Things I Would Never Do: Go Back to Work After Winning the Lottery

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Would you go back to work after winning the lottery, or would you tell your boss what they could do with the job? How much would it take for you to quit?

Welcome back to another entry in the series of posts in which I discuss things I would never do. The majority of the posts in this series have been fairly cut and dry for me, where I fell on one side of the issue or the other and I don’t know that is the case with today’s post on winning the lottery and going back to work.

Truth be told, I think I’ve spent maybe $10 in my life on playing the lottery. I’d say it’s all been when the Powerball has hit some crazy number; I’ll throw a couple of dollars at it, other than that, I’d much rather take my chances on growing my money in the stock market. That said, this article from stood out to me as it discussed a recent Gallup poll of individuals who were asked what they’d do if they won the lottery. If you’d like to check out some of the other posts in this series, you can do so below:


Does Winning the Lottery Mean the Same Thing to Everyone?

What I found interesting about the poll was that there seemed to be a pretty good split over what people would do after winning the lottery. To be fair, the poll asked people what they would do if they won $10 million in the lottery as opposed to hundreds of millions in a crazy Powerball jackpot. If you don’t want to read the article, the results were as follows:

  • 44% would stay in their current job
  • 23% would continue to work, though in a different job
  • 31% would quit work altogether
  • 2% did not know what they would choose

I am actually a little surprised that more people polled would not do the stereotypical thing and tell their boss where to stick the job – especially with the growth in low employee morale in relation to how their employers are treating them. Gallup believes that the reason ties back to how shaky the economy has been the last few years and continues to be so. I know that in every office role I’ve been in there has usually been a group of people that would pool money together to buy lottery tickets every week and each time, without fail, numerous people would chime in that they would not be there the next day if the group won the lottery, but again everyone is different.

While many have their dreams as to what they would do if they won the lottery – either travel, buying things, or sharing with family members it is interesting to see this split. As an aside, it never ceases to amaze me when I hear of stories of people who win crazy amounts of money in the lottery and end up back in the same spot there were prior – barely making ends meet and racking up debt on their Discover it® card or other cards. There is no better advertisement for the need for financial literacy in our country than that.

What I Think I’d do

It’s hard to say what we’d do after winning the lottery, though I am confident if I was in my old job I’d likely tell my boss, as courteously as possible, what he could do with the job. Now that we run our own business, I don’t know that it would be such an easy decision. I believe that, ultimately, we’d shutter our business over time and follow our passions that would still, hopefully, continue to bring in income. Mrs. Frugal Rules has been wanting to become a published author (actually she is…just on an academic level) and write novels. She has a number of ideas that she wants to put to paper but with all that we have to juggle it’s not really feasible right now. I would pursue my passion to become a financial advisor, obtain my CFP, and look to help people in any way I could.

Beyond that, we’d shift much more time to helping those organizations in our area we care for and devote time to them and involve the little Frugal Rules’ in that endeavor. The one frivolous thing we’d likely do is a buy a bigger house so the little hooligans would not always be climbing on each other and so we could have more room. Other than the house, the other thing we would likely do is do considerably more traveling, as the kids got older and as our new businesses would allow. I think even though we’d still have a lot of money we’d still be looking for deals related to travel, like with the Hawaiian Airlines credit cardso we could save money on all of our traveling. Just because we’d have money doesn’t mean we still can’t live frugally, right?! 🙂

It also goes without saying that this would involve highly diversified investing to create many more multiple income streams that we could not only rely on, but also reinvest. Even as I type this now, I am not seeing myself falling on one side or the other, but would likely look at changing what we would do for our “job” after winning the lottery.

Would you go back to work after winning the lottery, or would you tell your boss what they could do with the job? How much would it take for you to quit?

What Would You Do?

Ok, I turn it over to you now and ask what you would do after winning the lottery. For the sake of this exercise, we’ll dispense with the issue of whether or not you actually play the lottery, but just answer what you would do. Would you tell your boss where they could stick their job, or would you continue to go through the daily grind? If you didn’t would you start working in another job, follow your passion or start sipping mai-tai’s on a beach somewhere?

