Before you spend money on a business, spend some time with people who want something badly. Fiction has plenty of them: merchants chasing customers, friends building a company, ambitious outsiders trying to escape poverty. Their decisions make excellent reading. Their mistakes can feel uncomfortably familiar.

These ten books earn their place through compelling stories and questions worth asking before you launch. The business lessons below are our reading of the novels, rather than rules their authors set out to teach.

1. The Ladies’ Paradise by Émile Zola

For understanding what makes customers buy

A young woman, Denise Baudu, arrives in Paris and finds work in a department store run by Octave Mouret. His expanding retail empire dazzles shoppers and threatens the small shops around it. Behind the beautiful displays, employees compete for survival, and Denise struggles to keep her independence.

For someone opening a shop or an online store, this is an unusually revealing novel. Mouret understands that people buy an experience as well as an object: temptation, convenience, the feeling of getting a bargain. Zola also follows the people who pay for his commercial success.

Read it with your future customers in mind. Why would they choose you? A good product matters, but so do presentation, pricing and the pleasure of buying.

2. Tomorrow, and Tomorrow, and Tomorrow by Gabrielle Zevin

For choosing a business partner

Childhood friends Sam and Sadie reconnect as students and begin creating video games together. Their first major success opens doors, but it also brings disagreements over recognition, control and creative choices. Zevin makes the work itself exciting, then shows how complicated sharing that work can become.

This is a strong choice for anyone planning to start a business with a friend. Affection and complementary skills give a partnership a promising beginning. They leave plenty unresolved.

Who gets the final say? How will you divide credit? What happens when one person wants commercial success and the other wants creative freedom? The novel gives those questions emotional weight. Read it before assuming that knowing someone well means you will work well together.

3. The Financier by Theodore Dreiser

For examining ambition and dangerous dependencies

Frank Cowperwood wants wealth and power, and he has the intelligence to pursue both. Dreiser follows his rise and fall through deals, betrayals and relationships in which personal advantage often matters more than loyalty. Cowperwood is fascinating company, even when his choices become ugly.

An aspiring entrepreneur can read this as a study of how commercial talent and poor judgment coexist. Recognising opportunities tells you little about whether you should take them. Powerful connections can offer access while creating obligations you would rather avoid.

The useful question is uncomfortable: what makes your business secure, and what merely makes you feel secure? Read Dreiser before treating influence, confidence or somebody else’s assurances as substitutes for sound decisions.

4. Robinson Crusoe by Daniel Defoe

For making progress with limited resources

After a shipwreck, Crusoe must create a workable life on an island. He salvages equipment, builds shelter, grows food and learns through repeated attempts. The adventure becomes absorbing through practical detail: each useful object matters because making or replacing it takes effort.

That attention to resources makes the book rewarding for someone starting small. Crusoe inventories what he has and solves immediate problems before attempting more ambitious projects. Progress often looks slow. It still counts.

Read it when your plans exceed your budget. It encourages a practical question: what can you achieve with the tools, skills and time already available? Its colonial attitudes also deserve scrutiny, especially when Crusoe treats other people as instruments of his own purposes.

5. Buddenbrooks by Thomas Mann

For starting a business with family

Mann follows four generations of a prosperous German merchant family as its fortunes decline. Business obligations run through marriages, family expectations and personal identities. Preserving the family name becomes a burden that different members carry with very different levels of enthusiasm.

The novel rewards anyone considering a venture with relatives. A shared surname can conceal conflicting ambitions, and family loyalty can make honest conversations harder. Someone may accept a role out of duty while wanting an entirely different life.

Read it before handing out responsibilities according to kinship. Discuss competence, pay, authority and the right to leave. Mann makes the cost of avoiding those conversations painfully clear: a business can consume the relationships that helped create it.

6. The White Tiger by Aravind Adiga

For questioning the stories people tell about success

Balram Halwai tells the story of his journey from poverty to entrepreneurship in India. His voice is funny, angry and unsettling. Working as a driver gives him a close view of wealth and power, and his determination to escape servitude takes a disturbing turn.

For a new entrepreneur, the book challenges tidy explanations of who succeeds and why. Opportunity depends on access, social position and the behaviour of people already holding power. Balram notices things his employers barely register.

Read it to sharpen your attention to overlooked needs and unequal relationships. Then question his justifications. His account invites you to ask which boundaries you would keep when crossing them appeared to offer a quicker route to success.

7. The Great Gatsby by F. Scott Fitzgerald

For deciding what you actually want from money

Jay Gatsby has a mansion, extravagant parties and a carefully constructed public identity. Beneath that display sits a longing for Daisy Buchanan and a belief that wealth can help him recover the past. Nick Carraway gradually discovers the distance between Gatsby’s image and his life.

This short novel belongs on an entrepreneur’s reading list because motives influence decisions. Starting a company to gain freedom produces different priorities from starting one to impress people whose approval always seems just out of reach.

Read it before spending scarce money on the appearance of success. Ask what a satisfying business would provide: income, independence, meaningful work, time? Gatsby makes a persuasive case for defining enough before ambition starts defining it for you.

8. Money by Émile Zola

For keeping fundraising excitement in perspective

Aristide Saccard sets out to rebuild his fortune through a bank and ambitious investment schemes. Finance, politics and the press become entangled as speculation gathers momentum. Zola follows the excitement of rising expectations and the damage that financial manipulation can cause.

Where The Ladies’ Paradise examines the customer, Money examines the investor. It is useful reading for founders who dream of raising capital or expanding rapidly. A convincing story can attract money long before a venture proves its worth.

Read it with a distinction in mind: attracting investment and building a viable business require different evidence. What supports the promises you make? Who carries the loss if your assumptions fail? Those questions deserve attention before enthusiasm fills the room.

9. Moby-Dick by Herman Melville

For recognising when determination becomes obsession

Ishmael joins a whaling voyage under Captain Ahab, whose pursuit of the white whale turns a commercial expedition into a personal vendetta. The ship carries a crew with work to do, yet the captain’s fixation increasingly governs everyone’s fate.

Entrepreneurs often hear that they should persist through doubt. Melville gives that advice a difficult test. A leader can demand extraordinary effort for a goal that serves his own wounded pride.

Read it when a project becomes impossible to question. Would you still pursue it if you had invested nothing so far? Can your team disagree with you? Ahab makes those questions urgent. This is the longest, most demanding read here, but its portrait of destructive leadership earns the effort.

10. The Old Man and the Sea by Ernest Hemingway

For facing a setback without letting it define you

Santiago, an ageing Cuban fisherman, goes far out to sea after eighty-four days without a catch. He hooks an enormous marlin and enters a struggle that tests his skill and endurance. Hemingway keeps the story spare, making the physical work and emotional stakes feel immediate.

For someone launching a business, the novella offers a thoughtful companion to disappointment. Skill and effort matter enormously, yet neither gives you complete control over the result. A bad outcome deserves examination without becoming a verdict on your worth.

Read it after a rejection, a failed launch or a month of disappointing sales. Santiago’s experience leaves room for pride in good work alongside an honest reckoning with loss.

Choose the book closest to the decision you face. Zola is a good starting point for selling to customers; Zevin for building with a partner. When the business begins to feel inseparable from your identity, Gatsby or Ahab may have more to tell you.