Content
This is a book about bootstrapping—about building a business without taking a penny from investors. It is both a story and a playbook. It is a story about starting, building and bootstrapping a start-up from my spare bedroom into a global leader with a $50M capitalisation in a decade.
Bootstrap Confidential is also a playbook. It is a series of stories about every step a bootstrapper should take to build and grow their business from scratch. It is about lessons learned, mistakes made, and all the interrelated components that must work in harmony for a bootstrapping start-up to succeed. Bootstrapping a business is fundamentally different from building a venture-led start-up, where investor advice is frequently at odds with what you need to do as a bootstrapper.
It is a book about how to create the right blame-free, fun and risk-taking culture and turbocharge super-fast growth. It is about how to start fights with those much bigger and better organised, with way more firepower than you, why you should absolutely revel in the fight and most importantly, how to win.
It is about how bootstrapping is the most satisfying way to build a business and how to have fun as you do it.
The Book -The Playbook of How to Bootstrap
Bootstrap Confidential- Building from Bedroom to Boardroom without Investors

Reviews
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Rupert Lee-Browne founder and Exec Chairman The Caxton's Group
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This really is the one book you need if you are starting or running a bootstrap business. Charles Green brings his real-world experiences of building businesses without external funding to help you start and run your lean enterprise. Full of practical ideas and real-life examples of successes and failures, this is THE playbook to read.
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Sophie Bruce founder and CEO MOLO APP
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As a founder, I’m always looking for thinking that moves beyond theory and into practical application. There’s no fluff here. This book cuts through comfortable narratives and asks sharper questions about performance, ownership and the realities of growth. It brings clarity to complex ideas and provides frameworks that provoke real reflection. If you’re serious about improving how you think and operate, this is the book for you.
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Samantha Dybac Founder & CEO The PR Hub and Host Influence Unlocked Podcast
Bootstrap Confidential is a refreshingly practical playbook for founders who are building without a safety net. Charles Green’s insights on culture, decision-making and gender-balanced leadership are grounded in real experience and they offer a clear blueprint for scaling fast without losing your edge.”
Luke Janssen CEO and founder of Tigerspike
“This is a must read for anyone bootstrapping a company. There were so many ‘aha’ moments that Charles Green writes about that I also experienced. I would highly recommend this for all founders as well as anyone thinking of starting a company”
Brett King, bestselling author of Augmented and the Rise of Technosocialism
In Bootstrap Confidential, Charles Green takes the reader on an analogy filled journey through the challenges and strategies for surviving and thriving as an entrepreneur. Some books are borne from trauma, some from the journey, in Charles’ case it’s clear these words come from experience.
Welcome to Bootstrap Confidential
Bootstrap Confidential is designed to provide you with all the tools you need to bootstrap your business.
Bootstrap Confidential is built by bootstrappers for bootstrappers.
It is an information and knowledge based member network that pulls together a wide variety of resources all based on the stories and lessons learned by experienced bootstrappers.
Previously there was no playbook for bootstrapping your business. Investor led advice is dangerously misleading for bootstrappers. By tapping into the real experience-based insights and the views of successful bootstrappers who have built and exited their own businesses, we provide you with practical actionable advice you can use to build your own bootstrapping playbook.
LATEST PODCAST
Episode 17- Turning 30, Piers Bearne decided it was now or never to launch a startup. However as one startup success led to another and he learnt more and more about founding and scaling businesses he spotted yet another opportunity. Listen as Charles Green talks with him about all he has learnt in the last 30 years on the joys and challenges of founding and most importantly scaling
Latest training video
Objection handling
THE BLOG
Bootstrap Confidential consists of:
Fortnightly podcast
Each fortnight seasoned podcast hosts Charles Green and Chloe James chat to successful bootstrappers about how they did it and what they learned – register for free to get episodes!
