ON-DEMAND ADVISERS GIVE BACK WEBINAR
The Contractor Tax Playbook:
Keep More, Owe Less, Stress Less
Independent contractor taxes don’t have to be confusing—or painful.
In this webinar, you’ll learn how self-employment taxes work, what counts as income, how to track expenses correctly, and how to avoid the most common (and costly) mistakes.
We’ll break it down in plain language and help you build a simple system so you can stay compliant, feel confident, and keep more of what you earn.
What will I learn?
In this streamlined, 20-minute presentation, Kieren Reilly, CFP® demystifies the complexities of self-employment taxes.
He transitions contractors from the "autopilot" of W-2 withholding to a simple, repeatable "DIY" system for managing their own payroll and tax obligations.
You will learn how to shift your mindset to pay taxes only on profit rather than revenue, establish a predictable set-aside habit, and maintain audit-proof records with just 10 minutes of effort per week.
You’ll learn how to:
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Understand what you owe (income tax + self-employment tax) and why it’s different from W-2 work.
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Set aside the right amount each month so quarterly payments don’t surprise you.
- Track deductible business expenses the right way (without overcomplicating it).
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Organize your records so filing is faster, easier, and far less stressful.
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Avoid common red flags and mistakes that trigger unnecessary headaches.
What this means for you:
You’ll stop guessing, reduce tax-time panic, and run your independent work with more control and confidence—so your income feels more predictable, your finances feel cleaner, and your money goes further.
GET PERSONALIZED ADVICE
Want 1:1 help with your paycheck, taxes, and benefits?
Book a free one-on-one session with a certified financial planner volunteering through Advisers Give Back. They’ll help you decode your pay stub, adjust withholding if needed, and optimize benefits and retirement contributions—so you can keep more of your money and avoid tax surprises.
Advisers Give Back is a 501(c)(3) non-profit organization that makes it easier and more rewarding for financial advisers to give back to their community, while getting data-driven insights on the impact they're having.
We're on a mission to close the racial and gender wealth gaps by increasing access to independent financial advice for millions of Americans.
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