I do have to admit that is an awfully tempting proposition, though I do not know if I could spend the rest of my days that way. After getting over the shock of winning the lottery, what would be the first thing you’d buy? See, there are many questions you could ask about this subject. I do know one thing though, I am not really any closer to an answer on what I’d do if I won the lottery.


So what would you do after winning the lottery? Would you go to work the next day or tell your boss off? If you’re a PF blogger, would you continue to blog?


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John is the founder of Frugal Rules, a dad, husband and veteran of the financial services industry whose writing has been featured in Forbes, CNBC, Yahoo Finance and more.

Passionate about helping people learn from his mistakes, John shares financial tools and tips to help you enjoy the freedom that comes from living frugally. One of his favorite tools is Personal Capital , which he used to plan for retirement and keep track of his finances in less than 15 minutes each month.

Another one of John's passions is helping people save $80 per month by axing their expensive cable subscriptions and replacing them with more affordable ones, like Hulu with Live TV.


  • Financial Independence says:

    I definitely wouldn’t work my same job full time – I would consider going back to part time but at the end of the day the main reason I work is so I can afford to live. I don’t think I could give up working totally in any capacity as I would probably have trouble filling all of my time – of course I’m sure as a lotto winner I could find plenty of travel destinations and activities to keep me busy…

    • John says:

      I don’t think I’d give up working it total either. It would be fun to start, but days would get awfully boring after a while in my opinion.

  • Laurie @thefrugalfarmer says:

    I think the 44% who said they’d stay in their current job are cracked. I doubt that nearly 50% of the people polled are that happy with their jobs that they’d stay there after becoming rich, although, based on the way most people manage their money, they’d probably blow it all in a year anyway, so keeping their job is probably a good thing. πŸ™‚ As for us, we’d pay off our debt, travel, and hire farm hands. πŸ™‚

  • FI Pilgrim says:

    I THINK I would start my own business, mainly because I don’t know what I would do with all my time otherwise! I have a friend who came into a bunch of money because his grandfather left him with some very high-dollar real estate, and he starts businesses to keep himself busy and be able to interact with the business community. At some level I think we were all made to produce something, even if it’s not for a paycheck!

    • John says:

      I agree, I think we’re built to make something and produce in society. It just may look a little different with a lot of money. πŸ™‚

  • Free Money Minute says:

    I would not go back to my traditional 8-5 corporate job, but I would find something I like to do and pursue that. I would definitely tinker around with owning my own business. I don’t know that I would start a business at that point that would require 10-12 hour days, but I would work on something.

  • Thomas | Your Daily Finance says:

    Cmon 10 million is more than most of those people will ever make in their life time. I surely wouldn’t stop doing what I am doing now since this is what I truly enjoy. I would surely have the wifey stop working and maybe go part time since insurance is a pain in the butt. Travel would be a must on the list and buying some rentals. Other than that we would volunteer a lot more.

  • Glen @ Monster Piggy Bank says:

    I would quit my job for 10 mil without a doubt. That amount is more than enough money where I could live off the interest every year (interest rates are at 4.5% in Aus) and live like a king.

    One of the first things I would do is to learn how to sail professionally, then buy a sail boat to sail around Australia in. I have always wanted to do that and having huge wealth would enable me to do so.

  • DC @ Young Adult Money says:

    It depends on how big of a lottery win we are talking about. If I would net $10M+ there is no way I’m going back to my regular job. I would spend most of my time looking into different investments (I would really love to buy/renovate/rent a number of properties with some of the winnings) and probably start a few businesses I never had time (or capital) to start. I would not be going back to work, though, that’s for sure.

    • John says:

      Yea, if it was over $10M then I would likely be doing the same thing. I definitely would not be going to the 9-5 anymore.

  • Jon @ MoneySmartGuides says:

    For me, it would all depend on how much I won. If it was only a million, I would keep working as that amount of money wouldn’t allow me to live the life I want. But if it was more, say in the 10’s of millions, I would be out the door as fast as possible.

