Taxes for the Self-Employed: Avoid Common Tax Mistakes and Navigate Freelancer Finances

Taxes for the Self-Employed: Avoid Common Tax Mistakes and Navigate Freelancer Finances

Learn about self-employment taxes and avoid common tax mistakes with expert strategies for managing your finances year-round. How do self-employed taxes work? What are some common tax mistakes self-employed people make? And can you really write off payments on a luxury vehicle if you use it for work purposes? Hosts Sean Pyles and Elizabeth Ayoola discuss the intricacies of self-employment taxes and strategies for financial success and IRS compliance to help you understand how to navigate tax season as an independent worker. CPA and financial strategist Krystal Todd joins them to delve further into the details of self-employment taxes, with tips and tricks on budgeting for personal and professional life, the importance of making quarterly tax payments, and whether to DIY taxes or hire a professional. They also discuss strategies like depreciating assets, the benefits of hiring family members and navigating the complexities of tax deductions. Plus: financial strategies for handling unexpected income and managing self-employment taxes, the importance of setting aside funds for unexpected expenses, and the advantages of timing revenue recognition and prepaying expenses for tax benefits. In their conversation, the Nerds discuss: personal finance, self-employment taxes, tax season for the self-employed, quarterly tax payments, financial success, IRS compliance, tax planning, tax deductions, managing finances, budgeting for self-employed, S Corporation benefits, tax mistakes, estimated taxes, IRS payment plans, financial tracking, tax law, Corporate Transparency Act, tax strategies, luxury vehicle tax writeoff, freelancer taxes, gig worker taxes, solo entrepreneur taxes, tax compliance, tax penalties, IRS audit, proactive money management, business growth, cash basis accounting, tax professionals, tax schemes, financial surprises, budgeting tips, bookkeeping tips, and tax planning on an inconsistent income. To send the Nerds your money questions, call or text the Nerd hotline at 901-730-6373 or email podcast@nerdwallet.com. Like what you hear? Please leave us a review and tell a friend. Learn more about your ad choices. Visit megaphone.fm/adchoices

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Episoder(633)

Stop Assuming Payment Plans Are a Debt Trap and Start Doing the Math

Stop Assuming Payment Plans Are a Debt Trap and Start Doing the Math

Learn what's in a rare bipartisan housing bill in Congress, then find out whether a credit card payment plan beats buy now, pay later. Why did a housing bill with overwhelming bipartisan support sudd...

9 Jul 41min

Building Wealth Without Betraying Your Values: Tips for Mission-Driven Careers

Building Wealth Without Betraying Your Values: Tips for Mission-Driven Careers

Learn how to build wealth while staying true to your social values and choosing meaningful work over maximum pay. Can you be both wealthy and ethical? Hosts Sean Pyles, CFP®, and Elizabeth Ayoola tac...

6 Jul 35min

Free Tools to Earn More Rewards Points on Online Shopping, Dining, and Rideshares

Free Tools to Earn More Rewards Points on Online Shopping, Dining, and Rideshares

Learn how to earn more points and miles on everyday shopping using portals, dining programs, and partner apps. In a special holiday episode of Smart Money, we're bringing you our friends from the Sma...

2 Jul 42min

Beyond Willpower: Building Financial Systems That Work for Your Brain

Beyond Willpower: Building Financial Systems That Work for Your Brain

Learn how to approach finances if you or someone you know has been diagnosed with neurodivergency or had a brain injury. Not everyone thinks in the same way, so what are some strategies for folks wit...

29 Jun 35min

Stop Worrying About Your Financial Advisor and Start Finding the Right One

Stop Worrying About Your Financial Advisor and Start Finding the Right One

Learn what financial advisor fee structures could mean for your wealth and how to find someone who won't sell you out. What new threats are emerging for identity crime victims? Host Sean Pyles, CFP®,...

25 Jun 40min

$10,000 Lands in a Teen's Account — Here's What to Do First

$10,000 Lands in a Teen's Account — Here's What to Do First

Learn what to do when your teen receives a windfall and how to balance saving, investing, and giving. What's the smartest way to help your teenager manage $10,000 to $15,000 in unexpected cash — with...

22 Jun 34min

Prime Day Tips and Reddit's Brutally Honest Money Confessions

Prime Day Tips and Reddit's Brutally Honest Money Confessions

Learn what to buy and skip on Prime Day 2026 and Reddit’s lessons that reveal how a $250K earner can end up broke. Is Prime Day actually a good deal this summer, and how financially resilient are Ame...

18 Jun 43min

Umbrella Insurance, Coverage Gaps, and What a $483 Bar Tab Taught Us About Money

Umbrella Insurance, Coverage Gaps, and What a $483 Bar Tab Taught Us About Money

Learn when umbrella insurance is worth buying and what a $483 bar tab can teach you about being an informed consumer. When does umbrella insurance actually make sense for your finances? What happens ...

15 Jun 29min

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