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Bootstrapped Digest with Ashley Baxter

A transparent account of bootstrapping an insurance business as a solo founder.

iamashley.co.ukSource feed ↗10 episodes

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

The road to automating my business Vicky Gu

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It's just a giant calculator

My new system - tell your freelance friends? The startups for the rest of us episode I was on

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Do things that don't scale

With Jack I am Ashley Paul Graham's essay, do things that don't scale

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"This is so much bigger than me"

With Jack I am Ashley

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The road to automating my business

With Jack I am Ashley

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Product-market fit struggles

Product-market fit struggles blog post With Jack Lenny's newsletter How to know if you've got product-market fit Reflecting on a disappointing product launch Lemonade's IPO breakdown

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This is not a year in review

This is not a year in review blog post 'Why do I need insurance?' guide The Jobs To Be Done Playbook My film photography My Twitter

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My mid-Year review

Mid year review blog post Reflecting on a disappointing product launch SuperHi Scott, the freelancer I work with Follow me on Twitter

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Why can't I celebrate tiny wins?

With Jack Why can't I celebrate tiny wins blog post

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Mistakes I made when choosing a market

Thoughts on choosing a market blog post With Jack Should you build a product for a user segment you're not a part of? Five ways to build a $100 million business Justin's Twitter thread about fishing

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