The Real Reason I Started a Business

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Why did I start this business? Really?

This is a tough question. To be honest, I have written an opening paragraph and then deleted it four times now but that wasn’t getting me anywhere so I’m just going to try the stream-of-consciousness style of writing. Bare with me, please.

In December of 2016, as a 28-year-old man, I literally woke up one morning in a panic when I realized I knew nothing about money. I had always been frugal, but that was mainly because the extent of my financial plan was “spend as little as possible so you don’t run out of money to buy food and then die of starvation”.

Lying in bed next to my sleeping girlfriend, Ariana, I googled “Best books to learn about money” and found Rich Dad Poor Dad by Robert Kiyosaki. It was only $8.95 so I went to the mall and picked it up later that day. I read Rich Dad Poor Dad over the next three days and I can’t say I understood much (I’ve read it twice since and taken in a lot more), but it certainly got my financial blood pumping.

I read about 8 more personal finance books in the next month and also had a long talk with my most financially successful friend about savings, budgeting, and investing. After just a few weeks of vigorous, panicked financial education, I had designed a personal budget and created a master plan to pay off the last $12,000 of my student loans in 6 months on only my income as an early-career university administrator (see that story here).

Once I had the budget plan in place and got closer to sending in my final loan payment, I started to think about what I was going to do with all my extra money. I was paying off about $1,600 per month and I knew I didn’t want to just waste that money by immediately upgrading my lifestyle and taking on more expenses. I wanted to play the long game… I just didn’t know what that meant yet.

I did a deep dive into investment research, including reading The Intelligent Investor by Benjamin Graham, a 500+ page paper brick that the internet said was for “beginners”. It went waaaayyyy over my head. In the end, I decided to open a Tax Free Savings Account, and invest my money there using fairly safe vehicles like Exchange-traded funds (ETFs).

By July 2017, after one final large lump sum payment of over $3,000 (had to tighten the belt that month), I paid off my student loans and started saving to build my investment portfolio.

The weightlessness of being debt-free was incredible! I don’t own a home or a car (and don’t plan on doing so anytime soon either, but that’s a conversation for another time), so I really had no responsibilities outside of my day job at York University.

I had no debt. I had a reliable, unionized job with good benefits and an enviable pension. I could have stopped there and been fine, but something wouldn’t let me.

You can call this a blessing or a curse, but for as long as I can remember, whenever I’ve had a moment in my life where I felt like I was “good” and I could just coast, something bad would happen to me, usually health related. Maybe that’s why I was afraid to let myself relax, for fear of getting sick again.

I know a part of it was financially driven. Maybe I wasn’t satisfied with the passive 4% to 8% growth I was going to get from my ETFs. Maybe reading about all the entrepreneurs and lifestyle designers like Chris Guillebeau and Tim Ferriss during my quest for financial literacy had me dreaming of a life of financial freedom.

Most likely, it was a combination of fear, drive, and dreaming that revved my engine and got me moving. At some point between July and September 2017, I committed to the idea of starting my own business.

It didn’t take me too long to decide that I wanted to help people find jobs through resume writing and interview coaching. During my last few months in grad school, in 2014, I practically lived in the Career Center, (I’ll explain why another time, but trust me, it’s a juicy tale) and since then, I had become the go-to resource for friends and family members who needed help during their job search.

My next questions were, would people actually be willing to pay for my help, and how could I find those people? These two questions paralyzed me into inaction for several more months, but luckily, I’m a big New Year’s Resolution guy, so on January 8th, 2018, I got my shit together and launched the damn business (forgive the cursing, I just wanted to drive that point home).

Nearly 18 months later, I’m still going hard. Whatever the initial reason was, it was good enough to get me started. What’s more important is that I know now why I still run the business. I love connecting with clients and helping people feel confident about their job searches. It’s been very rewarding to learn how to market myself, develop my reputation and as resume writer and interview coach, and find new ways to expand my business.

As long as I’m able to help people and keep challenging myself, I plan to keep this thing running!