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Ashley Baxter
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Ashley Baxter
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  • Sep 29

    Half way there: reflecting on With Jack's rebuild

    Half way there: reflecting on With Jack's rebuild

    Ashley Baxter

    In March I began the mammoth task of transitioning ~1,400 customers over to my new platform. I've written about: * my plans to migrate existing customers to a new platform * what the first month taught me I now have 6 months under my belt. I'm half

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  • Apr 27

    What the first month has taught me about migrating ~ 1,400 customers to a new system

    What the first month has taught me about migrating ~ 1,400 customers to a new system

    Ashley Baxter

    March was one of the most intense months I’ve had in a long time. It threw everything at once: migrating customers onto my new quote-and-bind system, packing up my home of 15 years, our buyer withdrawing the day before signing missives, and going through my first on-

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  • Mar 23

    Migrating ~ 1,400 customers to a new system without chaos. Here’s my plan

    Migrating ~ 1,400 customers to a new system without chaos. Here’s my plan

    Ashley Baxter

    A few months ago I launched my automated quote and bind system. Something I've been building for 6+ years. Yes, 6 years is not a typo. One day I'll share what it takes to build software in a heavily regulated industry. For now I want to

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  • Mar 8

    It's just a giant calculator

    It's just a giant calculator

    Ashley Baxter

    A couple of months ago I soft-launched a piece of software I've been chipping away at for some time. Okay, that's an understatement. A couple of months ago I launched my automated quote and bind system that has been 6.4 years in the making.

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  • Jul 1

    June's mini experiment

    June's mini experiment

    Ashley Baxter

    I want to get back to growing With Jack after a year of distraction by running lots of mini experiments and being more intentional with measuring results. Hold up, aren't we missing a month? I mentioned May's focus would be on SEO. I outsourced a SEO

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  • May 7

    April's mini experiment

    Ashley Baxter

    I want to get back to growing With Jack after a year of distraction by running lots of mini experiments and being more intentional with measuring results. This month I focused on creating landing pages for specific industries (photographers, marketers etc) and improving existing ones. Prior to April's

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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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