The 5-year Experiment10 Comments »
I’ve been setting aside part of my budget for an “opportunity fund” ever since I graduated with a master’s degree and started working at IBM. On February 17, 2012, after four wonderful years of web development and consulting, I turned over all of my projects and started on my own adventure. Two days later, I had a federal corporation that could be the umbrella for various experiments. By March, I had my first paying clients for consulting, and I was off and running.
Why this experiment?
Not many people have the time or space to find out what can happen if you don’t have to worry so much about making money. I wanted to see what could happen if you explored that.
Why five years?
Statistically speaking, most businesses struggle within the first five years. People have to learn how to run businesses. People have to find product-market fit. People have to figure things out. If I prepare for those challenges by remembering that it’s normal to struggle and telling myself that I won’t consider going back to employment until at least five years have passed, then I can hang in there even when times are tough. And if times are really tough, knowing that the experiment is time-bound will also help me stay sane.
I’m open to considering employment if our circumstances change drastically, but so far, I’m still on track.
What have you learned so far?
While it can be stressful learning about things like sales, marketing, and accounting — all the things you’re insulated from in a corporate environment — I also really like learning how to build a business. Lots of people are happy to help you out along the way, too. In addition to learning more about business, I also want to use this time to learn more about life.
How is the money working out?
W- and I are frugal, and that’s been a key factor in making this experiment possible. We keep our expenses low through cooking, simple leisure activities, and self-discipline. My personal finances are approximately where I projected they would be. In terms of business income, I’m ahead of where I expected to be (thanks to people taking a chance on a business that’s starting up, hooray!), but I’ve left all the money in the business so that it can build its own emergency fund. (And to simplify paperwork…)
How’s W- dealing with it?
Wonderfully. We think it’s a great idea for me to be learning entrepreneurial skills. It’s the new job security, after all. This would be much more difficult without his support.
What are you up to now?
I share what I learn on my personal blog. One of my experiments has graduated into a business that I’m learning how to sell and market. Looking forward to learning even more!
What do you want to get out of this experiment?
Can I hire you for stuff?
Read other experiment-related posts by clicking on individual posts below or reading the category of posts:
- Reflecting on what I want to contribute to and how interested people might (semi-)work with me - From time to time, people ask me if I’d be interested in working with them to make something bigger happen. I’m getting better at saying no. I want to focus on learning how to direct my own life. Other-directed work is seductive. Clear tasks! Appreciation! My mind wanders back to it, thinking about whether it’s […]
- Reflections on infopreneurship - There’s a lot of information on how you can build an online business by selling what you know. Many people are looking for that dream. It feels a little weird to me, and I want to figure out why. I guess one of the things that rubs me the wrong way is that a lot […]
- Reflection: Two years into my 5-year experiment - “Monotony collapses time; novelty expands it,” writes Joshua Foer in Moonwalking with Einstein. It feels like more than two years since the start of my 5-year experiment with semi-retirement, which is what I jokingly called this adventure into a self-directed life. So far, amazing. This year, I focused less on consulting and event sketchnoting, and I […]
- Reflections on learning to be an entrepreneur - The other week, I focused on exploring ideas and becoming my own client. Last week, I focused on the systems I can set up in order to keep on sharing while I’m distracted by work or other needs. The other week felt happier and more self-directed, but on reflection, last week is great for long-term […]
- A conversation about writing, and reflections on taskmasters - I’m fascinated by the idiosyncrasies of systems that we build for ourselves over decades. I’m particularly interested in what people find weird about themselves and their systems; what they do the most differently compared to other people. When John Allemang picked my brain about a piece on the Quantified Self, I jumped at the opportunity […]
- Other-work and self-work - Since I decided to become my own client, I’ve been thinking about the things I think of as work and the things I do out of my own volition. Work is shaped by other people’s goals, priorities, and directions. When it comes to the things I do for myself, I am responsible for figuring all […]
- Becoming my own client; also, delegation - When I started this 5-year experiment with semi-retirement, I fully intended it to be a learning experience in entrepreneurship. I wanted to learn how to create value. I wanted to learn how to sell, how to build systems. Mission accomplished. I have the confidence that if I need to work, I can help people and […]
- The power of no: being completely* unhireable until 2017 (and possibly longer) - When I started this 5-year experiment, I didn’t know if I could stick with it. My track record for sticking with interests is not that good. I’m delighted to report that (semi-)retirement gets easier and easier. I am learning to say no. By coincidence, two of my mentors (who had moved on to separate companies […]
- Reflecting on a month of experimenting with Proper Retirement - When I started on my 5-year experiment, I hedged my bets by thinking of it as semi-retirement. I was open to working part-time on a flexible basis. Consulting worked out well for that. People also wanted me to work on illustrations and sketchnotes, and I figured that was a great way to spread visual thinking […]
- On making big, scary decisions, and how I left an awesome job to do my own thing; or how to be a Builder Lemming - Following up on my Accelerated Learning chat with Timothy Kenny, where someone asked how I made the decision to go on this 5-year experiment with semi-retirement: It might surprise you, but I consider myself pretty risk-averse. I don’t bungee jump. I don’t ski. I don’t even drive. I spend hours and days analyzing decisions. I […]
- Thinking about business cards - I’m nearly out of business cards, which means it’s time to evaluate my business card experiment and plan my next one. Past performance is a good indicator of future results, so let me think about how I’ve been using my business cards and how I want to use them in the future. For comparison, here’s […]
