A transparent account of bootstrapping an insurance business as a solo founder.
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Do things that don't scale
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With Jack I am Ashley Paul Graham's essay, do things that don't scaleVon Ashley Baxter
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"This is so much bigger than me"
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With Jack I am AshleyVon Ashley Baxter
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The road to automating my business
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With Jack I am AshleyVon 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 breakdownVon 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 TwitterVon 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 TwitterVon 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 postVon 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 fishingVon 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 launchedVon 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 businessVon Ashley Baxter
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Lessons learned from inheriting the family business
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Before UpFront The family business With JackVon 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 TwitterVon 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!Von 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-winVon 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 TwitterVon 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 DubrovnikVon 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 JackVon 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 JackVon 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 websiteVon Ashley Baxter
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Navigating a funk as a solo founder With Jack Epicurrence Tweet about momentum Tweet about being in a funkVon Ashley Baxter
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Why I quit wedding photography With Jack My photographyVon 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)Von Ashley Baxter
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Bootstrapping Niice to 100,000 users
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Niice Chris on TwitterVon 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 scaleVon Ashley Baxter
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My journey to 250 customers
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Notist My journey to 250 customersVon 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 CaravanVon 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 RileyVon 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 IterateVon Ashley Baxter
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