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Ashley Baxter
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Ashley Baxter
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  • Dec 4 business

    How To Start Scrappy In A Regulated Industry

    Ashley Baxter

    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.

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  • Nov 27 business

    Post-Launch Problems Revisited

    Ashley Baxter

    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.

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  • Nov 8 business

    The Process And Reasons Behind With Jack's Rebrand

    The Process And Reasons Behind With Jack's Rebrand

    Ashley Baxter

    In 2016 I launched the first version of With Jack from a hotel room in Germany. I remember that moment well. My sister was with me and I quietly pushed it live before heading out to explore Berlin. I had no idea what lay ahead, but I was ready for the journey. This was a long time coming.

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  • Sep 7 personal

    Navigating A Funk As A Solo Founder

    Navigating A Funk As A Solo Founder

    Ashley Baxter

    One of the most challenging aspects of building With Jack is staying motivated as a solo founder. When I recognise I’m having one of those days I give myself permission to write it off.

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  • Aug 23 personal

    Why I Quit Wedding Photography

    Why I Quit Wedding Photography

    Ashley Baxter

    On Sunday 12th August I photographed my last wedding. Not of the season, but forever. There were a few factors that influenced my decision to stop photographing weddings. Some positive, some negative.

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  • Jun 11 business

    Positioning Your Product To A Tiny Audience

    Ashley Baxter

    There is no silver bullet in building a remarkable product and it might take you months or even years to find the right recipe, but if you start with a small audience and gather feedback on the way, your chance of coming up with a remarkable product or service will get much, much higher.

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Featured Posts
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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