    • John says:

      I would tend to agree Jon. Getting a million would be nice, but a massive chunk of that would be invested and would likely still be working on some level.

  • Pauline says:

    “tell my boss what he could do with his job” that reminds me of a youtube prank where they tell the guy he won the lottery, he tells all kinds of things to his boss and then puts on the saddest face when he learns it was a prank. I’d wait until the money is on the account but definitely would not work anymore.

    • John says:

      Lol, I’ve never heard of that video – I’ll have to check it out. I am thinking the same thing though, I’d be waiting to see all those 0’s in my account before I took action.

  • Alexa says:

    If I won the lottery for a large sum of money I would pay off my entire families debts. Then I would quit my job to pursue what I love. I would give a large portion of the money to charities and save a small amount for my kids. I don’t think I’d like to win a huge sum of money actually.

    I want to earn my money and build a successful business. I also want my kids to learn how to be responsible and work for themselves. Winning the lottery just wouldn’t be for me!

    • John says:

      That sounds like great thing to do Alexa. I think there would be some of that if we won it as well. I’d feel so guilty keeping all of it to ourselves.

  • GamingYourFinances says:

    We would end up giving a lot of the money away to charity. We’re not far from our FI goal and wouldn’t want a lottery win to taint all our hard work by making it seem like it was all due to the lottery win. We also don’t need much money so why hoard it all for ourselves? We sometimes buy a ticket for those large jackpots and always decide that we’d setup an anonymousΒ investment fund through our lawyer. We’re simple people. We don’t want that kind of attention! πŸ™‚

    • John says:

      We’d be giving to charity as well, though I think it might be in the form of Trusts so they could get a certain amount each year as opposed to all at once.

  • Kasey @ Debt Perception says:

    If I won the lottery the first thing I’d do is pay off my roughly $100,000 debt! I’d take my mom and nieces on a cruise. Then I’d go to a reproductive endocrinologist because we’d finally be able to afford to have kids! I would probably buy the house that is for sale next to my mom and rent it out if I’m not living there. I would also try to make my mom and uncle’s dream of having a diner possible. I’d like to be able to donate my money as well as time to organizations I believe in. Invest and save the rest and once my husband is out of the Navy, we’d settle down and buy a house of our own….maybe have one built since we want secret passageways and stuff. πŸ™‚

    • John says:

      It sounds like you’ve given this some thought Kasey. πŸ™‚ I think I’d be a little envious of that house, though I think we’d never see our kids again if we had secret passageways. πŸ™‚

  • Holly@ClubThrifty says:

    I don’t know if I could continue to write about frugality after winning the lottery. However, I might be able to write about my new adventures in investing or something??? I don’t know…I’d have to think about it!

  • Canadian Budget Binder says:

    I’m not surprised by the numbers to be honest as some people do love their careers like me. I’m not sure about this one as I’ve invested so much time into my career and I do love helping people the way I am able to. I would certainly travel more and use some of the money to make the world a better place. I do buy lottery tickets but only 1 line per week. They say you can’t win if you don’t play. I’ll take my chances.

    • John says:

      I actually was pretty surprised. I know there are those out there that do enjoy their jobs – but half of the people out there? I don’t know about that. That said, travel would be a definite.

  • Alicia @ Financial Diffraction says:

    Personally, I would down-shift the career, but I couldn’t leave it all together. I’ve spent many years getting my education and I like to think I am a driven person. I love my line of work (it’s all problem-solving stuff) but I think I would take a role with less responsibility. As a PF blogger, I would definitely still blog, but I think the focus would change a bit since I am currently focused on paying down debt – it would have to shift to “how to make smart investments and live off the passive income”.

  • Mark Ross | Think Rich. Be Free. says:

    I would never go to work ever again if that happens to me. But to make sure that the money will not run out fast, I will invest it.

  • Froogalist @ says:

    Money = options. I would quit my job and try to discover as many new and interesting things as possible. I’m pretty sure I would find something or some things that I like to do as least as much as my current job. I would also give the same opportunity to other important people in my life – having fun is much more fun when you are having fun with someone else.

