Start with Small Steps

268 - When Budgeting Isn’t Enough: How to Earn More Without Working Yourself to Death


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What if the problem isn’t your budget—but your income? When cutting expenses isn’t enough, it’s time to rethink how money actually works. This episode breaks down practical, realistic ways to earn more without burning out.

Episode Title

When Budgeting Isn’t Enough: How to Earn More Without Working Yourself to Death

Episode Summary

This episode wraps up a multi-part series on money by shifting the focus from cutting expenses to increasing income. After learning how to budget, categorize spending, and manage money responsibly, the conversation turns to a hard truth: sometimes the math simply doesn’t work without earning more. Drawing from personal experience and insights inspired by Tiffany Aliche and How to Get Good with Money, the episode explores why income is tied to value, replaceability, and visibility—not effort alone. It reframes earning more money as a strategic, skill-based process rather than a moral judgment or measure of self-worth.

Top Topics Covered

Why Working Harder Isn’t the Answer

The episode explains why long hours and exhaustion don’t automatically translate into higher pay. Income is connected to market value, how specialized a role is, and how easily someone can be replaced. Understanding this removes shame and helps people think more clearly about their options.

Asking for a Raise—With Evidence

Rather than emotional appeals, raises should be approached with data. A “brag folder” becomes a powerful tool for tracking accomplishments, customer impact, time saved, and problems solved. This evidence makes performance visible and reduces anxiety during reviews and salary conversations.

Becoming Harder to Replace

Learning one critical skill deeply can change an entire career trajectory. Specialization, not job titles or degrees, often creates leverage. The episode highlights how focusing on overlooked problems or difficult tasks can dramatically increase stability and income.

Recognizing Hidden Skills

Skills aren’t just technical. Teaching, organizing, calming upset people, troubleshooting, and managing projects all carry real value. Personal life experiences—like leading volunteers or handling conflict—count and can be translated into paid work.

Side Hustles That Don’t Drain Your Life

Side income doesn’t have to mean building an empire. The episode explores low-setup, low-stress options that align with existing strengths, from short-term projects to platform-based work that fits into real life.

Key Takeaways

Making more money isn’t mysterious—it’s strategic. Income grows when skills, needs, and visibility align. The most powerful step is taking responsibility for understanding personal value and learning how to place it wisely. Whether through negotiating pay, building expertise, changing roles, or adding a small side income, progress comes from intentional, realistic action. When expenses can’t shrink further, increasing income becomes the other half of the equation—and it’s one that can be approached one small step at a time.

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Start with Small StepsBy Jill from The Northwoods

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