“Yooo…Dear Entrepreneur: “

Don’t Guess Through Tax Season

More than 35 million taxpayers filed as self-employed in 2022—and the truth is,

most of them left money on the table.

Whether you’re a:

• Rideshare driver

• Graphic designer

• Hair stylist

• Coach

• Consultant

• Or multi-hustle entrepreneur

This one’s for you.

Let’s be honest…

Tax season hits, and too many self-employed folks go into survival mode.

• Guessing what counts as a write-off

• Hoping they filed correctly

• Praying they don’t owe more than they made

But here’s the reality:

If you’re self-employed, the IRS gives you the opportunity to keep more of what you earn—if you know how to play the game.

And if you don’t? You’ll pay more than you have to… year after year.

Treat Your Hustle Like a Business

Here’s the shift:

Stop treating your self-employment like a side hustle.

Start treating it like a real business—because it is.

When you do that, you can:

• Maximize deductions

• Lower your tax liability

• Set yourself up for long-term financial security

But you have to do it right. That means:

• Keeping good records

• Knowing what’s deductible

• Working with a qualified tax professional who understands your lane

Where, Why, What: Tax Edition

Where Are You Now?

• Are you filing your taxes based on memory or bank statements?

• Are you nervous every time a 1099 shows up?

• Are you leaving money on the table because you don’t know what you don’t know?

Why Does This Matter?

• Because guessing costs you money—period.

• Because tax season shouldn’t feel like a setup—it should be part of your strategy.

• Because if you want to grow your business, you’ve got to know how to protect your income.

What Can You Do Today?

• Start tracking your expenses—don’t wait until year-end.

• Talk to a tax pro who understands self-employed deductions.

• Structure your business properly (LLC, S Corp, etc.) based on your goals.

• Learn the basics of quarterly taxes and tax planning.

Financial Clarity Is Foundational

• Safety & Security: Keeping more of what you earn gives you peace of mind and financial protection.

• Esteem: Owning your finances builds confidence and self-trust.

• Self-Actualization: When money isn’t a stressor, you can focus on the vision instead of the expenses.

Get Out of Guess Mode

Here’s your challenge:

1. Stop winging it.

2. Start working with a pro.

3. Start treating your hustle like a business.

Because 35 million people filed as self-employed last year…

But not all 35 million kept what they should have.

You’ve got the opportunity.

Now get the strategy.

Key Takeaway

“Don’t guess your way through tax season. Treat your hustle like a business—and keep more of what you earn.”


“Two Books, One Mission: Your Guide to Clarity and Purpose”

Ready to take the next step in redefining your goals and gaining clarity? Discover the tools and insights you need with my books:

📖Where Why What: Unlock the Secret to Clarify Your Goals – Learn how to clarify your vision, take intentional action, and achieve your dreams.

📖 The Where Factor: From Adoption to Entrepreneurship – A powerful book aligning past, present, and future for success.

– Don’t wait—Start your journey today:

https://linktr.ee/thechrischaney

Comments

Leave a comment