    • John says:

      I think I’d be doing some of that myself – spending time with those special in my life would definitely be a big one.

  • Rita P says:

    i would still continue blogging and would have been adding new topics on investing in my blog after winning lottery.

  • Joshua Rodriguez says:

    Wow, what a post. Hmmm….if I won the lottery, I the first thing I would buy is a house. Once I got that, I’d start investing in a couple of different things. Of course, I would invest in stocks and bonds but, I’m sure a lot of it would end up being spent on making my company grow so I could win the lottery every year in a sense. Anyway, thanks for the great read!

  • Grayson @ Debt Roundup says:

    Great question John. I have thought about this before, but only as a pipe dream. I believe that I would stay at my current job because I really enjoy it and it makes me think outside of the box. I would also continue blogging, only because it would create some great posts. I do think I would reduce my hours at my job, so I can focus on working on cars and enjoying life, but I am young enough to really keep going at my job and enjoying it.

    • John says:

      Thanks Grayson! I think we’d do something similar and balance it out more with things we enjoy and giving back more.

  • Marissa @ Thirty Six Months says:

    I’d travel around the world with my loved ones and blog about it.

  • Budget and the Beach says:

    I’m in a similar situation as you in that I’d shift my focus a bit more towards passion projects, and not take on as many video editing projects which I consider to be soul-sucking (for instance today I’m working on an eyeball injection video). I mean I know you’re jealous. lol! I’d focus on growing my “blogging business” which I LOVE! I’d also probably buy property and do a little bit more traveling, but mostly I’d just sock away most of it so I don’t have to worry as much about money.

  • Marissa @ Finance Triggers says:

    I’d put up a business and buy properties in different parts of the world. Ha!

  • No Waste says:

    From my understanding of lottery winners, and their propensity to burn through all the cash in a few years, I think it would be wise for them to keep their current job.

  • Kim@Eyesonthedollar says:

    I would like to think I’d take a trip around the world, flying first class, and staying in nice places. I’m not sure I’d pull the kiddo out of school, but there might not be a better learning opportunity than the trip. Next, I’d have to figure out what I wanted to do with my life, and I certainly would not include my current job. I think I would start some sort of charitable organization and spend my time running that. I think I’d blog, but I would hire someone to do the stuff I don’t enjoy and I’d just write. I’m not ever sure I’d move with the ability to travel whenever I wanted. It’s fun to think about , isn’t it?

  • Brian @ Luke1428 says:

    I think I would honor any commitment I had previously made (like finishing out a contract term) and then reassess. It would be hard to stick at a job, especially one you didn’t care for. That type of money opens up so many options. I would probably use the money to pursue several passions – staying at home to be a dad, rental real estate and writing.

  • Kurt @ Money Counselor says:

    I can say with certainty that paid employment would be over for me. I might buy or start a business though. I’ve always wanted to own and manage an upscale pool hall!

  • Adam @ Money Rebound says:

    I know it sounds cheesy but I think I’d have to find some way to work for the greater good. I don’t think I could just sit back and do nothing so if I was truly financially secure, I’d like to think I’d use some of the extra time and wealth to help others in some way.

  • anna says:

    I love how you call your kids little hooligans. I don’t think I would burn bridges at my work since I’m fortunate enough to like the people I work with, but I would quit and take a job at REI so I can geek out to customers about all the cool camping gear available. πŸ™‚ After a lot of traveling, of course!

  • JC @ Passive-Income-Pursuit says:

    In a word, no!. I’d quit my current job immediately, not necessarily because I don’t like the actual job but more due to not having the freedom to do things whenever I want and not being home every night. I’d take at least 6 months off to travel and relax but I’d probably still work in some form. Although it might just be volunteering a lot.

  • Tony@WeOnlyDoThisOnce says:

    I would quit a couple things I am doing, but not much. It is truly a state of our lives and work to know that most people would drop everything they are doing that way. That is sad to me.

  • Nick @ says:

    I think I fall into the camp of continuing to work, but probably at some other type of job. If won that much money I would probably go back to school and work on a PhD. I would really love to become a professor.

