Why Didn’t They Teach Me This in School?
99 Personal Money Management Principles to Live By
Cary Siegel’s “Why Didn’t They Teach Me This in School?” isn’t merely another personal finance book; it’s a passionate plea for foundational money management education that many people lack from their formal schooling. Drawing upon his experiences and insights, Siegel lays out 99 straightforward principles. These principles, while simple, are profound and transformative.

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The Genesis of the Book
Siegel’s motivation came from parental instinct. When his children approached adulthood, he developed these principles, hoping to equip them with financial wisdom. Recognising its universal applicability, he decided to share this wisdom with the world.
The Eight Lessons of Money Management
The 99 principles are organised into eight fundamental lessons. These lessons span a spectrum of topics, from budgeting to saving to earning.
- Basics of Money Management: We got to start somewhere!
- Live Below Your Means: It’s not about how much you earn but how much you save. Spending less than you earn is the cardinal rule of financial health.
- Understand Needs vs. Wants: Differentiate between essentials and luxuries. While it’s okay to indulge occasionally, habitual splurging leads to financial strain.
- Avoid Impulse Purchases: Make it a habit to wait (maybe a day or two) before making significant non-essential purchases. Often, the urge wanes, saving you money.
- The Power of Saving: Saving is key.
- Start Early: Due to the magic of compound interest, the earlier you save, the more wealth you accumulate. Even small amounts make a difference over time.
- Automate Savings: Use tools and systems to automatically route earnings to savings or investment accounts. This “out of sight, out of mind” approach reduces temptation.
- Emergency Funds are Essential: Always have a stash (typically 3-6 months of expenses) for unexpected situations, be it a medical emergency or job loss.
Loans and Debt: Necessary Evils
- Understand Good Debt vs. Bad Debt: Not all debts are created equal. Mortgages or student loans, which have potential long-term benefits, are preferable to high-interest credit card debts.
- Always Pay on Time: Late payments attract penalties and harm credit scores. Automate debt payments to avoid forgetfulness.
- Beware of the Minimum Payment Trap: Paying only the minimum amount on credit cards leads to ballooning interest rates. Aim to pay off your debts in full.
The Art of Earning
- Income Diversification: Don’t rely on one income source. Side hustles, investments, or freelance work can offer additional income streams.
- Continuous Learning and Upgrading Skills: In an ever-evolving job market, you continuously upgrade your skills. It ensures job security and leads to higher earnings.
- Networking is Key: Building genuine professional relationships opens doors to opportunities and guides you through challenges.
Investing: More than Just Stocks
- Start Simple: Before delving into the stock market, start with simple investments, such as a retirement fund or a low-cost index fund.
- Understand Risk Tolerance: All investments come with risks. Understand your risk appetite and invest accordingly. Diversification is a practical approach to balancing risk.
- Stay Updated, but Avoid Noise: Be informed, but don’t be swayed by every market rumour or prediction.
Insurance: Protecting Wealth
- Understand Its Purpose: Insurance isn’t an investment but a protection. Whether it’s health, life, or property insurance, it provides a safety net against unforeseen setbacks.
- Shop Around: Don’t settle for the first policy you find. Research, compare, and choose policies that offer the most comprehensive coverage for their price.
- Regularly Review Policies: As life circumstances change (like having a child or buying a home), review and adjust insurance coverage.
The Importance of Credit
- Credit isn’t Free Money: Understand that credit cards are loans. Every swipe is money borrowed, which needs repaying.
- Maintain a Healthy Credit Score: Maintaining a healthy credit score leads to various financial benefits, from lower interest rates to easier loan approvals. Timely repayments and low credit utilisation ratios boost scores.
- Annual Credit Report Checks: Regularly check credit reports for discrepancies or unauthorised activities. It’s a step towards identity protection.
Personal Money Beliefs and Behaviours
- Discuss Money Openly: Whether with family, friends, or partners, cultivate a conversation about money. It fosters understanding and prevents conflicts.
- Financial Integrity is Crucial: Honesty, especially in financial dealings, is non-negotiable. Whether it’s paying back loans or reporting taxes, integrity pays off in the long run.
- Charity and Generosity: If circumstances allow, give back. It could be monetary donations, time, or skills. The joy of giving often surpasses earning.
In Conclusion: The Lifelong Journey to Financial Wellness
Cary Siegel’s 99 principles are not quick fixes but foundational pillars for financial stability and prosperity. They underscore the importance of habits, mindsets, and continuous learning. By internalising and acting on these principles, financial wellness becomes less about chasing money and more about using it as a tool for a fulfilling, meaningful life.
“Why Didn’t They Teach Me This in School?” is a testament to the fact that while formal education may have gaps, lifelong learning can fill them. This book is not just for young adults starting their financial journeys but for anyone committed to mastering the art of money management.
Get “Why Didn’t They Teach Me This in School” by Cary Siegel FREE from Audible today!
Why Didn’t They Teach Me This in School?: 99 Personal Money Management Principles to Live By

Perry Stevens is the founder of BIGPriceDrops and a long-time digital marketer with a practical interest in helping UK shoppers find better value online. He focuses on clear, no-nonsense money-saving content, Amazon UK deal insights, and buyer guides that help readers spot genuine savings without falling for misleading discounts or impulse-buy traps.
When he is not working on BIGPriceDrops, Perry runs Blend Local Search Marketing and works on digital projects covering SEO, AI tools, and online business growth. His approach is simple: help people make smarter decisions before they spend their money.
















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