, sincere person, and I do want to find somebody that I can spend my life with.

You don’t go [on the show] knowing exactly who it’s going to be. If you get lucky and you walk in and there’s like chemistry or something, then it makes the experience that much better. But I didn’t talk to Ashley all that much … I only talked to her like three times like in the whole time that I was there.

I just kind of went in with a different angle. I like to twist things and go in different.

Pray tell us, what is the future of the mask?
I had two of them. So, you know, one was burned. I have one more. I’ve had hundreds of people say, ‘You going to start selling masks?’ and I’m like, ‘Well, I don’t know. Maybe I will.’

It seemed you were fairly friendly with Bentley, being his roommate and considering the hilarious bathroom outtake and all. Are you at all surprised at what he was saying on-camera about you guys and Ash?
I don’t think Bentley is like a total a–hole. I just think he was like playing the camera. I don’t think he really wanted to be there. After maybe four or five days, I could just tell.

I mean, there is no doubt in my mind that he missed his daughter. I’ve had friends say it’s like everything he said is just very contradicting, and it doesn’t all add up. And maybe that’s what he was just trying to do. I have no idea.

But did it offend me? No, I could give a sh-t less. I’m not saying like I trust him totally, but I don’t really trust anyone on there because I don’t really know those people.

Could you elaborate a little more on why you found his trash-talking so inoffensive?
I think you’d have a more honest group of 25 guys showing up that were willing to hard-core compete than when you just go out there and you don’t know who [the Bachelorette] is. And like, maybe only three or four guys there were legitimately into [Ashley]….

But I think everyone there liked Ashley. It’s just that you don’t know who it’s going to be when you go there. [Bentley] obviously thought it was going to be someone else or something like that. I have no idea.

One more question about the mask: Do you think wearing it actually ended up hindering your relationship with Ashley?
Yes. It was a barrier, of course. But it was also a joke. I mean, I’m a big prankster. My initial thought was how friggin’ hilarious would it be to show up to this big old party, where everybody’s nice looking and everybody’s relatively successful and just not show your face. I didn’t realize that a long time would go in between the next time I even saw her again. But I don’t have any regrets of what I did because there was a lot of meaning behind it.

Who do you think is the best fit for Ashley?
Everybody’s kind of talking about J.P. – J.P seems like a nice guy. [He] seemed like he was actually like genuinely into her. So yes, I’d go with him.

Considering most people just focused on the mask, was there anything you wished viewers knew about you?
You know, I’m a smart businessman, and I knew what I was doing … you want to think I’m a freak, go ahead. Like who in the hell would be in a pool swimming with the mask on or all the funny things that—all I did was funny things with the mask … but my character on the show was Mr. Serious Guy. You never see me smiling and laughing.

And I guess that’s kind of what is disappointing … but it doesn’t matter … I don’t care what people think about me. Like, I don’t care what these millions and millions of people think I’m odd or strange. That was the point, too, is that I can relate it back to my line of work, and I want you to think I’m weird. I want you to think that.

And that’s what’s awesome, because all my friends just laugh their a– off when they’re watching it, because when I’m reading the newspaper on the toilet, making stuff up as if I’m like a boat with no motor and steering wheel and Bentley’s fixing his hair—we were just having a good time.

Catch the less freaky “Bachelorette” on ABC this Monday at 8/7c.

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The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

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