What’s Your Biggest Headache When Handling Your Taxes? I Will Not Promote

I’ve been trying to figure out what makes the tax process so challenging for business owners. Whether you’re doing it yourself or eventually turning to an accountant, I’d love to hear about the real issues you face.

• If you handle your own taxes, what part of the process trips you up the most? Are there confusing forms, software limitations, or unexpected pitfalls?
• For those who gave DIY a shot and then switched to professional help—what was the tipping point?
• Have you tried any tax software? What worked well, and where did it fall short?
• Any unexpected challenges or frustrations that you think most people wouldn’t anticipate?

I’m asking because I’m genuinely interested in learning about your struggles with the tax process. Your feedback will help paint a clearer picture of the issues business owners face. Thanks in advance for sharing your experiences and tips!