July 25, 2013, 6:00 am

Career, Business or Travel — What Would You Do?

by: MD    Category: Alternative Income
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Would you focus on business, travel, or look for a job? What would you do if you were 25 again?

I need some help with making a decision in September. I’m not sure of what to do next and I would love to hear from you guys on how you would react in this situation.

Here’s the quick background info…

In September our lease expires. I rented a place with my cousins about an hour away from Toronto in a college town. This has been the best year of my life socially and personally. It’s time to move on though. Moving back with my parents is the obvious option since I already spend most weekends at home and my parents love (I think) having me there.

As for other options…

I rented out my condo. I bought this as a rental property but lived in it for a year. It’s now being rented out and generating money. I can’t go back there.

I can move in with other friends, but I’m not so sure I’m impressed by any of the current offers.

I make my income through freelancing, my own blog, a part-time job, and investments (yes, very random).

I love to travel. I have been on many trips and would ideally prefer to travel more in the future.

I’m just not sure of what to do next in September at 25. Apart of me is saying that I need to get a job and be a real adult. Another part is saying to grow my business. I’m also feeling the travel bug coming on once again.

Let’s get specific.


Well, I don’t have a career to be honest. After I got my degree in business, I never applied for a job. I worked hard throughout college to ensure that I could graduate with zero student loans. This allowed me to be pretty carefree after college.

However, I have been thinking of applying for a job for the fall. I’ve already applied to a few gigs that excited me.

The good news is that I can be picky. I have money saved and have no student loans. I don’t have to stress about earning on a paycheck.

The forces pushing me in this direction are the usual suspects: family, society, and friends. Everyone that I know has a 9-5 gig. I’m the only person trying something different. I’m constantly reminded that I need to get a real job and be a real person.

My biggest concern here is that I’ll get stuck in a vicious cycle where I hate my job, but I rely on the steady income. I’m worried that I’m going to hate every single aspect of the job and that I’m only going to enjoy the added income. I don’t want to hate my life. This thought would keep me up at night.

Would you find a career in your 20s or avoid the trap of the steady paycheck?


I have a huge post on this coming up next week.

I can keep on going or put things on auto-pilot.

I can consider new blogs, new projects, more freelancing, and so on.

On the flip side, I can put everyone on auto-pilot while I get a real job and try other ventures.


I can travel more and see what this world has to offer.

I love to travel, as already mentioned. I’ve been on all sorts of random trips the past few years:

  • Spring Break in Dominican.
  • Backpacking through Europe (mainly Poland where I practised my speaking).
  • Miami for Wrestlemania.
  • Austin, Texas for work.

I would like to travel more. Ideally, somewhere I can work on my Spanish and become better at speaking it. I also have been pondering the idea of teaching English and actually living somewhere for an extended period of time.

The obvious negative to traveling is that it would interfere with business ventures and prevent me from starting a career. On the positive side, I would see the world and explore more.

So what would you do in this case? I’m open to all ideas.

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I’m going the business + travel route for myself soon. Can you do both?

by: Financial Samurai | July 25th, 2013 (7:40 am)

Definitely grow your business while traveling. I did this for the past four weeks in NYC, Switzerland, Mallorca and Germany and it was a blast! Did it from my iPhone too and wrote about it on Yakezie.com.

Go explore!

by: OttawaGuy | July 25th, 2013 (8:07 am)

100% travel.

It can help your business and your career in the future. Before you settle down, get locked in to too many projects take a full year and travel. No doubt you will come back with 100 more ideas for your business as well.

Also, if you do go for extended travel. Remember to take a vacation. Big difference between travel and vacation.

One of the best decision I’ve made in my 20’s is doing a 6 months trip in Europe. Today, if I had to do this again, I would have convinced my girlfriend at that time (who’s my wife today) to move with me in Europe for a year or two while we would be travelling and I would be working on my online business at the same time.

You can always go back and look for a job later in your life, but you will not be able to easily leave your life in TO for travelling and building your business. Things get complicated when you grow older (mortgage, family, steady paycheck).

Two friends of mine spent 3 months in Costa Rica working on their online company in the morning and enjoying life from noon till… you know 😉

Look for a place where it’s cheap to live and where you can get solid internet access. I bet there is plenty of spaces like that in South America 🙂

Just about the only time life’s worries will not impede on you is right now. It you want to see other horizons and grow your life experiences then the time is now. It is not impossible with a job and family, but much less likely.

I also echo the business + travel advice! You would be living the dream then… and this would be the perfect time to do something like that, when you are young and single… Once you start working, it becomes hard to get away!

I think the business + travel combination is a definite winner. If you are going for some time then southeast Asia seems to offer the sweet spot of low cost of living + fast internet connections. It would make for a some good stories to share on your blogs as well!

First off, its impressive what you have accomplished.
Secondly, I think I would also suggest business + travel. You can focus on expanding and putting your businesses on auto-pilot and take time to travel from time to time or travel and be conducting your business on the move.
As someone has aptly pointed out, you can always get a job later in life 🙂

@Michelle both are definitely an option. I need something to do all day while traveling. I get bored fast lol.

@Sam ah the beauty of smart phones. That’s awesome. I’ve always wanted to hit Germany. I was close last trip, but ended up in Budapest.

@OG true. There’s a huge different between traveling and a vacation. You can come back from travels more exhausted. Thanks for the input.

@TFB “Two friends of mine spent 3 months in Costa Rica working on their online company in the morning and enjoying life from noon till… you know” I like the said of that.

@RK yeah I agree. I imagine it’s difficult to plan trips when you have a wife and family. I don’t doubt that it’s possible. Just doesn’t sound easy.

@JR I’m nervous about getting caught up in a job.

@Jon haha good point. Sadly, I don’t think I could share any stories from any of my trips on the sites that my parents read.

@Simon true. You can always get a job. I’m just worried of falling behind.

I say grow your business while you travel! The moment you start working for a company, you’ll get used to the steady income.

Travel. Hands down. If you have the resources, do it now. DO IT NOW. You have the rest of your life to work, have fun now.

I’d love to do business while travel as well. This is something that I would really wanna do and I am glad that I am slowly realizing this.