Originally this list started as a 365 list to tackle in a year.

After realizing that a) I could not do that in that short of time b) I was a teenager so the travel was kinda out of the question

It turned into a convert online presence to 566 from 365.

Change 365 blog to 566 Goals

I started Juice Box Monkey Designs back in 2017 with a simple premise. To hold anything I build personally under it, now fast forward almost a decade at it (now incorporated) we have 7+ Apps in the app store, several SaaS projects on the go and client work. 

Its been a journey and I am just getting started!

Check out our site ⬇️

Start my own Start Up

Read Steve Job's Biography

I can now officially drive all over the world with this license. I actually almost failed this test because the driver instructor kept telling me to slow down. However she pasted me because my driving abilities are good, just need to slow down.

I know I know, that’s what three cops have told me already 😆

Get G License

Honestly I should read this again. It did not consume as much from this book as its perceived by everyone. 

Now more than ever, we should all be reading books like this.

Read 1984 by George Orwell

Fly a kite

Seems trivial now but in 2015 it was still not confirmed it was coming to Canada.

Thank goodness it did because I use it every time I leave my house.

Get Apple Pay

I got this book at a second hand store (like most Stephen King novels I have). This was such a large mountain to climb but finally one Halloween month I tackled it. 

My copy is an original print 1,138 pages hard cover published on September 15, 1986.

Read IT by Stephen King

Again, this list was written while I was in highschool.

Now I can type with my eyes closed.

Learn to type without looking (Shortcuts+touch gestures too)

Set up iPhone's and iPad's with Developers Access

I didn’t own the first iPhone. My first was an iPhone 4. But with how popular the iPhone was, and still is, I had to add the original to my Apple device collection.

Get original iPhone

Its an ongoing thing, I have been investing since 2013 but constantly learning. I wouldn’t say I know enough to check this off yet. (Even after 13 years of trading)

Created If I Invested In and building more stock investment apps under JBMD branding.

Learn how to play the Stock Market

I have recently created an investors account through my bank to be able to play the stock market over time. I have always wanted to learn how the stock market fluctuates and also invest into companies that I believe in. I know that my wallet is not as big as a lot of other people but with the money I do have I am going to learn and invest smart. Watching the market, as well as learning all the different ups and downs that effect the market.

13 years and counting ~ Last updated 2026

Play the Stock Market Over Time

I have been following the same financial plan for 6 years

Time to move this to done.

Follow a Financial Plan

I have backed several projects over the years. Some of my favourites were:
  • Gather by Ugmonk — really cool design firm out of Pennsylvania
  • Font Awesome — Still use them to this day since backing them in 2017
  • Helvetica: The Poster! — Created from the film about the font, still a staple in my office
  • inkbox: The 2 week Tattoo — way back in 2015 I backed a project by my old boss Tyler Handley

Invest in to Indiegogo and Kickstarter Projects

This was the first Douglas Coupland book that I have read. My sister is obsessed with him and has been over the years buying his books for me. Most times I will be told that “this book reminds me of you.” I would like to first state that I didn’t hate it, but it was very tough to stay on track of the story. I got some of the side jokes, my personal favourite was the Grand Theft Auto print out of game play.

Read JPod

I converted all my DVDs (Movies and TV box sets) to DVI’s so then I could get rid of the mountains of DVD cases I had.

Convert all DVD's into DVI's

This seems so trivial looking back but when I wrote the original 566 list I didn’t have much to my name

Save $5,000 dollars in TFS Account

An Apple Store had just opened in near me. When the iPhone 5s came out. I was in line. Stood in line for 6 hours.

Stand in Line for hours for an Apple device launch

Completely watch Chuck again

Perfect my signature

First car had to be recycled.

Second car I sold off

Sell old Car

Books like these I look forward talking to my children about one day.

These books are important.

Read Fahrenheit 451

Get New Job

Read The Lord of the Rings-Fellowship

Read The Lord of the Rings-Two Towers

Read The Lord of the Rings-Return

Get on LinkedIn

This never panned out. Looking back, Apple tends to hire people without previous retail experience so they can shape them into the way they teach their red coats (Star Trek reference intended) 

It would have changed the direction of my career, but maybe one day Apple will be on my radar.

Apply to the Apple Store (Resume 2.0)

Be comfortable to Read Out Loud

A collection of short stories (including Secret Window, one of my first/favourite mystery movies)

Read Four Past Midnight by Stephen King

I know that this might not be a huge deal now, I have not worked for a job in over a month ago, so it feels like any other day. But why I put it as one of my objectives is because long weekends were always working in a restaurant. I could never get out of a Monday shift on a long weekend and I always worked, I was an workaholic, it made sense. So I included it so that I would take some time off and not always care about the money, time and a half. 

This is the first long week I have had off since 2008, 6 years ago! 

~~Blood by The Middle East is currently playing while I write this, while my feet are up and relaxing, here is to long weekends ~~

Take a Long Weekend Off

⚡️⚡️⚡️⚡️⚡️⚡️⚡️⚡️⚡️

Get a good picture of Lightening

Learn how to use Chop Sticks

Sadly this story does not have a happy ending

Figure out what upsets my Stomach

Watch all of Star Trek: The Next Generation

Watch all of Star Trek: Enterprise

I was on the fence about how they can run a show from just one space station.

But they did and it was pretty great.

Watch Star Trek: Deep Space Nine

Get Behance

Watch Firefly and Serenity

My first HomeKit device was an iHome receptacle

Get a HomeKit Enabled Device

Its just a little starter camera, and it reflects that we are beginners.

Get a Camcorder for Shorts

Get a Homekit Camera

I refuse to have to call my phone number to list to my calls.

I have a voicemail package on my phone plan.

Get voice mail on my iPhone

Get a Robot Vacuum

This was my first Macbook Air and I always wanted it since Steve Jobs pulled it out of the envelope. I loved the ideas that a computer could be this small and still function.

My model was: MBAIR 13.3/1.7/4/128FLASH-USA MC965LL/A

Purchase a Macbook Air

This was the first time that I opened up my iMac to update anything or clean anything inside it. I have always been so delicate with all my Apple products so I never wanted to open them, because it was new area for me.

566 Objectives

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