If you’re like most high-income earners or self-employed professionals in Florida, tax season feels less like a deadline and more like a surprise attack. You finish your return, hit “submit,” and suddenly owe thousands more than expected. Sound familiar?

The good news? It doesn’t have to be this way.

At Polaris Tax & Accounting, we help Florida residents stop overpaying and start planning—quarterly, not annually. Through proactive tax planning, our licensed Enrolled Agents (EAs) make sure you know what’s coming long before the IRS does.

In this post, we’ll show you how quarterly tax planning works, why it matters, and how working with an EA can give you back control of your tax life.


Why Florida Taxpayers Are Often Blindsided

Florida has no state income tax—but that doesn’t mean you’re off the hook with the IRS. We work with many clients who are:

  • Self-employed (1099, LLC, or S Corp)

  • Real estate investors

  • Business owners

  • High earners with bonuses, RSUs, or K-1 income

These taxpayers are often:

  • Underpaying quarterly estimates

  • Missing deduction opportunities

  • Choosing the wrong entity structure

  • Relying solely on tax software that doesn’t project liability

The result? A nasty surprise each April.


What Is Quarterly Tax Planning?

Quarterly planning means:

  • Reviewing your income, deductions, and tax liability every quarter

  • Calculating and adjusting estimated payments

  • Proactively strategizing deductions, deferrals, and contributions

  • Avoiding IRS penalties and cash flow shocks

We typically schedule check-ins around March, June, September, and December—with customized adjustments based on real-time performance.


Why Work with an Enrolled Agent (EA) for This?

Enrolled Agents are federally licensed tax experts who focus exclusively on tax law. Unlike general preparers or bookkeepers, they:

  • Understand IRS rules inside and out

  • Can represent you directly before the IRS

  • Provide proactive planning, not just reactive filing

  • Help you legally minimize tax—not just calculate it

👉 Learn more here: What Is an Enrolled Agent?


Quarterly Planning in Action: Real-World Examples

✅ Example 1: Self-Employed Consultant in Miami

Initial quarterly payments were too low, based on outdated income projections. We:

  • Adjusted Q3 and Q4 payments

  • Recommended a Solo 401(k) to reduce AGI

  • Used home office and vehicle deductions to lower Schedule C net income

💡 Net tax savings: Over $7,500


✅ Example 2: Fort Lauderdale S Corp Owner

  • Taking a reasonable salary, but distributions weren’t accounted for in planning

  • Polaris prepared a mid-year S Corp projection

  • Adjusted payroll withholdings and added SEP-IRA funding

💡 Net tax savings: $6,200 + penalty avoidance


Benefits of Quarterly Planning with Polaris

✔️ No more April surprises
✔️ Legal strategies to reduce income tax
✔️ Avoid IRS penalties for underpayment
✔️ More cash flow control throughout the year
✔️ Strategic timing for big deductions (equipment, retirement, bonuses)


Already Have a CPA or Bookkeeper?

That’s fine—we work alongside them. Your CPA might handle financials or year-end prep. Our Enrolled Agents bring IRS insight and tax planning strategy that supports both your books and your goals.

👉 Read more: Do I Need an Enrolled Agent If I Already Have a CPA?


Related Posts in the Series


Final Thoughts: Don’t Let the IRS Surprise You Again

The biggest difference between taxpayers who owe and those who save? Planning. Polaris clients don’t wait for April—they know what’s coming, every step of the way.

Whether you’re a W-2 employee with side income, a freelancer, or a business owner, our Enrolled Agents will help you:

  • Reduce surprises

  • Reduce taxes

  • Reduce stress


📍 Ready to Plan Smarter?

Schedule Your Tax Planning Session with Polaris
Learn More About Our Florida EA Services