THE SUNLIGHT TAX BLOG:
Tax and Money Education for Creative People, Freelancers and Solopreneurs
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3 Tax Day Mistakes That Cost You Money
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This week on the Sunlight Tax podcast, I’m breaking down what tax day really means and clearing up the common misconceptions that can cost you money. If you’re someone who gets confused about the difference between tax filing and tax paying, or is not sure about estimated quarterly tax payments, this episode will give you the clarity you need.
I’ll walk you through how the tax system actually works, why quarterly payments matter (especially for freelancers and small business owners), and how to avoid unnecessary penalties. You’ll get practical tips you can use right away to stay on track, manage your cash flow, and feel more confident navigating tax season.
Listen and Subscribe Here
This week on the Sunlight Tax podcast, I’m breaking down what tax day really means and clearing up the common misconceptions that can cost you money. If you’re someone who gets confused about the difference between tax filing and tax paying, or is not sure about estimated quarterly tax payments, this episode will give you the clarity you need.
I’ll walk you through how the tax system actually works, why quarterly payments matter (especially for freelancers and small business owners), and how to avoid unnecessary penalties. You’ll get practical tips you can use right away to stay on track, manage your cash flow, and feel more confident navigating tax season.
Also mentioned in today’s episode:
00:00 The Start of Spring and Tax Preparation
03:44 Understanding Tax Filing vs. Payment
06:32 The Importance of Tax Extensions
09:14 Quarterly Tax Payments Explained
12:20 DIY Tax Support and Resources
If you enjoyed this episode, please rate, review and share it! Every review makes a difference by telling Apple or Spotify to show the Sunlight Tax podcast to new audiences.
Links:
Get my Tax Help onSubstack.
Watch: A Step-by-Step Guide on How to Pay Your Estimated Quarterly Taxes on The IRS Website
Get your FREE visual guide to tax deductions
Order my book: Taxes for Humans: Simplify Your Taxes and Change the World When You’re Self-Employed
1099 Problems (and How to Avoid Them)
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In this episode of the Sunlight Tax Podcast, I explain what 1099 forms are, why accurate 1099 reporting matters, and how mistakes can impact your taxes if you’re self-employed. I break down common 1099 problems and how to avoid them. I also share what to do when a 1099 is wrong and how to make sure all your income is properly reported to the IRS. We also cover key 1099 deadlines and practical bookkeeping tips to help freelancers, contractors, and small business owners stay compliant and avoid costly surprises at tax time.
Listen and Subscribe Here
In this episode of the Sunlight Tax Podcast, I explain what 1099 forms are, why accurate 1099 reporting matters, and how mistakes can impact your taxes if you’re self-employed. I break down common 1099 problems and how to avoid them. I also share what to do when a 1099 is wrong and how to make sure all your income is properly reported to the IRS. We also cover key 1099 deadlines and practical bookkeeping tips to help freelancers, contractors, and small business owners stay compliant and avoid costly surprises at tax time.
Also mentioned in today’s episode:
01:12 Understanding 1099s: An Introduction
03:21 The Importance of Accurate Reporting
06:25 Common 1099 Problems and Solutions
08:57 Tallying Your Income Effectively
12:03 Some Tips for 1099 Management
If you enjoyed this episode, please rate, review and share it!
Every review makes a difference by telling Apple or Spotify to show the Sunlight Tax podcast to new audiences.
Links:
Join my free class on 1/27 at noon EST: Make Taxes Easier and Stash an Extra $152k in Your Savings
Get my short course: All About 1099s
Check out my program, Money Bootcamp
Order my book, Taxes for Humans: Simplify Your Taxes and Change the World When You’re Self-Employed
It’s 1099 Time: Here’s Your Checklist for Stress-Free Filing
Listen and Subscribe Here
In this episode of the Sunlight Tax Podcast, I break down everything self-employed business owners need to know about 1099s – what they are, why they matter, and what’s changed under current 1099 reporting rules. If you work with independent contractors, I walk you through a clear, step-by-step 1099 checklist to help you file correctly and on time. We cover why accurate bookkeeping is important, when and why to collect W-9 forms, and how to avoid common 1099 mistakes that can trigger IRS penalties.
I also explain the different types of 1099 forms (including which ones apply to freelancers and small businesses), what each form is used for, and the penalties for failing to file or filing incorrectly.
Listen and Subscribe Here
In this episode of the Sunlight Tax Podcast, I break down everything self-employed business owners need to know about 1099s – what they are, why they matter, and what’s changed under current 1099 reporting rules. If you work with independent contractors, I walk you through a clear, step-by-step 1099 checklist to help you file correctly and on time. We cover why accurate bookkeeping is important, when and why to collect W-9 forms, and how to avoid common 1099 mistakes that can trigger IRS penalties.
I also explain the different types of 1099 forms (including which ones apply to freelancers and small businesses), what each form is used for, and the penalties for failing to file or filing incorrectly.
Also mentioned in today’s episode:
01:00 Understanding 1099: The Basics
04:31 The Importance of 1099s
10:53 The kinds of 1099s you are going to be dealing with
18:20 Checklist for Issuing 1099s
25:45 Other Resources for filing 1099s
If you enjoyed this episode, please rate, review and share it!
Every review makes a difference by telling Apple or Spotify to show the Sunlight Tax podcast to new audiences.
Links:
Get my 1-hour course: All About 1099s
Join my free class: Make Taxes Easier and Stash an Extra $152k in Your Savings
Check out my program, Money Bootcamp
Order my book, Taxes for Humans: Simplify Your Taxes and Change the World When You’re Self-Employed
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Suggest a blog topic for Hannah here.