When a Good Business Feels Impossible

Why Capable Solopreneurs Struggle — and How to Fix What’s Actually Broken

Book cover of “When a Good Business Feels Impossible” by Jude Barak, showing a professional man in a suit interacting with digital business and data graphics, representing strategic thinking and solopreneurship.

A practical guide for solopreneurs who are good at what they do — but tired of running the business on instinct

 

If you’re a solopreneur, chances are this sounds familiar:

You’re experienced.
Clients value your work.
You deliver real results.

And yet, the business itself feels fragile.

Some months are good. Some are stressful.
You’re busy — but not always confident you’re busy with the right things.
Decisions feel heavy, and you’re making all of them alone.

When something feels off, most solopreneurs assume the problem is them.

It usually isn’t.

The core idea of this book

 

Every solopreneur is running a startup.

 

The difference is simple — you are the only investor.

That single fact explains most of the struggle.

Like any startup, your business requires:

upfront investment (time, money, energy)

decisions made under uncertainty

prioritization without perfect information

patience before results show up

In a startup, founders make these decisions together with investors.

As a solopreneur, you carry both roles:

founder

investor

But most solopreneurs were never taught how to think like investors.

They make decisions as service providers trying to survive the next month –
instead of as investors building a business they are funding themselves.

This book helps you change that.

What this book actually helps you do

 

This is not a motivational book.
And it’s not about scaling into a company you don’t want.

It’s about understanding what kind of business you are really running – and making better decisions because of that.

 

By the end of the book, you will be able to:

Understand why your business feels harder than expected

Stop blaming yourself for structural business problems

Treat your time, energy, and money as investments

Make clearer decisions under uncertainty

Create basic structure without overcomplicating things

Reduce financial stress by focusing on the right numbers

Build stability without sacrificing independence

 

This book is about clarity, control, and sustainability — not hustle.

What changes when you think like the investor

 

Once you start treating your business like a startup you are investing in, several things shift:

You stop reacting to short-term pressure

You evaluate work based on return — not just income

You become more deliberate about pricing and scope

You invest intentionally in tools, systems, and focus

You make clearer decisions about what not to do

You don’t need venture capital.
You need investor-level thinking applied to a solo business.

That is the mindset this book builds.

 

Who this book is for

 

This book is written for:

Experienced solopreneurs (not beginners)

Independent consultants, advisors, and service professionals

People who chose to work solo — but didn’t expect it to feel this uncertain

Solopreneurs who don’t want to “scale into a company,” but do want a business that feels solid and under control

If you’re looking for shortcuts, hype, or hustle culture — this is not that book.

If you want to understand why things feel difficult and what to do about it — it is.

 

What’s inside the book

The book walks through the real challenges solopreneurs face, including:

Why capable solopreneurs struggle more than expected

The hidden cost of running a business without structure

The difference between being busy and building value

Decision-making when you don’t have a team or board

How uncertainty affects pricing, workload, and confidence

The minimum financial clarity you actually need

Using tools and AI as leverage — not distraction

Building resilience into a one-person business

Each chapter is designed to help you think more clearly, so decisions feel lighter — and more deliberate.

 

About the numbers (don’t worry)

 

You do need numbers.
You do not need complex spreadsheets.

The book explains:

which numbers matter in a solo business

how to use them to support decisions

and how to avoid financial blindness without becoming overwhelmed

 

Simple, practical, and realistic.

How this book is different

 

Many books talk about solopreneurship as freedom and flexibility.

This book talks honestly about:

uncertainty

responsibility

decision fatigue

and the emotional weight of running everything alone

Not to discourage you –
but to normalize the experience and make it manageable.

 

The tone is the same one I use with clients:
direct, grounded, and respectful of your intelligence.

 

About the author

 

Jude Barak is a business consultant and presentation expert with decades of experience working with founders, executives, and independent professionals.

She specializes in helping capable people make sense of complex business situations — and turn confusion into clarity.

Her work focuses on thinking, structure, and decision-making – not slogans or surface-level fixes.

 

She is also the author of The Startup Playbook.

Jude Barak, author - Business Consultant and Investor Presentation Specialist

A quick FAQ

 

Is this book only for struggling businesses?

No. Many readers discover their business is actually fine – but poorly structured. That insight alone is often a relief.

 

Is this about scaling or hiring?
No. It’s about building a sustainable solo business, whether you stay solo or not.

 

Is it practical or theoretical?
Practical first. Reflective where needed. Every chapter is meant to help you make better decisions.

Ready to stop running your business on instinct?

 

If you want more clarity, steadier decisions, and a solo business that feels solid rather than fragile 

 

The Solopreneur’s Book is a good place to start.

 

👉 Get the book on Amazon

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