- Business experience report: Setting up payroll and benefits - Another big milestone in my business adventures: I paid myself for the first time! Not bad, considering this is my second fiscal year. I’ve been nervous about this for a while because I wanted to make sure that the business had a emergency fund of its own, especially when it comes to taxes. I also […]
- Choosing openness and scale - Summary: Until June 2014, I’m focusing on work that’s either public or that reaches an audience of 10,000+. I’m celebrating my 30th birthday next month. To get a sense of where I’ve come from and where I want to go, I’ve been reviewing more than ten years of blog posts. If I didn’t have my […]
- How hacking my wants helped me experiment with early retirement - During his Third Tuesday Toronto talk on How to Live an Amazing Life (see notes), C.C. Chapman saw me sketchnoting near the front and called it out as an example of a creative and unusual profession. He asked (probably rhetorically) how I explain it to other people. I said that I usually told people I […]
- Things I’m learning about semi-retirement - I’m really glad I track my time, because I get to ask questions about long-term patterns. It turns out that I haven’t been as retired as I joke about. It’s been 64 weeks since the week beginning March 3, 2012, which included my first major gig as an independent person. I’ve tracked an average of […]
- Experiment notes: Accounting, sales, and marketing–all the other parts of a business - When I started my experiment last year, leaving the familiarity of web development at IBM for my own adventures, I wanted to dig into several big unknowns that I had little experience with: the paperwork and accounting required for business, and the sales and marketing that’s even more crucial to business survival. I had tracked […]
- Planning my code/development learning - One of the best things about programming is that as you learn more, the possibilities increase dramatically. Each new thing you learn can be combined with so many other things for even more awesomeness. I’m getting ready for my idea-of-the-month experiment, and I’m thinking about the kinds of building blocks I’d like to learn more […]
- Accelerating my business learning: setting a goal for a new business every month - The first year of my five-year experiment is going well. I learned how to set up the structures for five different kinds of service businesses: web development contracting social business consulting illustration conference/event sketchnoting public speaking and two kinds of product businesses: writing e-books selling used books … and I got to my first sale […]
- Experience report: Naming my company! - Ten months after incorporation, I’ve finally come up with a name for my company. I wanted to combine the different aspects that resonated with me and with other people during conversations and events. Consulting was easy to do under my own name and with a numbered company, but if I want to expand to channel […]
- Experiment pre-mortem: Imagining and dealing with causes of failure - I am, for the most part, a relentless optimist. I embrace my inner Pollyanna. I regularly explore my goals with the Imagine Wild Success technique. Most people know this part of me, because I’m often the first to find the silver lining in any cloud. Here’s something less visible but also very useful: I also […]
- Taking a month off from consulting - I’m taking all of September off from consulting so that I can present at a conference, spend time with family, and work on other skills. This five-month consulting engagement has been absolutely wonderful. It turns out that you can create tremendous value as a generalist with technical, business, and design skills, and that good engagements […]
- This is what five years looks like - I was thinking about my experiments with entrepreneurship the other day, and I realized that I have a lot of room to learn things. Books tell me it takes about five years for many businesses to shake out the bugs and settle down; even then, only about half of new ventures survive the first five […]
- Experience report: So much for having a virtual bookstore - As part of my experiments in entrepreneurship, I decided to try out selling used books online. I like books, and am happy to keep a small library of my favourite titles in order to reread, give to friends, or resell. I checked out Toronto Reference Library’s bookstore, focusing on donated hardcover business books that had […]
- Experience report: Applying for a Harmonized Sales Tax account - In Canada, corporations are required to collect and remit Harmonized Sales Tax if their revenues are over $30,000 in a year or if they meet certain other conditions. If you’re starting out, it might be a good idea to register for an account anyway. That way, you don’t have to change things when you do […]
- Experience report: Opening the RBC Small Business eAccount - Having a business bank account is good for separating business and personal expenses. Reconciling your books is easier when you don’t have commingled expenses, and clean separation is important for minimizing legal liability. After considering several options for business bank accounts, I narrowed it down to a choice between Royal Bank of Canada’s Small Business […]
- People-centered entrepreneurship - Practically all Many of the books I’m reading about entrepreneurship assume that you start with a big idea for a product or service, and then you find and validate the market for it. Many of the people I talk to start with the same assumptions, too. “Oh, I’ve always wanted to start my own business, but […]
- Experience report: Renting a business mailbox - If you don’t want to give your home address out to everyone, a private mailbox (say, one from UPS, not a PO Box) seems to be acceptable for business. To reduce the risk of unwanted visitors, you can incorporate with that mailbox, receive business mail at it, and list it as your contact address. I […]
- Experience report: Incorporating a federal numbered corporation in Canada - This was not at all as complicated as I thought it would be. After twenty minutes, several multiple-choice and fill-in questions, and one credit card transaction, I had my very own company: a federal numbered corporation ($200) with extra-provincial registration in Ontario (free, yay). On a Sunday, no less. The government publishes a guide to […]
- Thinking about how to experiment with business and what I might want to do - “So, what are you going to do?” That’s always what people ask after I tell them that I’m leaving IBM in order to experiment with entrepreneurship. “I don’t know yet,” I say. I explain that I haven’t yet experimented with anything that could be seen as competing with IBM, following our Business Conduct Guidelines – […]
- Getting ready for my next experiment! - It’s been four years of awesomeness at IBM. I’ve: helped companies and communities collaborate facilitated brainstorming workshops with executives from leading companies built web apps in Drupal and Ruby on Rails created popular tools for community newsletters and analyses drawn comics that made people smile across IBM, and learned from and shared with people around […]