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Post image for Interview with a Man Who Won Over 5 Million Dollars with the Lottery

Interview with a Man Who Won Over 5 Million Dollars with the Lottery

by Roman on September 17, 2009

An American guy who won over 5 million dollars in the lottery is answering the questions of the public over at Reddit.

The lucky winner wishes to stay anonymous but here is an overview of the incredible answers that he gives.

Keep in mind that they are all asked by different people and are forcefully grouped together by me.

The Interview

Sex, hookers and relationships

How many hookers did you get?
Heh. Yeah, I have to admit, that I couldn’t resist and have done this-many times. I have gone out to Nevada, and paid more than many people make in a month for one night with a porn star. I won’t list them, but by FAR the best was Sunny Lane.

I think that is kind of funny! You paid a ton of money for what some dude with a big dick gets paid to do.
True, but I have more money than the “big dick” guy will probably ever have. And that was something I wanted to do. And you are assuming my penis is small. It is not. Ms. Lane can verify this.

Was going to ask about drugs, and hookers etc… can you elaborate?
Never have been a drug user, ‘cept for some weed now and then. I DO drink WAY too much though.

How much have you spent on Hookers?
Thousands. ;(

How’s your relationship now with non hooker women? Any girlfriend? How do you aproach women now? Did you have a partner before? If so, how’s your relationship changed?
Bad. Really fucking bad. I don’t approach women any more, they trample over each other coming after me. At first, I was living it up, but after awhile, I realized that I could not meet any quality women (sorry ladies, but you know how many of your sisters are) if they knew I wealthy. So I stopped going out.

Money Questions

Are you broke, yet?
Nope, not yet, Still ballin’ 😉

How long ago did you win it? Changed your life at all? Cause five million seems like a lot but on a large scale I can’t imagine it being enough for you to quit everything and spend the rest of your days jogging. But I guess it would be enough to quit your job and start up a company or something.
Like I said, I won’t say when I won, but it changed my life considerably. Five mil is what I ended up with after The Man got done with me. I continued to work at my job for about a year, but eventually had to quit because my co-workers were continually making snide remarks or asking me for loans. And it didn’t help that I had more money than the CEO of the company. I have a degree, and try to work out of pure boredom, but inevitably people find out and I have to leave.

How did you invest it? Why don’t you start a business with some of it instead of trying to look for jobs? You already have the capital and it will be fun. And who knows, it could make you millions more.
I invested about 2 million, and even with the recession, (where I lost nearly 30% of my net worth in 2008) I still make enough off this alone to live a healthy middle-class life in my area. I have thought about opening a bar or strip club, but right now, I just drink and read Reddit.

Do strangers often knock on your door, asking for money to treat an illness, or something similar?
No knocks, I live relatively anonymously in the mid-west. I do have to change my home phone number every few months though. Pretty annoying.
Because people get my number and ask for money for some bullshit business they want to start.

Are you happy you took the lump sum vs payments from now on?
Oh yeah. Bird in the hand is worth two in the bush.

Did you ever consider giving up some even as little as $1k for any good cause (i don’t mean churches or religious stuff) like orphanages or something like that ?
I meant to post this earlier, but it didn’t come up. I donated nearly 1/2 a million dollars to charity. Mostly for disabled kids and cancer research.

Lottery Procedures

I thought lotteries worked by either allowing the winner to take a fraction of the winnings at once or receiving the entire winning through payments for several decades. Was this not the case for you?
Correct. I “won” well over ten million, but after taking the lump sum option and after taxes, I ended up with just over five.

What was the process of getting the money? For example, did they just send you a check and you deposited it in the bank, or was it more involved such as splitting across banks or getting additional FDIC insurance? Did the lotto people put you in touch with financial advisers or leave you on your own?
Good question. I had the good fortune to work for a financial services company at the time, and had access to some top-notch accountants and attorneys. Had to pay them of course…a lot, but they didn’t screw me over. They helped me set up several accounts, and the money was transferred where I wanted.

Family and Friends

If you actually won the lotto, have you told most of your friends etc? If so how did they react, did they get jealous? I often wonder how the people around me would react if I had come into a large sum of money with absolutely no effort.
Got lucky with my friends. I’m an introvert, (hey, I’m on Reddit, right?) and only have two close friends. I gave them both $100k, tax-free. Had my lawyer set that up hehe, and we still hang out often.

How has it impacted your relationship with your family?
I was waiting for somebody to ask this, because this has been where things have really changed. I have always been very close to my parents, and I paid off their house and car loans-cliche I know, but that’s what I did. They really don’t treat me any different, and mom is still motherly. My father’s side of the family has been very cool, I suspect, because most of them are well-off professionals, if not rich. However, I was never that close to any of my uncles or cousins on his side. My mother’s side is different. Aside from a couple of aunts, her side is almost all scumbag aunts, uncles, cousins, etc., that have a long history of crime. I don’t visit my parent’s house anymore when one of them comes it to town, because I know they are going to badger me for money. It’s really sad, because I was far closer to her side of the family, especially my cousins. Now the only reason they try to contact me is for money. The only fucking reason. Years ago, we would shoot the shit for hours about everything and nothing. Now if they contact me… sorry, I wish I could go on but it’s painful.

