Tax season is here, and most people approach it tactically rather than strategically. Are you simply gathering documents and hoping for the best, or are you proactively managing your tax situation year-round?

In this episode, Dennis O’Keefe shares his approach to strategic tax planning and why understanding your tax situation matters beyond just filing returns. He recounts a frustrating experience with the IRS that taught him valuable lessons about dealing with government agencies. Dennis walks through essential tax considerations, including IRA contributions, 401(k) adjustments, understanding your tax bracket, and avoiding costly withholding mistakes that could result in penalties.

Dennis discusses:

• Why reviewing last year’s return helps you understand your tax bracket and make informed financial decisions
• How the 2018 Tax Act changed itemization rules and why most Americans no longer need to save receipts
• Understanding the 1099 composite form and tracking investment income to avoid tax surprises at filing time
• Why both large refunds and owing money can signal problems with your withholding strategy and how to fix it
• The difference between tax preparation and tax strategy, and why forward-looking planning saves you money
• And more!

Connect with Dennis O’Keefe:

• Successful Money Strategies, Inc
• dennis@successfulmoney.com
• (508) 730-2300
• LinkedIn: Dennis O’Keefe
• LinkedIn: Successful Money Strategies, Inc
• Facebook: Successful Money Strategies, Inc
• Instagram: Successful Money Strategies, Inc
• YouTube: Your Successful Retirement Podcast

All content presented is for educational purposes only and should not be construed as an endorsement of any third party, or as a solicitation or offer to sell securities or provide investment, tax, legal, or consulting services, and should not be acted upon without obtaining specific advice from a qualified professional. We believe the information presented to be reliable, but it is not guaranteed as to its accuracy or completeness. All examples are hypothetical and for illustrative purposes only. Any opinions or statements by third parties are their own and may not be representative of the experience of others or indicative of future investment performance or success. No compensation has been exchanged for any testimonials, endorsements, and/or recognitions.