  • Michelle says:

    I definitely would not continue my day job. I would do something that I love instead, such as a lot of non-profit work.

    I would definitely still blog also. I LOVE blogging and everything that goes with it.

  • says:

    I’m surprised so few people would choose to start their own business or foundation. Though in business terms $10M is not a lot of money, it seems like it would make great seed money to get a new idea or brick and mortar business started. Plus with yourself as the financial backer, you don’t have to worry about it going under any time soon!

    • John says:

      That’s a good point MMD. We’d be starting different businesses and the beauty of being flush with cash is that we’d only have ourselves to answer to.

  • Shannon @ The Heavy Purse says:

    Well, I know I wouldn’t tell my boss to shove it because you know … I am the boss. LOL! πŸ™‚ It’s a tough call. I love what I do so I cannot see me selling my practice, especially since the girls are still in school and need to stick around home. But I would probably cut back. Maybe bring on more help or a partner so I could focus more energy and money into The Heavy Purse. So yes, I would still blog. My husband would get the house by the beach he wants. We would definitely travel more. I think you’d make a wonderful CFP, John. I hope someday you are able to pursue that dream.

    • John says:

      Ha ha, I’d hope not either Shannon! πŸ˜‰ I think my wife would be getting her house on the beach as well. Thanks for the kind words, I hope to make it a reality at some point too.

  • Girl Meets Debt says:

    If it was $10 million I would continue to work though in a different job. And I would also continue to blog although I would probably need to change my name to something like Girl Meets Millions πŸ˜‰

  • midlifefinance says:

    I don’t think I’d make too many changes. I’ll still keep blogging. Perhaps I’d hire a few people to help out, but I’d definitely continue working a little bit.
    I would hire people to help out with the kid and housework too. πŸ™‚

  • Kendal says:

    My husband and I have discussed this before and we both agree we’d likely leave our jobs but would definitely need to cultivate hobbies and passions to keep from getting bored. He would continue to perfect his home-brewing skills and likely want to open a brewery, while I’m still not sure how I would spend my time (part-time yoga instructor, probably). Traveling is definitely high on our list but so is giving money to our friends and family to pay off their debts. Once we get into that discussion, I’m almost happy it’s a reality we’ll likely never face. Figuring out who gets what between two families is just big drama waiting to happen!

  • Kyle | says:

    I’d definitely keep my job but hire an employee or 2. I’d blog a lot more and hopefully not about how money has ruined my life as it has with so many other lottery winners over the years!

    • John says:

      Very true Kyle, it’s sad to see how many have ruined their lives as a result of winning. Something tells me we would not be guilty of that.

  • Pretired Nick says:

    It won’t happen to me because I don’t play the lottery, but I’d definitely use it to increase my security. It’s sure fun to dream about, though!
    I’d probably start a new blog about winning the lottery. Now that would be a hit!

  • debtfreeoneday says:

    I used to daydream on the way to work about what I’d do if I ever won the lottery. (My old job I’m thinking of here). I would turn up to work the day after and tell my boss what I really thought. Now though, I’m self employed and earning less but happier. I’d probably give notice to my clients as I don’t think that I would still want to do what I’m doing now if I won the lottery. BUT… I would want to work doing something that I really enjoyed, such as working in the local animal shelter, or investing in property. The first thing I would do is buy a house for my mum and dad who have struggled all their lives and deserve so much more in my mind. I’d make sure my family were ok first and foremost.

    If I had a choice whether I won the lottery or could make my own fortune, I would much rather make my own fortune! Whether that will happen or not, I don’t know! πŸ™‚

    • John says:

      We feel similarly as well since we run our own business. I’d like to make our own fortune too, though winning it wouldn’t be too half bad either. πŸ˜‰

  • The Norwegian Girl says:

    I guess if I won an extremely high amount of money, then I would probably do my own thing, rather than work my ass off for low pay. IΒ΄d probably invest and travel at first, and perhaps go into business. IΒ΄ve always dreamt of having my own Bed & Breakfast side-by-side with a small bakery; I would definitely make that dream come true!

