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  • Jun 19 business

    Mistakes I Made When Choosing A Market

    Ashley Baxter

    Before starting my business I hadn’t given much thought to what goes into choosing a good market to sell to. I had a failed SaaS app under my belt, and I’d acknowledged one of the reasons it had failed was because of the market I’d chosen.

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  • Apr 11 business

    Reflecting On A Disappointing Product Launch

    Ashley Baxter

    I’ve been involved in enough launches over the years to know that it’s dangerous having high expectations. But this time was different I now had an existing audience to launch to.

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  • Mar 21 business

    The Challenges Of Building An Insurance Business

    Ashley Baxter

    Another UK insurtech has closed its doors. This was one of the insurtechs I liked the look of. Their design was slick, they eliminated jargon and promised not to increase your premium if you made a claim. Good people building a good business.

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  • Mar 6 business

    Should You Build A Product For A User Segment You're Not A Part Of?

    Should You Build A Product For A User Segment You're Not A Part Of?

    Ashley Baxter

    A podcast listener emailed me this question (someone listens to my podcast!). I have experience on both sides. I’ve built a product for an audience I knew nothing about before moving into a user segment I’m more familiar with.

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  • Feb 25 business

    How Has The Rebrand Performed 4 Months On?

    How Has The Rebrand Performed 4 Months On?

    Ashley Baxter

    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.

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  • Feb 18 business

    Company/Founder Fit

    Company/Founder Fit

    Ashley Baxter

    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.

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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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