I just looked it up—I enrolled in Amy Hoy and Alex Hillman’s 30×500 course in 2017. The course teaches their technique for starting a small subscription-based business that gets $30/month from 500 customers. 2017 was also the year that Atlassian acquired (my employer) Trello. Since I was locked into a 4-year vesting period, and I wanted to work at Atlassian for at least that long anyway, I was never going to start a business right away. But I thought it would be a good idea to lay some groundwork so I could be ready whenever I decided to leave Atlassian.
The first step in 30×500 is to pick an audience—ideally one that you are a part of or that hires you. I picked iOS developers. So I started adding educational content to App-o-Mat, a site I started a few years earlier to build on my book, Hello! iOS Development, but that I had neglected. With this newfound focus, the posts I wrote in 2017 helped me become a more frequent contributor (and editor) of the mobile section for Smashing Magazine. The money I made from Smashing paid for the 30×500 course several times over, but it was hard to keep writing and also excel at my day job, and so I let the writing wane over the next few years.
In 2021, after I resigned from Atlassian to go independent, I decided to get more serious about applying 30×500 techniques. I concentrated on WatchKit and Workout tutorials because I could repurpose what I had learned writing Sprint-o-Mat. But my consulting business became more software business coaching and less programming, and I realized I wasn’t really in the iOS developer audience any more. So, I started searching for a new one.
I got serious about writing educational content along a lot of different dimensions including software (of course, but more like what I was consulting about), but also job searching, personal finance, and writing. Over the next couple of years, I wrote hundreds of posts. Looking them over at the end of 2023, I realized that I had a lot to say about technical debt.
At the beginning of 2024, my goal was to write a small (50 page/10k words) e-book—more of a pamphlet—on technical debt. This led to a guest article on The Pragmatic Engineer (so I was continuing to get paid to write). Mostly, I treated this as signal that that the content was useful. But the article helped me build an email list and led to podcast invites and webinars, and the content grew based on what I was being asked about. Last week, I sent a document with 40k words to my editor—my hope is that it will be ready to publish by Q1 next year.
So, here I sit, seven plus years after I took the 30×500 course—I still don’t have even 1 of the 500 paying me $30/month. However, the course long ago paid for itself in direct dollars for my writing and easily 100x in terms of the consulting work the writing helped me land and service. The secret sauce of their method leads to finding an endless supply of topics to write about. Honestly, I barely do it right, but just going in the right direction has been good enough.
It helped me develop enough content for a book and the seeds for a few more. I do think there’s a subscription business here. Or maybe a YouTube channel? Or maybe just what it is so far: a blog, a podcast, a book, a source of leads, and proof to myself that I’m a writer.