I’m bootstrapping an insurance business called With Jack. 2017 was all about iterating on that. I increased my quote-customer conversion rate from 26% to 40% by improving the onboarding experience. I celebrated reaching 100 customers (now I’m not far from 200).

I applied to join an accelerator. I didn’t get accepted onto the programme, but I learned a ton. Towards the end of the year I came to peace with bootstrapping and being all of the things investors hate (solo founder, targeting a small market).

I launched a YouTube channel where I share my experiences of bootstrapping. Not many insurance companies are transparent, so I want to do more of this stuff in 2018.

I also gave two talks, one at Web Dev Conf and another at GlasgowJS. My talk is titled Idea to Execution and Beyond and I’ll be delivering it again in 2018.

The highlight of 2017 was starting work on a self-service quote system. For insurers to take you seriously you need £250,000 Gross Premium Written. I’m sitting around £60,000. I think the self-service quote system (instant quotes) will increase my conversion and bring in more business. It also gives us more scope to be creative. I can’t wait to share what we’re working on!

Read my full year in review here


Ashley Baxter’s summary:

  • This year I made With Jack.
  • My goal for 2018 is to launch the self-service quote system and write £100,000 in premiums..
  • You can also follow me on Twitter at @iamashley.

Notes from Justin Jackson

Startup stories, lessons, and tips.
Sent on Saturday mornings.
(Read it while you drink your coffee)

No spam. Unsubscribe anytime. Powered by ConvertKit
Awww yeaaah! Looks like you're already on my mailing list! Have you subscribed to my YouTube channel?