How to play the entrepreneurial game

It’s been awhile since I last wrote, so here’s a quick update:

The online store my wife and I started is doing well. We’ve grown to be the largest online-only dress shop in Canada using the tools / techniques I described throughout the course of this blog.  There’s a ton of information here for you to sift through to help get you started on your entrepreneurial journey.

Aside from that – I’ve learned so much in the past year, and below is quick summary on how to play the game.

Put in the work

Sorry kids, there’s no such thing as sitting on a beach and watching the money roll in. You have to put in the work. You have to grind, hustle, struggle, believe, beat yourself up, and then figure out how to succeed. There’s no such thing as ‘passive’ income in this life.

Do whatever the hell you want – even if you change your mind

What I’ve wanted to do with my life has changed about 12 times over the past couple years. I wanted to be a radio star, a sales star, a magazine publisher, a golfer, a restaurant owner, a marketing consultant, an entrepreneurial coach, a video game player and more. I’ve tried it all, and only a few have stuck.

I found by trying to do all the things that pop into my head, I finally figured out what I really wanted. Right now, I’m playing video games online (check it out here), helping my wife with the biz, golfing and working a 9-5.

If you can work a 9-5 to generate some more income…do it

The money was tight for a couple years after starting a business and trying to get a magazine off the ground. My wife and I did both within the same year, and the finances were tough to navigate. We persevered and did what we had to do to make a dime. I took up working retail, and finding odd jobs to pay off our living expenses. That’s right – no venture capital here.

Then I finally decided to grab a cushy 9-5 to ensure our finances were stable. It’s a job where I make good enough money (for now) to live comfortably, and I don’t have to take my work home with me. When I leave – I leave. So many people get caught up with work consuming their life. STOP IT! Leave work at work. No one will care, trust me.

Play the game

When you have established yourself as a hard worker (or at least you look like you’re working hard) it’s soooo easy to find a job. Use existing contacts, friend, family whoever to get your foot in the door. From there – coast. Do whatever you can to ensure your finances are stable, so you can play / start a business in the evenings and weekends.

I busted my ass for 5 or 6 years to make a name for myself, now I’m trying to coast and focus on the things I really enjoy outside my 9-5.

Get a gimmick

There’s no other way to put it. I slapped on a bow tie, and instantly distanced myself from the competition. Whether it’s hunting for a job or writing this blog. Find something you can do to separate yourself. Unfortunately, being YOU isn’t enough anymore. You need a gimmick. Wear bright red shoes, place a flower in your hair, wear bright shirts…whatever it is find something to make you literally stand out in a crowd.

The above is a quick run through of what I’ve learned in the past couple years. It was a tough grind, but there is a light on the other side. I’ve seen it, I’m living it. If you need some help – feel free to drop me a line at To always stay connected make sure you’re signed up to get every updated by dropping your email below.

Love you,

Jordan ‘The Guy with the Bow Tie’ Rycroft

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What are you doing with your life?

You only get one. It’s here and then it’s gone. And yet, you push things off to tomorrow. Or you’ll say, “I’ll do that when the time is right.” You have this idea tomorrow is a given. You go to bed and you know you’re going to wake up the next day.

I know this is true, because these are the thoughts I have on a daily basis. I’m always planning the next day or even my week. I’m saving for retirement, I’m always thinking of tomorrow. Don’t get me wrong, planning for tomorrow and retirement is probably a good idea, but forgetting about today, is not.

What are you doing? Are you trying to be better? Are you trying to improve yourself?

You can plan yourself to the grave. What matters is right now.

If you’re like me, you probably have these gut instincts that say, “I should do that.” However, you tuck those things away and save them for later. It’s as if you’re saying to yourself, “I don’t have time for that right now.”

Yet, it’s these thoughts, these instincts that will drive you forward and make your life more fulfilling.

So, “What are you doing with your life?” The key word is, “doing.” Trying and failing is a part of life. Steve Jobs tried and failed numerous times over his life. In baseball you can fail 7/10 times and still be considered great. You have to understood failure is a part of the process. And this is key:


If you want to ride a bike, you need to go out and DO it. You can read all the manuals and watch all the tutorials on YouTube, but you won’t get anywhere until you hop on that bike and start peddling. And you’ll fail. You’ll fall, you’ll scrape your knees, you may run into a tree, but you’ll learn from that. Eventually you’ll be riding hands-free down the road while whistling at cute girls as they pass by.

You have it within yourself to do what your gut is saying. Listen to your gut, don’t tuck away the things it is saying. Start making a difference in your life. Start failing and start doing it now.

– Jordan

Ps. Wonder what I’m doing? Well, aside from writing this, I read a TON and take what I’ve learned and apply it to my day job as a marketing consultant in the radio industry. Some things work, some don’t, but I always test things out. I also try to connect with like-minded individuals who are trying and failing on a daily basis. If you’d like to connect with me – feel free to do so at