A transparent account of bootstrapping an insurance business as a solo founder.
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With Jack I am Ashley Paul Graham's essay, do things that don't scalePar Ashley Baxter
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"This is so much bigger than me"
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With Jack I am AshleyPar Ashley Baxter
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The road to automating my business
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With Jack I am AshleyPar Ashley Baxter
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Product-market fit struggles
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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 breakdownPar Ashley Baxter
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This is not a year in review
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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 TwitterPar Ashley Baxter
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Mid year review blog post Reflecting on a disappointing product launch SuperHi Scott, the freelancer I work with Follow me on TwitterPar Ashley Baxter
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Why can't I celebrate tiny wins?
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With Jack Why can't I celebrate tiny wins blog postPar Ashley Baxter
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Mistakes I made when choosing a market
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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 fishingPar Ashley Baxter
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Reflecting on a disappointing product launch
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Reflecting on a disappointing product launch blog post Rome selfie while I'm on the phone to customers My new product A post-mortem on shutting down a product we just launchedPar Ashley Baxter
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The challenges of building an insurance business
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The challenges of building an insurance business blog post Kinsu The Digital Insurer With Jack World's only public benefit insurance company, Lemonade My photography businessPar Ashley Baxter
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Lessons learned from inheriting the family business
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Before UpFront The family business With JackPar Ashley Baxter
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Should you build a product for a user segment you're not a part of?
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Should you build a product for a user segment you're not a part of blog post The family business With Jack's new product, legal expenses @iamashley on TwitterPar Ashley Baxter
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How has the rebrand performed 4 months on? blog post With Jack The processes and reasons behind With Jack's rebrand My newsletter!Par Ashley Baxter
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Company/founder fit blog post With Jack You want more than product/market fit Will it fly? My freelance photography blog Patreon, venture capital and the loss of the win-winPar Ashley Baxter
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In the trench tips for figuring out what problem you solve
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In the trench tips for figuring out what problem you solve blog post With Jack The Ultimate List of Customer Development Questions Ignite From Scratch My TwitterPar Ashley Baxter
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2018: Year in review blog post With Jack With Jack's YouTube channel With Jack is now authorised by the FCA blog post My trip to Lanzarote My trip to Amsterdam My trip to California My trip to DubrovnikPar Ashley Baxter
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How to start scrappy in a regulated industry
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How to start scrappy in a regulated industry blog post With JackPar Ashley Baxter
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Post-launch problems revisited
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Post-launch problems revisited blog post Navigating a funk as a solo founder blog post With JackPar Ashley Baxter
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The process and reasons behind With Jack's rebrand
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The Process and Reasons Behind With Jack's Redesign blog post With Jack Sabine's case study Vic Bell's Dribbble Scott's websitePar Ashley Baxter
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Navigating a funk as a solo founder With Jack Epicurrence Tweet about momentum Tweet about being in a funkPar Ashley Baxter
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Why I quit wedding photography With Jack My photographyPar Ashley Baxter
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Positioning your product to a tiny audience
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Positioning your product to a tiny audience blog post How Seth Godin Would Launch A New Business With Jack Justin Jackson's article on founder / market fit SaaS pricing advice (Build Your SaaS podcast)Par Ashley Baxter
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Bootstrapping Niice to 100,000 users
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Niice Chris on TwitterPar Ashley Baxter
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Start talking about your idea
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Start talking about your idea With Jack Idea to Execution and Beyond Masters of Scale—How to price your product to scalePar Ashley Baxter
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My journey to 250 customers
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Notist My journey to 250 customersPar Ashley Baxter
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The 'why' behind building With Jack
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The 'Why' Behind Building With Jack blog post My YouTube channel Everybody's Winging It by Baremetrics Toad's CaravanPar Ashley Baxter
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How I improved With Jack's sign-up rate by 14%
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All Day Hey! Improving With Jack's Sign-Up Rate By 14% Naomi Atkinson Design Scott RileyPar Ashley Baxter
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Links Minimum Viable Process With Jack What To Do If You Didn't Get Into Y Combinator Family holiday to Lanzarote Vic Bell From Scratch Minimum Viable Product Process IteratePar Ashley Baxter
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