Bootstrapped Digest with Ashley Baxter-logo

Bootstrapped Digest with Ashley Baxter

Business & Economics Podcasts

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

Location:

United Kingdom

Description:

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

Language:

English


Episodes
Ask host to enable sharing for playback control

Do things that don't scale

8/15/2022
With JackI am AshleyPaul Graham's essay, do things that don't scale

Duration:00:12:24

Ask host to enable sharing for playback control

"This is so much bigger than me"

7/18/2022
With JackI am Ashley

Duration:00:12:41

Ask host to enable sharing for playback control

The road to automating my business

7/4/2022
With JackI am Ashley

Duration:00:14:56

Ask host to enable sharing for playback control

Product-market fit struggles

2/15/2021
Product-market fit struggles blog postWith JackLenny's newsletterHow to know if you've got product-market fitReflecting on a disappointing product launchLemonade's IPO breakdown

Duration:00:15:58

Ask host to enable sharing for playback control

This is not a year in review

1/26/2021
This is not a year in review blog post'Why do I need insurance?' guideThe Jobs To Be Done PlaybookMy film photographyMy Twitter

Duration:00:21:31

Ask host to enable sharing for playback control

My mid-Year review

7/26/2019
Mid year review blog postReflecting on a disappointing product launchSuperHiScott, the freelancer I work with Follow me on Twitter

Duration:00:14:51

Ask host to enable sharing for playback control

Why can't I celebrate tiny wins?

6/28/2019
With JackWhy can't I celebrate tiny wins blog post

Duration:00:12:40

Ask host to enable sharing for playback control

Mistakes I made when choosing a market

6/19/2019
Thoughts on choosing a market blog postWith JackShould you build a product for a user segment you're not a part of?Five ways to build a $100 million businessJustin's Twitter thread about fishing

Duration:00:17:51

Ask host to enable sharing for playback control

Reflecting on a disappointing product launch

4/11/2019
Reflecting on a disappointing product launch blog postRome selfie while I'm on the phone to customersMy new productA post-mortem on shutting down a product we just launched

Duration:00:15:21

Ask host to enable sharing for playback control

The challenges of building an insurance business

3/27/2019
The challenges of building an insurance business blog postKinsuThe Digital InsurerWith JackWorld's only public benefit insurance company, LemonadeMy photography business

Duration:00:12:37

Ask host to enable sharing for playback control

Lessons learned from inheriting the family business

3/14/2019
Before UpFrontThe family businessWith Jack

Duration:00:12:42

Ask host to enable sharing for playback control

Should you build a product for a user segment you're not a part of?

3/6/2019
Should you build a product for a user segment you're not a part of blog postThe family businessWith Jack's new product, legal expenses@iamashley on Twitter

Duration:00:12:51

Ask host to enable sharing for playback control

How has the rebrand performed 4 months on?

2/25/2019
How has the rebrand performed 4 months on? blog postWith JackThe processes and reasons behind With Jack's rebrandMy newsletter!

Duration:00:09:36

Ask host to enable sharing for playback control

Company/founder fit

2/18/2019
Company/founder fit blog postWith JackYou want more than product/market fitWill it fly?My freelance photography blogPatreon, venture capital and the loss of the win-win

Duration:00:09:52

Ask host to enable sharing for playback control

In the trench tips for figuring out what problem you solve

2/12/2019
In the trench tips for figuring out what problem you solve blog postWith JackThe Ultimate List of Customer Development QuestionsIgniteFrom ScratchMy Twitter

Duration:00:15:36

Ask host to enable sharing for playback control

2018: Year in review

12/17/2018
2018: Year in review blog postWith JackWith Jack's YouTube channelWith Jack is now authorised by the FCA blog postMy trip to LanzaroteMy trip to AmsterdamMy trip to CaliforniaMy trip to Dubrovnik

Duration:00:18:49

Ask host to enable sharing for playback control

How to start scrappy in a regulated industry

12/4/2018
How to start scrappy in a regulated industry blog postWith Jack

Duration:00:14:44

Ask host to enable sharing for playback control

Post-launch problems revisited

11/29/2018
Post-launch problems revisited blog postNavigating a funk as a solo founder blog postWith Jack

Duration:00:12:15

Ask host to enable sharing for playback control

The process and reasons behind With Jack's rebrand

11/8/2018
The Process and Reasons Behind With Jack's Redesign blog postWith JackSabine's case studyVic Bell's DribbbleScott's website

Duration:00:17:15

Ask host to enable sharing for playback control

Navigating a funk as a solo founder

9/7/2018
Navigating a funk as a solo founderWith JackEpicurrenceTweet about momentumTweet about being in a funk

Duration:00:09:46