Fortnightly blog
Based on the podcasts, the Golden Bootlaces and questions asked by our community members each fortnight we delve into a key playbook topic on how to bootstrap
Bootstrap Training Videos
The Book
Out Now- Bootstrap Confidential - A step by step playbook and series of stories on how to bootstrap a business from an idea to a successful exit. get Get now on: Bootstrap Confidential: Building from Bedroom to Boardroom Without Investors eBook : Green, Charles: Amazon.co.uk: Books
Every week get a short training video - download a 3-5 minute video talking through one of each of the the playbook steps
Bootcamps
Ask a Bootstrapper- Q&A and free advice
How to Bootcamps- running in London, Singapore and Sydney, these are one-day masterclasses in all the core elements of bootstrapping a business
Free Bootstrap Partner advice and Q&A- a monthly free advice and Q&A discussion for any bootstrapping question with our panel of expert partners and community members. All our partners are serial entrepreneurs and successful bootstrappers
25 Golden Bootlace rules
Historic blog
Bootstrap Partners 1-2-1 sessions
The 25 key rules essential to any bootstrapping playbook
Historic blog from the frontline – a ready to go resource of 47 blogs covering all aspects of bootstrapping based on Charles Green's lessons after a successful exit in 2017
Get more in depth advice in 1-2-1 sessions with our panel of successful bootstrappers who have been there and done it and tap into their experience for free
Sales Confidential
One and two day in-depth sales training sessions covering the 12 steps of sales every bootstrapper needs to know
Hire a Bootstrapper
Hire a bootstrapper – don’t want to join the network or ask the community? Have an urgent problem or need some very specific advice. You can hire one of our bootstrap partners to have a 121 to help you solve it
Join our member network for free and start building your playbook!
Welcome to Bootstrap Confidential
Bootstrap Confidential is designed to provide you with all the tools you need to bootstrap your business.
Bootstrap Confidential is built by bootstrappers for bootstrappers.
It is an information and knowledge based member network that pulls together a wide variety of resources all based on the stories and lessons learned by experienced bootstrappers.
Previously there was no playbook for bootstrapping your business. Investor led advice is dangerously misleading for bootstrappers. By tapping into the real experience-based insights and the views of successful bootstrappers who have built and exited their own businesses, we provide you with practical actionable advice you can use to build your own bootstrapping playbook.
LATEST PODCAST
Episode 17- Turning 30, Piers Bearne decided it was now or never to launch a startup. However as one startup success led to another and he learnt more and more about founding and scaling businesses he spotted yet another opportunity. Listen as Charles Green talks with him about all he has learnt in the last 30 years on the joys and challenges of founding and most importantly scaling
The Book
The Playbook of how to Bootstrap
THE BLOG
Bootstrap Confidential consists of:
Fortnightly podcast
Each fortnight seasoned podcast hosts Charles Green and Chloe James chat to successful bootstrappers about how they did it and what they learned – register for free to get episodes!
Fortnightly blog
Based on the podcasts, the Golden Bootlaces and questions asked by our community members each fortnight we delve into a key playbook topic on how to bootstrap
Bootstrap Training Videos
The Book
Out Now- Bootstrap Confidential - A step by step playbook and series of stories on how to bootstrap a business from an idea to a successful exit
Every week get a short training video - download a 3-5 minute video talking through one of each of the the playbook steps
Bootcamps
Ask a Bootstrapper- Q&A and free advice
How to Bootcamps- running in London, Singapore and Sydney, these are one-day masterclasses in all the core elements of bootstrapping a business
Free Bootstrap Partner advice and Q&A- a monthly free advice and Q&A discussion for any bootstrapping question with our panel of expert partners and community members. All our partners are serial entrepreneurs and successful bootstrappers
25 Golden Bootlace rules
Historic blog
Bootstrap Partners 1-2-1 sessions
The 25 key rules essential to any bootstrapping playbook
Historic blog from the frontline – a ready to go resource of 47 blogs covering all aspects of bootstrapping based on Charles Green's lessons after a successful exit in 2017
Get more in depth advice in 1-2-1 sessions with our panel of successful bootstrappers who have been there and done it and tap into their experience for free
Sales Confidential
One and two day in-depth sales training sessions covering the 12 steps of sales every bootstrapper needs to know
Hire a Bootstrapper
Hire a bootstrapper – don’t want to join the network or ask the community? Have an urgent problem or need some very specific advice. You can hire one of our bootstrap partners to have a 121 to help you solve it
Join our member network for free and start building your playbook!
Welcome to Bootstrap Confidential
Bootstrap Confidential is designed to provide you with all the tools you need to bootstrap your business.
Bootstrap Confidential is built by bootstrappers for bootstrappers.
It is an information and knowledge based member network that pulls together a wide variety of resources all based on the stories and lessons learned by experienced bootstrappers.
Previously there was no playbook for bootstrapping your business. Investor led advice is dangerously misleading for bootstrappers. By tapping into the real experience-based insights and the views of successful bootstrappers who have built and exited their own businesses, we provide you with practical actionable advice you can use to build your own bootstrapping playbook.
LATEST PODCAST
Episode 17- Turning 30, Piers Bearne decided it was now or never to launch a startup. However as one startup success led to another and he learnt more and more about founding and scaling businesses he spotted yet another opportunity. Listen as Charles Green talks with him about all he has learnt in the last 30 years on the joys and challenges of founding and most importantly scaling
The Book
The Playbook of how to Bootstrap
THE BLOG
Bootstrap Confidential consists of:
Fortnightly podcast
Each fortnight seasoned podcast hosts Charles Green and Chloe James chat to successful bootstrappers about how they did it and what they learned – register for free to get episodes!