Emotions and Winning

Can you describe what went through your head when you were matching up the numbers and were getting closer to having them all? Then suddenly going holy **** I just won lottery! I can only imagine that feeling. What has been the greatest feeling since?
I don’t know If I can describe it. I didn’t know until two days after the drawing that I won. I just casually went to go check the numbers online, and BAM! Yeah, I checked the ticket for about three days. I went to several convenience stores to get their print-outs of the winning numbers. I took three days off from work, said I was sick.

Does money buy you happiness? I feel like people may have been lying to me about this.
Of course not hehe. Everything is relative. I’m pretty happy with my rare cars and hookers though.

Are you any happier now?
Happier? I’m really not sure. When you don’t have to worry about paying your bills, other problems come up. Mostly these problems are of my own making. But either way, it’s nice to not have to worry about money.

What one thing would you not have done after winning that you did do?
LOL I’m not sure. I think I did everything right as far as fiances go. And you can’t hide this sort of thing from your friends and family. I can’t say I regret banging the porn starlets or random hot chicks that caught my eye. Or driving around my $100k sports car. No, at this point, I can’t think of any mistakes I have made, yet.

Have you turned into a huge jerk? If I was rich, I would treat everyone like crap all the time.
Not at all. Since I already hated about 90% of the people I met anyway, nothing has really changed hehe.

Things he Bought

What was the first ridiculous thing you purchased? just because you could.
An orbit orange 1969 GTO Judge, Dazed and Confused style.
Not to whip my cock out here, but I have a Hennessey Viper Venom TT convertible. This was actually the first major purchase I made.

About the Lottery

Do you still play the lottery?
No hehe. I bought the ticket on impulse, as an afterthought when I was getting smokes and Pepsi for my rum.

Do you feel bad that the money you gained is money lost by idiots who play the lottery?

Did you pick the numbers or did you let the machine do that for you?
Yes, I did. Let the machine pick I mean.

Computers and Travelling

Mac or PC? Specs? (this is reddit, after all – how geeked out did you go)
I don’t care about Mac’s or Linux boxes—they can’t play games.
I’m a PC game fan. But I am after they story and the experience. I can’t tell you how much I loved Fallout 1 and 2, the Thief series, fuck, Baldars Gate, NWN 1 and 2, and don’t get me started on Planescape: Torment.
BIG geek. I have always been a PC game snob. Mass Effect is my new favorite modern game, in a close match with Fallout 3 and Oblivion. I love mods. Any sand-box game. Love mods.

What’s the craziest place you’ve traveled to, assuming you’ve traveled a lot since you won it?
Love Hong Kong, I am really thinking about living there. The only thing holding me back is that I don’t want to leave my family and friends.

If you made it this far, here is a funny picture about winning the lottery
An incredibly lucky millionaire

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Posts about funny pictures as of September 17, 2009
September 17, 2009 at 1:46 pm


Kristjan-Olari Leping September 20, 2009 at 4:04 pm

Really fun to read interview. Quite a strange guy who won that 5 millions.

lottery_winner September 21, 2009 at 1:00 am

Haha, love the picture.

Amanda December 31, 2010 at 1:00 am

I think it’s wonderful to win the lottery, But I think in today’s economy 5 Million is chump change, Don’t get me wrong, I don’t even have 5 bucks to my name. But I wouldn’t go being a hermit over 5 Million. I would simply ignore the dumb ass people begging for cash, and if they kept it up I would walk away. I don’t know why people don’t grow a damn back bone and say what they really want! Don’t be to nice to people, you will just get walked all over. As for finding love in your life, It is possible to not come across a gold digging slut, For one don’t go looking for love in bars, or some sexy bitch with 10 kids looking for a rich baby daddy, Find someone who is down to earth, They exist! Can’t just give up on love, It’s out there. Oh also since your on the net chatting so much, Look for little signs when typing to woman, Woman who use proper English and spell well, These people are intelligent, Don’t go around looking for woman who use.. U and R .. and all those other stupid abbreviations, They drive me CRAZY! If you see this, it means they are lazy (This goes for men too) I don’t go after the guys who use U and R in a sentence, Why? Because if you can’t take the time to spell it out.. YOUR LAZY, means you will be lazy in person, No one want’s to be with someone always looking for the easy way out (gold Diggers). But seriously don’t give up having a real life, You can always make money, True love is rare. If you pay attention to small detail you will know who your true friends are, even possibly true love. Good Luck !

Nicholas February 11, 2012 at 8:31 pm

I can’t forgive you for using “your” instead of “you’re”.
Sorry 😛

Roman February 13, 2012 at 3:52 am

It was actually a very clever attempt by Amanda to get someone to reply to her comment 🙂

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