Day jobs are a lot like lovers.
In the beginning, there’s the wooing, the passion, the thrill of something new.
As time passes in a not-right working relationship, passion gets replaced with just making it through another day. You’re paying for parking instead of the other way around. The bathroom isn’t even close to your standards of cleanliness. All the first-day excitement gets replaced with routine and sneaking around on Facebook.
You’re secretly wondering … Is this it?
The last day at my job felt a lot like a break-up. There was that nagging feeling of regret. Yes, I would miss it, but at the same time, felt I was better off. There were awkward goodbyes and a box for my personal belongings. “It’s not you, it’s me …”
Finally, I drove away, remembering the good times, the bad. I was reflective and a little sad.
For about 3 hours.
Then a lovely glimpse of my new reality began to settle in. Gone were the Monday morning meetings, hectic commutes and Fridays aching for the clock to reach 5. I’m getting a taste of freedom and loving it.
Secretly tempted for a taste yourself?
Here’s how to start breaking up with your day job:
Convince your significant other that it’s a good idea. Unless you’re working for free, giving up a major chunk of your family wealth is not always met with enthusiasm. I showed Mr. Right how quitting could benefit the whole family. There would be someone at home to manage the household, keep up with the laundry and be there for the kids. I could take over some chores we used to share so we could both live a simpler life. All along, I can write and pursue my dreams. If quitting will equal moving to a smaller house and slashing the family budget, you’ll need 100% support. Prepare to argue the pros and cons.
Get a lover on the side. If you still need to make money after the break up, start a passion project on the side. While I wanted to quit my day job, I didn’t want to quit my career. So I started this blog in October 2009. It was a good way to get my feet wet with something other than the 8 to 5. Think of something you really love to do and start to make money (on the side) doing it. Or at the very least, start building a foundation to make money down the road. Read the adult guide to finding what you want to be when you grow up for ideas.
Make time. Now that you have a new passion on the side, make time for it. Here are some places to find extra time while working a full-time job:
- Early in the morning.
- Lunch break.
- After work (or dinner or bedtime – whatever works in your home).
- Quit watching TV.
- Weekends.
- Vacation, sick or personal days.
Get finances in order. Go on a budget, pay off debt, track spending and quit shopping. Stash some money in savings. Read these articles for help:
- Read frugal living archives at Wise Bread.
- Get out of debt with the debt snowball.
- 20 little ways to save a lot of money.
Pick a date. Bookmark it at work using this countdown clock. Check it often for a really big dose of motivation.
Speaking of motivation – You’ll need it. Anything worth having is worth working for, and this break up is no different. It takes a lot of determination, planning and patience. Something that always helped me was reviewing my motivators. Why was I waking up to blog before sunrise? Why was I staying home instead of enjoying an expensive night out with friends?
These are the questions to answer, then answer again.
As the reasons become clear, so does the path.
If my writing helps or inspires you, please share it with other people. This is the number one way you can support my writing.
xoxo Melissa
Photo by shoothead



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Congratulations, Melissa! Can’t wait to see where this new road takes you.
Love the break-up analogy, by the way. Very appropriate (and just a little provocative).
Thanks Jeffrey, and congrats to you, too. I saw the link-love and it made my day.
Good article Melissa. Its great that you can do what you are passionate about, I’m sure you’ll be very successful.
Thanks for the vote of confidence! How’s your journey going?
I think you’ll be motivational speaking soon. Love what you are doing and I know you inspire others.
Hope you are enjoying your summer with the kiddos!
Hi Kara – Nice to see you here! I am a HORRIBLE public speaker, so that won’t be happening. Much better behind the computer screen.
Same to you!
Great post and very timely for me – I just began a 3 month sabbatical from my day job last Friday (2010-06-18). Not quite a breakup, but definitely a trial separation.
Looking forward to reading more of your blog!
Congrats on the trial separation. Enjoy the time off and let your body fall into a natural rhythm of working and living. Now I’m going to follow my own advice.
This is very inspirational and there are several links in your article that are also very helpful. Like you, I want to support myself with my writing. I never thought to set an exit date with a count down before.
There are many circumstances to overcome. I am the only wage-earner in the family as my wife quit her work to stay home with our baby triplets, as I was making double her salary, so it made sense for her to step away from paid work instead of me. I still believe in my heart of hearts that I can do this and each day, after 3am feeds, on lonely lunches at work and after finally getting three babies to go down at nite, I choose my pockets of time to work my blog and infoproducts.
