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The freedom ladder

Written by Justin on August 12, 2016

The ladder to freedom and independence

You’re here because you’re not satisfied.

You’re a happy person, generally. You’re good at your job. You love your family. But you’re not satisfied with the way things are.

You want life to be better. You’re tired of being stuck in traffic for two hours a day. You’re tired of working on projects that never ship. You have a new baby in the house, and you’re not quite making ends meet.

Sidebar: being in traffic almost killed me. It wasn’t the danger of getting into an accident (although that possibility was always there). What I mean is that it sucked away my will to live. Sitting waiting for red lights to turn green, trailing thousands of other cars into the city. Sitting, motionless, in the car. I used to envy the folks whizzing by me on their bicycles. By the time I got to the office, I was completely drained.

You are looking for hope. There are days you get home from work and you’re so frustrated you lash out at people. You don’t know why. There’s a deep discontent inside. You’re wondering if there’s a way out.

There is hope. There’s a ladder to independence and I want to tell you about it.

Note: many of my contemporaries have a similar framework. Rob Walling has The Stairstep Approach to Bootstrapping. Amy Hoy has Stacking the Bricks. And Sacha Greif  has The Spiderweb Strategy and The Product Spectrum. They all share common advice: start small, and grow through iteration. My experience has subtle differences (related largely to me having a big family, and starting the process later in life). Use whichever approach works best for you!

Here’s your problem:

You would love to get a piece of time to work on your own projects but you don’t have any wiggle room.

The independence ladder

If you’ve ever been a painter, you’ve seen a scaffold. It’s a ladder you construct to get from ground level up to the elevation you want to be.

Getting more independence and freedom is similar. You figure out how to build a scaffold, and get yourself closer and closer to your goal.

Before I get into the steps I need to give you a disclaimer. These are the steps that worked for me. They might not work for you. There were plenty of times along the way that I felt hopeless, tired, and stuck. Also: independence can look different for different folks. Some people don’t want to make their own products, but their idea of freedom is working remotely. Others want to keep their day job but have a little business on the side. There are folks for who really want to be independent freelancers. Pursue the option you want!

I wanted to gain freedom by making stuff, so my ladder looked like this:

  1. Get some freedom from your job. My wife and I had our first child at 22. I had been running my own business since I was a teenager. But with the birth of our daughter, we decided that I would get a full-time job, and focus on that until all our kids were in school. However, there were still opportunities for me to free up time, specifically that one hour commute. First I tried taking the bus and working on projects on my laptop. Next, I asked if I could work from home one day a week (this saved me two hours!). I also tried working from 7am until 3pm, so that I could beat traffic and save almost an hour a day. Finally, I was able to get a full-time remote job which cut out my commute entirely. (This was 2012)
  2. Make a small project. Release it for free. Once I was working remotely full-time, I had an extra 10 hours per week (because I wasn’t driving anymore). For the first time in a long time, I could pursue side-projects. It was right around this time that Kyle Fox approached me about doing a podcast together. We called it Product People and our whole objective was to create something that was “ours” that was outside of our full-time jobs. (First episode: October 15, 2012)
  3. Help people. Build an audience. Doing the podcast, and releasing it for free, had a bunch of benefits. First, we were meeting all these amazing founders (Hiten Shah, Nathan Barry, Ruben Gamez). Second, our show started attracting an audience. We were helping people learn the basics of product design, execution, and marketing. Finally, we were starting to see opportunities where we could help this audience even more. These turned into blog posts, episode themes, and live workshops.
  4. Do a small project. Charge a small price for it. One worrisome trend I’ve seen lately is that everyone wants to start big. They want to do something huge and put a huge price tag on it. Here’s my advice. Whether you’re consulting or building a product: start small, and charge a small price for it. I realize this goes against the advice of “double your rate” and “charge more.” Once you have more experience you should increase your rates. However, if this is your first product (or your first time doing freelance work) you have to start small. You haven’t built trust yet. Building a reputation takes time. One of my favorite ways to get started is to do a small workshop. Convince five people to show up for a live event, and charge them $10 each. (First product, Amplification, released in October 2013)
  5. Help people. Build your audience. Once I realized I had some traction in the product people space, I focused on it. I was insatiably curious. I would research, ask questions, and do experiments. I wrote exclusively about making (and marketing) digital products. I started a weekly newsletter. (2013 and 2014 are when people started inviting me to speak at events and guest on podcasts)
  6. Do a bigger project. Charge more money for it. Once you’ve done a series of smaller engagements (products or consulting), and you’ve built a reputation, it’s time to go a bit bigger. In 2014, based on the profile I’d built in the product community, I was able to quit my full-time job and start consulting full-time. I consulted for teams based in Colorado, Portland and San Francisco. In 2015, I built and launched my biggest project to date: Marketing for Developers.
  7. Continue to scale audience and revenue. Marketing for Developers opened a lot of doors. I spoke at MicroConf in Barcelona on that topic in August 2015. I created a version for non-technical folks called Marketing for Product People. I continued to grow my newsletter past 10,000 subscribers. I answered questions and built a following on Twitter.
  8. Go independent. The decision to go independent is deeply personal. My original plan was to continue consulting work until summer of 2016. Then, my primary consulting client got acquired. I had a choice: I could go out and get more consulting clients, or, I could try to stop consulting and focus on “making my own stuff.” Ideally, I would have had more consulting income in my bank account before I made the leap. However, all my kids were in school full-time, and my wife and I decided to take the chance. I started a new podcast, called MegaMaker, that chronicled my journey. My goal was to make an average of $10,000 in revenue a month. So far, I’ve achieved that goal! (If you’d like to support me, check out my latest book).

What made it possible for me to go independent? Going through all the steps above.  Each sequential step up the ladder is important. Ultimately they culminated in a product that was generating significant revenue (Marketing for Developers).

How to get started

The biggest struggle for most folks is figuring out where to start. My recommendation? Don’t try to find an idea. Start by choosing the people you’d like to focus on. What group of people, that pays for things, could you serve?

If you’re looking for the next step, here are some options:

  1. Need help choosing and building your audience? Check out this course.
  2. Ready to build and market your product? Check out Marketing for Developers (or this one if you’re not technical)
  3. Want some really unique marketing ideas that will help your product stand out? Get my new book.

If you have questions I’d love to hear from you. Reach out to me on Twitter, Instagram, or Snapchat (I’m mijustin everywhere).

Cheers,
Justin Jackson

PS: I initially sent this to my newsletter list. If you don’t want to miss out on future posts, subscribe here:

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