Think tax planning is boring? Think again.

Because the difference between winging it and planning it could mean $30,000 in unexpected taxes (true story from this episode).

In this solo episode of The Unsexy Entrepreneur, Charles Harris (CPA and small business owner) walks you through the exact playbook he uses with his clients to reduce tax bills, avoid nasty surprises, and make smart, long-term moves before year-end.

If you’re a solopreneur, freelancer, or small business owner, this episode will help you stop procrastinating and start preparing.

• What “tax planning season” really means—and why now is the time
• The actual process Charles uses with clients to estimate tax bills
• Why waiting until April is too late to do anything useful
• The #1 mistake people make with S-Corp elections (and how to avoid it)
• Why “go buy a truck” isn’t a smart tax strategy
• The real cost of being an S-Corp (hint: it’s not just taxes)
• The difference between saving money and spending money
• The best long-term way to reduce your tax bill (spoiler: retirement accounts)
• Why accurate bookkeeping NOW could save you thousands later
• How to use your tax rate as a “discount rate” when making business purchases
• Why peace of mind is the best return on investment you’ll get from tax planning

Whether you owe $3K or $30K, this episode will help you take control of your business finances—so you can walk into tax season with clarity and confidence.