  • Tara @ Streets Ahead Living' says:

    If I won enough money, I’d buy a nice house in a good area and invest the rest. Then just live on the investment income and volunteer and travel. Personally, I would be happy doing nothing like on Office Space…

  • TeachingDownDebt says:

    Would I quit??? Heck no! But teaching allows for what I would do: travel.

    First thing I’d buy after wiping out loans: A new car. Second thing: Plane tickets to a truly random country. Maybe I’d spin the globe, close my eyes and see what happens.

    • John says:

      I think I’d be spinning the globe a few times. There’s be too much traveling to do to not do something like that.

  • Catherine says:

    I honestly think I would still work. But only when I wanted to, maybe once a week. I genuinely enjoy my job and think as an educated individual it is important that I contribute what I’ve learned to society. I would also do a lot of volunteer and not-for-profit work. Other than the obvious pay off all debts for family and best friends/investing/set kids up for life I would have another baby or two.

    Yes I’d still blog, and host really awesome cash giveaways πŸ™‚

    • John says:

      I agree Catherine. I’d get awfully bored not doing at least something. I’d be working on some level, but likely not full time as I’d want to give so much of my time.

  • E.M. says:

    I’d pay off my student loans, and would definitely look for work elsewhere. I’d love to be able to take the time to decide on a job that is right for me. I would also love to be able to explore different opportunities without having to worry about bringing in a steady income. I’d be open to working in different countries – my major was criminal justice, and we vaguely touched upon the systems in other countries, so that would be pretty interesting to pursue. After a solid ten or fifteen years of working/traveling, I would probably start to volunteer for various organizations I believe in. As far as other stuff, I’d pay off my parents debt, buy some rental properties, and invest heavily during the working years.

  • SuburbanFInance says:

    For me it depends on how big the lottery win is. It also depends on a lot of other things. I think I’d volunteer.

  • Daisy @ Prairie Eco Thrifter says:

    If I could win enough that I would never have to work again, that would be great. I’d never go back to my field of work, anyway . I might get trained in something else just to stave off boredom.

  • moneystepper says:

    I think i would work part time in an endeavour that was challenging but I enjoyed, in order to provide social interaction.

    The rest of the time I would sit round my pool sipping pina coladas!!

  • Levi Blackman says:

    I would keep working mainly for the health insurance. Since I have a serious medical condition I don’t think $10 million would be enough to make me give up my insurance. My medicine alone is $1,000 a month and it is hard to estimate what medical cost I might run into down the road. Any major operations up the road and that $10 million could vanish.

    • John says:

      That’s a great point Levi! I can see how something like a medical condition could eat up that cash in no time at all.

  • Dividend investing Martin says:

    It all depends on the amount of money I would win. Since I am not buying tickets, this is out of question, but in case I have a plan. I would invest all money in the stock market and use only dividends to live off it. I would spend the dividends on a new house, car and all that stuff and if the income would be large enough I would quit my current job and started traveling. My dream is a sail boat or ship I would say and circumnavigate the globe. After I would get back I would start my own investment fund charity financing projects I like mostly for orphans and elderly people.

  • James MOlet (SavvyJames) says:

    Win a multimilion dollar lottery? I would probably be finished with “working for the man.” While I enjoy my current employment, I do not love it to the depths of my soul. Moreover, I have plenty of interests outside of work to keep me engaged in what would be my new early retirement. I believe too often, people do not give thought to what they would do once retired. That is a mistake. Even if you are retired, you still need a reason to get up every day; you still need some challenges. Not a problem for me. Bring on retirement!

    • John says:

      That’s a solid point James. I agree, many do not give thought to that and they just seem to waste away, that’s simply not for me.

  • david says:

    well i am 58 years old. If i won as much as 5 million i would quit work immediatley. then i would start plotting out adventures, things i would love to do in this world. for example when i was 20 i took a raft down the mississippi from st louis to new orleans, another time took colorado river float, things like that. i would like to see as much of the world that i could. i would be a like a kid again.