Thank you for sharing your story and thanks to Jeffrey, I’ve found your site.
- Charley
Baby triplets! Wow, I am tired just reading that. GOOD LUCK to you … sounds like you have the right mindset to succeed. I’ll check out your blog now…
Great post! Congratulations on taking the leap.
Thanks Angela!
“As the reasons become clear, so does the path.” Wonderful advice Melissa. Ask and ask, learn, stretch your vision of the future and suddenly there it is. You are an inspiration, my dear.
Thanks Katie … I love how your comments build on my writing. It becomes like a beautiful sister to my original line.
Good to hear that you’ve made a major step of following your passion. I did the same last year when I’ve started my blog and it felt good to express myself through writing. I don’t exactly know where will I be heading with the path I took but I always do my best each day to work on my passion. I know that something good will come upon following our passions.
Hi Walter – That’s a great point – there’s really no way to fail if you’re following your passion in life. Thanks for the insight.
Damn fine (un)work Melissa! Super happy for you, living your talk — you gone and done it! — cheers
Thanks, Satya! What’s new? And cheers back.
Thanks for a great post with good, applicable tips. Oftentimes we hear that people have quit their day job but they don’t show how they did it. This is good inspiration for those of us who are looking to take the big plunge!
Thanks Nailah! I’m going to check out your blog now…
I’m just now finding this but wanted to leave a comment to say thanks. Great post.
Thank you for reading! hugs
I’m working towards quitting my day job and becoming a self-employed, work-from-home type of person. Reading posts like this inspires me. So, thank you!
Excellent! Glad to hear. Come back often.
And good luck on your goal.
Hey Melissa, I found your blog today through some kind of divine providence… and I’m not even sure if I beleive in such a thing! I can’t stomach the thought of remaining at my office job for yet another year… it is such a depressing thought. I had such a great time over the Christmas break; my partner and I brought ourselves kayaks and we were out on the water and at the beach everyday; it was so beautiful. I didn’t think of my day job once during this time. The day before I was due to go back to work my stomach started going into knots, I started feeling anxious and a general feeling of dread came over me. My boss plays favourites and I am definitely not on his favouirites list. He leaves me alone most of the time – he doesn’t really harrass me or anything, but in getting left alone, I sort of feel outside. My co-workers who coo and ooh and ahh whenever he speaks to them seem to be most at ease at work. At the same time, a lot of these same workers complain endlessly about him when he is not around. It is very confusing to me; I wish people would be one way and not so two faced. I just can’t find it in me to ‘suck up to the boss’. I treat everyone the same regardless of their job title. It is very depressing to me that things, at an otherwise undemanding job where I get to browse the web most of the day whilst simultaneously listening to music and getting paid a good hourly rate for doing so in nice surroundings, are this way. I know in my heart that I have to leave, I just can’t stand it anymore.
Hi Rita,
I know we’ve never met, but everything you just described is definitely a reason to start looking for a better way to make money. I think you should start working your way into a career you’ll love. Something that makes life interesting and fulfilling. I’m not getting either of those words in what you described above.
What’s your dream job? Any ideas?
Hugs,
Melissa
Rita,
I have the same issues at work. Our dept. is run by a co-worker who’s pushy & obnoxious and our boss won’t stand up to him. Basically, we are told not to upset him by changing anything. Our part-timers are favored over the full-time workers, etc, etc.
I won’t “suck up” either and just want to have control over my own job.
I agree with Melissa’s advice: it’s time we find our way out of these draining jobs.
Good luck!
Lori
Dear Melissa,
This blog is exactly where I am at right now in my life re Day Job breakup, thank you so much for sharing and making it feel a bit more comfortable and safer, I feel a bit young to be pulling out of 9-5 but after a good bit of burnout myself I realize I am doing the right thing and will ask the Universe to help align me with doing what I love and earning from it.
Gratitude, Grace
http://www.citygirlconfidence.com
Thanks for sharing. I will be back. Good stuff herein.
KT
Love this post! So glad you’ve been able to follow your dream.
I can take early retirement in 7 years but may have to work a part-time job to pay for health insurance since I can’t actually collect until 62.
I’m starting now to read up on what I need to do to make this possible. Blogs like yours are not only helpful but inspirational.
Thanks much!!
Lori
That’s amazing, Lori! I wish you luck in figuring that out.
Peace to you,
Melissa
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