54 Tax Season Preparation with Greg Reed
Tue Jan 13 2026
Tax season doesn’t cause stress because of paperwork; it causes stress because business owners don’t know what’s coming.
In this episode of the Empowering Healthy Business Podcast, Cal Wilder talks with Greg Reed, Head of Tax at SmartBooks, about how business owners can prepare for tax season in January to avoid surprises and reduce anxiety.
They break down the difference between tax filing, projections, planning, and coaching, and explain what steps actually make tax season smoother.
In this episode, you’ll learn:
Why uncertainty creates tax anxietyWhat to organize in January to stay aheadHow clean bookkeeping impacts tax prepHow to prepare for 1099s and estimated paymentsWhen itemized deductions may apply againWhy proactive tax support mattersIf tax season feels stressful every year, this episode will help you approach it with more clarity and control.
Send us a text
Thanks for listening!
Host Cal Wilder can be reached at:
cal@empoweringhealthybusiness.com
https://www.linkedin.com/in/calvinwilder/
More
Tax season doesn’t cause stress because of paperwork; it causes stress because business owners don’t know what’s coming. In this episode of the Empowering Healthy Business Podcast, Cal Wilder talks with Greg Reed, Head of Tax at SmartBooks, about how business owners can prepare for tax season in January to avoid surprises and reduce anxiety. They break down the difference between tax filing, projections, planning, and coaching, and explain what steps actually make tax season smoother. In this episode, you’ll learn: Why uncertainty creates tax anxietyWhat to organize in January to stay aheadHow clean bookkeeping impacts tax prepHow to prepare for 1099s and estimated paymentsWhen itemized deductions may apply againWhy proactive tax support mattersIf tax season feels stressful every year, this episode will help you approach it with more clarity and control. Send us a text Thanks for listening! Host Cal Wilder can be reached at: cal@empoweringhealthybusiness.com https://www.linkedin.com/in/calvinwilder/