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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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  • Feb 12 business

    In The Trench Tips For Figuring Out What Problem You Solve

    In The Trench Tips For Figuring Out What Problem You Solve

    Ashley Baxter

    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”.

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  • Dec 17 personal

    2018: Year In Review

    2018: Year In Review

    Ashley Baxter

    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.

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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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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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