Savvy or Surrender - Your Guide to Profit, Cash Flow, and Tax Savings

Quarterly Tax Payments for Contractors- Avoid Penalties & Stress: Episode 14

Steven Young

Title: Quarterly Tax Payments for Contractors- Avoid Penalties & Stress: Episode 14

❗Don’t forget to download the episode — that way you never miss the game-changing cash flow tips that keep your business running strong. 

In this episode of The Savvy or Surrender Podcast, host Steven Young demystifies the process of paying estimated taxes for business owners and contractors. He covers who needs to pay quarterly taxes, how to calculate your payments, and the importance of setting aside money regularly—highlighting the Profit First method. Steven also explains the IRS Safe Harbor Rule, common mistakes to avoid, and what to do if you fall behind. The episode wraps up with practical advice for S Corp owners, tips for avoiding penalties, and a call to action for listeners to take control of their tax planning.

00:00 – Introduction: Why estimated taxes matter for business owners

00:22 – Host introduction and episode overview

00:50 – Call to action: Subscribe, like, and review

01:10 – What are estimated taxes? Who needs to pay them?

02:09 – Federal and state estimated tax basics

03:01 – Who is required to pay quarterly taxes?

04:13 – Common mistakes: Forgetting to set aside money for taxes

05:01 – The IRS Safe Harbor Rule explained

06:34 – Calculating your estimated tax payments

08:21 – Mistake #1: Waiting until tax time

09:10 – Penalties and how to get them abated

10:49 – Mistake #2: Not setting money aside weekly (Profit First method)

11:53 – S Corp owners: Payroll and estimated taxes

13:33 – How and when to pay estimated taxes (quarterly deadlines)

15:21 – What to do if you’re behind on payments

16:09 – Penalties, interest, and the importance of filing early

17:13 – Why the IRS may not contact you right away

18:13 – States vs. IRS: Who acts faster?

18:33 – Final thoughts: Having a plan and using Profit First

19:13 – Call to action: Schedule a free discovery call and holiday wishes


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