10 Reasons I’ll Never Regret Quitting My Job to Travel

Living with no regrets: 10 reasons I'll never regret quitting my job to travel

Not long ago (10 months to be exact) I quit my full time job with no real back up plan. A Pepperdine grad with a marketing degree, I’d landed a job at a beachfront office 3 years prior, getting a steady paycheck working in my field.  Sounds great, right? Well, not when you’ve got a nagging desire to escape and set your own rules.  I bought a one-way ticket to Europe and put in my notice, with vague plans to become my own boss and do something I could be excited about. And I haven’t looked back.

After 10 months of nomadic bliss, here are 10 reasons I’ll never regret taking that leap. 

1. I set my own schedule.

For the most part, I keep a regular work schedule. But some days I just don’t feel like working. Instead of wasting my time trying to force myself, I take a break. I can make it up anytime. I get more done by working when I’m actually in the mood to work. And if a cool spontaneous opportunity comes up, I never have to worry about missing it for work.

"Just go"

2. I see cool places.

In the past 10 months, Ian and I have been to Denmark, Norway, Germany, Italy, and San Marino, all places I’d probably never see if I was still working a daily 9 to 5 job til I reached a normal retirement age. We’ve also done some extensive U.S. exploration, hitting several places by car this year. There are SO MANY amazing things to see in our world, and now I have the freedom to discover them!

"I haven't been everywhere, but it's on my list." -Susan Sontag

3. I meet cool people.

If you religiously tune in to the news every night, you might think people are all evil. You’ll wind up picturing the world as a dangerous place, with bombs going off and terrorist threats and people hating people everywhere! But explore the world yourself and you’ll find it’s not so. In Norway, we met some of the NICEST people I’ve ever had the pleasure of spending time with. Expats from Italy, Finland, Venezuela, and Poland all treated us like dear old friends during our stay. The world is certainly not all ponies and rainbows, but if you’re a traveler, you’re finding out firsthand.

"A ship in harbor is safe, but that is not why ships are built." - John A Shedd

4. I have more time for family.

Since my brothers and I left for college, my immediate and extended family has been spread out all over the U.S. With more time to think outside the demands of a daily-grind life, I’ve realized there’s no guarantee on how much time you get with your family. I rarely thought about checking in on family when I was working full time in California. Dealing with a 3 hour time difference from coast to coast made it tricky. But setting my own schedule now gives me more time to keep in touch and make plans to ensure our paths cross no less than once a year.

5. Travel is cheaper.

Since I’m not limited to a standard Saturday through Sunday vacation week, I buy flights whenever the price is lowest. Usually that’s Tuesday or Wednesday, but I’ve flown from LA to Copenhagen on a Saturday for $250 (and you can find flights to Europe for under $200). I also save money by booking longer term accommodations. Everywhere I’ve stayed these past 10 months has been less expensive than my former apartment in Venice, California. And that includes Norway, the most expensive country in the world.

"To travel is to take a journey into yourself." -Danny Kaye

6. I’ve reconnected with old friends.

Though I moved 2,000 miles away from my St. Louis home, that doesn’t mean my hometown friendships ended there. But with several years out of college and my parents then moving away, I DID start to lose touch. Quitting my job made it possible for me to see almost all my best St. Louis pals again!

7. I get to hang out with my best friend.

Life is best spent with the ones you love. Ian and I spend most of our time together, and our entrepreneurial endeavors are much better as a result. We also keep each other in check, which usually means forcing each other to take breaks. (It’s easy to forget to eat and sleep when you’re working on things you love.) We may not have it all figured out, but we’re figuring it out together.

"I don't know where I'm going, but I'm on my way." -Carl Sagan

8. We make money while we sleep.

Self-publishing is highly rewarding, both personally and financially. Ian and I run 4 blog-style websites. (This is one of them!) Our sites are always open, and we have no need for a public office or storefront. We could be backpacking without cell service halfway ’round the world while someone is reading one of our Lonely Speck camera reviews, clicks an affiliate link in the article, and later makes a purchase on the website they were led to. Some of our best months monetarily have actually been when we’ve worked the least!

9. I choose whom I interact with.

This is one of the best parts about my new nomadic life. Removing negative people from my life and spending more time with positive influences has been instrumental in reducing my stress levels. It’s also been very helpful in motivating me to succeed.

10. I’m happy.

When I was little people would ask, “What do you want to be when you grow up?” I never knew what to say. After 28 years of life, I’ve figured it out. I want to be happy. And that’s what I’m doing.

"We travel not to escape life, but for life to not escape us."

For more travel quotes, visit my stylish travel blog.

I certainly don’t have it all figured out, but I’m trying new things and having fun in the process. We couldn’t be happier!


Want to know what it takes to call it quits? Read my article on how to Quit Your Job and Travel the World.

Find out how we started making plans in “It started with a date.” – The Coffee Shop Conversation that Doomed My Desk Job.

"It started with a date" The Coffee Shop Conversation that Doomed My Desk Job

About the Author

Diana Southern
In March 2014, Diana called it quits on her traditional American working life and set out to explore the world with her partner in crime (and love of her life) Ian Norman. They now live a sustainable life of full time travel, working for themselves and seeking adventure at the same time. Here on North to South, Diana documents their journey in achieving and maintaining this "road less traveled" way of life.

7 Responses

  1. Cindy December 28, 2014 / 3:31 am

    So happy you are doing such amazing things. Reading this in an apartment in Brussels and getting inspired! Much love!

    • Diana Southern December 28, 2014 / 9:36 am

      Thanks Cindy! I’m happy you’re out there traveling, too. Have an awesome time in Europe!

  2. Ryan Lekan June 15, 2015 / 4:23 pm

    I love point # 3. I’ve been to almost 20 countries and nothing has been as bad as most people think it is. One of my favorite quotes is by J.R.Tolkein. He writes: “It’s a dangerous business, Frodo, going out your front door. You step onto the road, and if you don’t keep your feet, there’s no knowing where you’ll be swept off to.”

    He makes a few great points, 2 of mine are: 1) It can be dangerous just stepping out your front door, but (2) when you take the chance, you never know where you may go and I think that is awesome.

    I’ve loved this blog thus far. While I’ve traveled a lot and often, but only away for up to 4 months at a time, I’m still scarred to make the final leap. I’m going read more now to find more inspiration. I gotta buy that ticket first I think.

    • Diana Southern June 15, 2015 / 4:37 pm

      Hey Ryan! I love that quote from Lord of the Rings. Thanks for sharing.

      I’ve recently been doing a lot of reading on making blogging profitable, and if you’re considering the blogging route as an income source, I highly recommend How to Make Money Blogging: How I Replaced My Day Job with My Blog Job by Bob Lotich. It’s currently free on Kindle. There are a ton of helpful tips in there!

      Keep at the goal-setting and planning. With motivation and perseverance, anyone can make this happen! 🙂

  3. Jen Beck Seymour July 12, 2015 / 7:24 am

    EXCELLENT article! Love it. Keep on keeping on (also agree with everything here, even though we don’t really travel too much, we DID move to a foreign country – Costa Rica – and are loving it!)!

    • Diana Southern July 12, 2015 / 10:23 am

      Thanks! Costa Rica is definitely not a bad choice for expat living. We had an amazing trip there this spring!! Complete with monkeys, sloths, toucans and delicious gallo pinto with frozen drinks almost every day.

      And now thinking about it is making me want to go back… 😀

      • Jen Beck Seymour July 12, 2015 / 11:30 am

        It’s awesome here, we love it – we live in a very cultural and non-touristy town. Cheers!

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