Sometimes redesigns are unnecessary. You have to understand why you’re doing it. The goal of With Jack’s redesign was to do a better job of showing the value of insurance and highlight With Jack's moving into a new stage of its life.
I first heard this term on Justin Jackson’s blog. I’m not 100% sure if I’ve understood it correctly, but my interpretation is that company/founder fit is ensuring the business you build fits the kind of life you want to live.
In 2017 I applied to join Ignite, an accelerator. Amongst all of the great advice I received from the programme, I kept hearing the same feedback about With Jack; “You aren’t solving a big enough problem”.
Two things stand out to me about 2018: the progress I’ve made on With Jack and the trips I’ve taken. Although the first 6 months were fairly uneventful, it ended up being a great year for business and travel.
Insurance is one of the least start-up friendly industries in the world. It’s a regulated industry, so you can’t just have an idea, buy a domain and start making money. You’ll need to be licensed to sell insurance, and that takes between 6-12 months and costs thousands of pounds.
Two years ago I wrote about the problems I was facing post-launch. I thought it’d be interesting to revisit this article and see how I’ve solved those problems or if they still exist.