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Ashley Baxter
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Ashley Baxter
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  • Feb 9 business

    Improving With Jack's Sign-Up Rate By 14%

    Improving With Jack's Sign-Up Rate By 14%

    Ashley Baxter

    As of December 2016, 26% of people who got a quote with Jack became customers. Over the past 12 months we’ve been tweaking key parts of the customer journey. The conversion rate is now at 40%—a 14% improvement from 2016.

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  • Jan 23 business

    Minimum Viable Process

    Ashley Baxter

    I’m probably the only person to launch an insurance company in 2016 without automated quotes. How very internet of 1996. This was because I had: * no existing book of customers * no indication I could build a succesfull company * no funding It’s easy to see why insurers weren’t

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  • Dec 19 personal

    2017: Year In Review

    2017: Year In Review

    Ashley Baxter

    My last Year in Review was written when With Jack had barely launched. I was getting to grips with what tools to use, where to find customers and even who my customers were. Now I’ve been building With Jack for over a year. Spoiler: It doesn’t matter how

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  • Nov 22 business

    Why I'm Bootstrapping

    Why I'm Bootstrapping

    Ashley Baxter

    At some point this year I started considering investment. The initial build of With Jack was funded with my own money (money I’d earned photographing weddings at the weekend).

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  • Oct 19 business

    Beating Shiny Object Syndrome

    Beating Shiny Object Syndrome

    Ashley Baxter

    Here are three reasons why it took me over 2 years to launch With Jack.

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  • Aug 30

    A Look Back On With Jack's First Year

    A Look Back On With Jack's First Year

    Ashley Baxter

    Last week I cleaned out my home office and found a post-it note from 2013. It was a scribble of the insurance company I wanted to build, forming the basis of what would eventually become With Jack.

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Noodling on a new idea and what that means for With Jack

Noodling on a new idea and what that means for With Jack

Product-Market Fit Struggles

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Ashley Baxter

My goal is to help 10,000 freelancers. This is where I'm documenting my progress.

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