Fortnightly blog
Based on the podcasts, the Golden Bootlaces and questions asked by our community members each fortnight we delve into a key playbook topic on how to bootstrap
Bootstrap Training Videos
The Book
Out Now- Bootstrap Confidential - A step by step playbook and series of stories on how to bootstrap a business from an idea to a successful exit
Every week get a short training video - download a 3-5 minute video talking through one of each of the the playbook steps
Bootcamps
Ask a Bootstrapper- Q&A and free advice
How to Bootcamps- running in London, Singapore and Sydney, these are one-day masterclasses in all the core elements of bootstrapping a business
Free Bootstrap Partner advice and Q&A- a monthly free advice and Q&A discussion for any bootstrapping question with our panel of expert partners and community members. All our partners are serial entrepreneurs and successful bootstrappers
25 Golden Bootlace rules
Historic blog
Bootstrap Partners 1-2-1 sessions
The 25 key rules essential to any bootstrapping playbook
Historic blog from the frontline – a ready to go resource of 47 blogs covering all aspects of bootstrapping based on Charles Green's lessons after a successful exit in 2017
Get more in depth advice in 1-2-1 sessions with our panel of successful bootstrappers who have been there and done it and tap into their experience for free
Sales Confidential
One and two day in-depth sales training sessions covering the 12 steps of sales every bootstrapper needs to know
Hire a Bootstrapper
Hire a bootstrapper – don’t want to join the network or ask the community? Have an urgent problem or need some very specific advice. You can hire one of our bootstrap partners to have a 121 to help you solve it
Join our member network for free and start building your playbook!
Welcome to Bootstrap Confidential
Bootstrap Confidential is designed to provide you with all the tools you need to bootstrap your business.
Bootstrap Confidential is built by bootstrappers for bootstrappers.
It is an information and knowledge based member network that pulls together a wide variety of resources all based on the stories and lessons learned by experienced bootstrappers.
Previously there was no playbook for bootstrapping your business. Investor led advice is dangerously misleading for bootstrappers. By tapping into the real experience-based insights and the views of successful bootstrappers who have built and exited their own businesses, we provide you with practical actionable advice you can use to build your own bootstrapping playbook.
LATEST PODCAST
Episode 17- Turning 30, Piers Bearne decided it was now or never to launch a startup. However as one startup success led to another and he learnt more and more about founding and scaling businesses he spotted yet another opportunity. Listen as Charles Green talks with him about all he has learnt in the last 30 years on the joys and challenges of founding and most importantly scaling
The Book
The Playbook of how to Bootstrap
THE BLOG
Bootstrap Confidential consists of:
Fortnightly podcast
Each fortnight seasoned podcast hosts Charles Green and Chloe James chat to successful bootstrappers about how they did it and what they learned – register for free to get episodes!
Fortnightly blog
Based on the podcasts, the Golden Bootlaces and questions asked by our community members each fortnight we delve into a key playbook topic on how to bootstrap
Bootstrap Training Videos
The Book
Out Now- Bootstrap Confidential - A step by step playbook and series of stories on how to bootstrap a business from an idea to a successful exit
Every week get a short training video - download a 3-5 minute video talking through one of each of the the playbook steps
Bootcamps
Ask a Bootstrapper- Q&A and free advice
How to Bootcamps- running in London, Singapore and Sydney, these are one-day masterclasses in all the core elements of bootstrapping a business
Free Bootstrap Partner advice and Q&A- a monthly free advice and Q&A discussion for any bootstrapping question with our panel of expert partners and community members. All our partners are serial entrepreneurs and successful bootstrappers
25 Golden Bootlace rules
Historic blog
Bootstrap Partners 1-2-1 sessions
The 25 key rules essential to any bootstrapping playbook
Historic blog from the frontline – a ready to go resource of 47 blogs covering all aspects of bootstrapping based on Charles Green's lessons after a successful exit in 2017
Get more in depth advice in 1-2-1 sessions with our panel of successful bootstrappers who have been there and done it and tap into their experience for free
Sales Confidential
One and two day in-depth sales training sessions covering the 12 steps of sales every bootstrapper needs to know
Hire a Bootstrapper
Hire a bootstrapper – don’t want to join the network or ask the community? Have an urgent problem or need some very specific advice. You can hire one of our bootstrap partners to have a 121 to help you solve it






