My goal is to help 10,000 freelancers. This is where I'm documenting my progress.
March was one of the most intense months I’ve had in a long time. It threw everything at once: migrating customers onto my new quote-and-bind system, packing up my home of 15 years, our buyer withdrawing the day before signing missives, and going through my first
A few months ago I launched my automated quote and bind system. Something I've been building for 6+ years. Yes, 6 years is not a typo. One day I'll share what it takes to build software in a heavily regulated industry. For now I want to
A couple of months ago I soft-launched a piece of software I've been chipping away at for some time. Okay, that's an understatement. A couple of months ago I launched my automated quote and bind system that has been 6.4 years in the making.
I want to get back to growing With Jack after  a year of distraction  by running lots of mini experiments and being more intentional with measuring results. Hold up, aren't we missing a month? I mentioned May's focus would be on SEO. I outsourced
I want to get back to growing With Jack after  a year of distraction  by running lots of mini experiments and being more intentional with measuring results. This month I focused on creating landing pages for specific industries (photographers, marketers etc) and improving existing ones. Prior to April&
I want to get back to growing With Jack after  a year of distraction  by running lots of mini experiments and being more intentional with measuring results. This month I focused on advertising on different mediums: paid newsletter podcasts social media ads In the past advertising has had
I want to get back to growing With Jack after  a year of distraction  by running lots of mini experiments and being more intentional with measuring results. The plan was to dedicate February to creating video content, both short-form optimised for Instagram and  longer-form for
I want to get back to growing With Jack after a year of distraction by running lots of mini experiments and being more intentional with measuring results. But January has been weird . The start of the year is usually a time of good intentions, but for me it was the
2024 was a poor year for With Jack. It's the most underwhelming 12 months since launching in 2016. Growth slowed and I saw an increase in churn. I can correlate this to a few events. Being able to pinpoint why it underperformed takes some of the sting out
A few weeks ago I settled on the first version of my idea to help freelancers in the event of late or non-payment. It looks like this: interactive walkthrough personalised action plan practical assets like templates and tools This should be enough to address a pattern that cropped up
When we talk about disruption in the context of an accelerator, we think of a new product or service being introduced to market. That was my intention. I signed up to Techscaler to develop a tool to help freelancers in the event of late or non-payment. Instead I'
Techscaler kicks off next week. I've been getting a head start with late payment discovery calls so that my idea is already taking shape by the time the programme begins. There's no shame in needing to be held accountable One thing I've learned about
I'm participating in Startup First Steps, a 13-week accelerator. During the months of September, October and November I'll be exploring the viability of an idea I've been noodling on and bringing it to market.
The seven-year itch floats the idea that our relationships begin to feel restless after a period of 7 years. We feel dissatisfied. Distracted. Everything feels… routine. I've been wondering if this restless angst also translates to life outside of relationships. Because it's exactly how
I’m not convinced my business has product market fit. I’m 4 years deep so I should probably have it, or feel like I’m inching closer to achieving it. According to some people I do have PMF, but the definition of what it is changes depending on who you ask.