Deer Park, Illinois

M–F, 8:00am – 5:00pm

Tax Planning

Tax Planning

Taxes touch nearly every financial decision you make, when you take income, how you invest, when you retire, and what you leave behind. Tax planning treated in isolation can miss the broader financial picture and lead to unintended consequences.

At Essex LLC, tax planning is part of our broader Planning-Based Money Management™ approach. We look at your tax picture alongside your investments, retirement timeline, and long-term goals, not as a separate conversation that happens once a year looking in the review mirror.

For over 30 years Essex LLC has helped educate clients to make tax-aware decisions in advance, not just at filing time.

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Helping to Reduce What You Owe Today and Later

Ongoing Tax Management

Our philosophy sees tax planning as an ongoing process, not a once-a-year requirement.

Throughout the year, we help clients with:

  • Tax projections, so there are no surprises when you file
  • Tax-loss harvesting, done several times a year and again at year-end
  • Income smoothing across years to avoid unnecessary tax bracket jumps
  • Asset location, placing investments in the account types where they’re most tax-efficient
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Retirement Accounts Built for Tax Efficiency

Choosing the Right Structure and the Right Timing

Retirement accounts come with significant tax planning opportunities, along with common pitfalls that can be costly if missed.

We help clients evaluate:

  • Tax deferral strategies, including how and when to use IRAs and when it makes sense to delay Social Security
  • Is a Mega Back Door Roth Strategy viable and available through an employer 401k
  • Whether and when to move funds from an employer 401(k) into an IRA
  • Roth conversion opportunities and whether the timing makes sense for your situation
  • How to best structure withdrawals in retirement
  • For business owners, which retirement plan structure fits best, a 401(k), profit sharing plan, or cash balance plan, and how to set it up

There’s no single right answer here. What works depends on your income, your timeline, and your specific situation.

Coordinating With the Rest of Your Plan

Where Advisors and CPAs Work Together

Tax planning becomes especially valuable when your finances get more complex, for example owning a business, having a charitable goal, or holding concentrated stock or real estate position.

We help clients with:

  • Charitable giving strategies designed to maximize the tax benefit of gifts you’re already planning to make
  • Reviewing how business or K-1 income affects your broader financial plan
  • Coordinating the timing of stock sales, property transactions, or Roth conversions with your CPA to manage the tax impact across multiple years.

Essex includes a CPA on our team. We will also work with your CPA or provide referrals to other outside CPA firms based on each client’s needs. Our role is reviewing planning decisions made throughout the year that can help support your current and future tax returns.

As a fiduciary, every tax-related recommendation is made in your best interest, evaluated based on your specific situation.

Want a tax strategy built around your situation? Book a consultation with an Essex financial planner today.

Tax Planning Integrated With Comprehensive Financial Guidance

For more than three decades, Essex LLC has helped individuals and families navigate complex financial decisions through comprehensive planning and personalized advisory relationships.

Our Planning-Based Money Management™ approach integrates tax planning considerations into a broader financial strategy designed to support long-term financial confidence and coordination.

Whether you are preparing for retirement, managing investments, navigating business ownership decisions, or evaluating long-term wealth strategies, Essex can help you develop a personalized planning approach aligned with your goals.

Start Your Journey With Essex Today

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