  • Froogal Stoodent says:

    If, like me, you plan to work until you die doing a job that makes you happy if not rich (being a professor, in my case), it becomes a pretty easy choice to make.

  • Allan says:

    Hi John,
    Are these numbers real???? 67% would continue to work for an employer??? Man this society is making zombies… I can’t believe people can’t figure out that there are so many things to do other than repeating the same tasks again and again. This is fear… fear of the unknown. It’s sad…

    I would for sure quit my day job. That’s the purpose of my blog actually. I would continue blogging as it is one of my true passions. I manage 5 blogs right now.

    I would also most probably be active in several causes like animal defense or protection, peace etc…

    But I would make sure to never ever ever go back into the never-ending cycle (prison) of a 9@5 job… wow! I still can’t believe the numbers.

    People must learn to dream again. Everybody should write a bucket list and force themselves to find 100 things they never did and that are meant to be done. I could write pages and pages… We have a finite life to live and there are so much things to learn, live and see that I would need to live 100,000 years. Why the hell do they all want to only see their cage??? There is the world to see, people who are suffering to help, a planet to protect, tons of meals to try, tons of causes to defend, tons of places to see, billions of books to read, hundreds of languages to learn…

    But most still prefer spending their time in the traffic and in a brown office filling papers and drinking coffee… wow

    Thanks for sharing this. It’s food for thoughts.

  • Itsmechristyb says:

    I’m an ER nurse, and I hate to admit it, but if I won lotto – I’d be gone in a heartbeat. I love being a nurse, I love my fellow nurses and ER techs, but the way healthcare is today, it’s a thankless job. I’d like to say I would be courteous & give ample notice, but in all likelihood, I would be sending my resignation email with a picture attached of me sitting first class on a plane to anywhere!! Let the travel begin! I have worked so hard to get where I am in my life, raised an amazing son who is now grown, but sadly, I’ve seen very little of what this world has to offer. I’d be gone on an adventure before anyone had a chance to wonder where I was! Sadly, I never play lotto, so this is a pipe dream… but a beautiful pipe dream!

  • Ramona says:


    I currently work from home as a web designer, run blogs and also care for our 1 year old daughter. I have found the best balance between work and fun, so I could keep doing this for many decades.

    So, if we’d win lottery, we’d probably have my husband quit his current business (which is local – he’s doing some mandatory heating system inspections we have to get in my country every 2 years) and probably open a numismatic business. I’d still do my work.

    We’d then locate to a place we already love (near the seaside) and work from there, while also enjoying life. We are not big spenders anyway, so we’d probably have enough money to last our lives and our daughter’s πŸ˜€

  • John says:

    I would use all of the money to start a private equity firm haha.

  • Raynee Branch says:

    I think I would continue working but it would only be doing things I love and have a passion for. Happiness overruled just a “job” for me, especially a job that creates extra stress that isn’t necessary. I enjoyed this article. Thanks for great content.

  • Abigail @ipickuppennies says:

    Little late to the conversation, clearly, but here we go: It would depend on the amount. If it were $1 or $2 million, I’d probably stick with it. Maybe I’d go down to part-time. I’d buy some rental properties and so some investing. If our income got to at least the point it is now, then I’d quit.

    If it were several million, I’d thank my boss profusely for the all of the support and opportunities he’s given me. And of course, I’d happily stick around until training was over (and suggest my mom who would also do the job well/appreciate being able to work from home).

  • Stewart says:

    I would quit my job. I wouldn’t be a dick about it and tell my boss to F-off though. I would just give my resignation notice and even serve the two weeks (which is in my contract in the event I resign). Knowing my boss I probably would just be allowed to leave right then
    $10,000,000 is enough especially if it’s in US dollars. That’s money for a couple of investment properties you can then rent out and make an income out of the rent. Passive incomes could also be made through various term deposits at high interest rates.
    So I don’t see a need to work and I would also keep a little bit to live off as my investments mature and buy a small apartment and a reasonably priced cool cat to treat myself. Maybe a KIA optima GT.

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