— Tax-Aware Retirement Planning —

Taxes do not retire when you do.

In retirement the tax picture often gets more complicated, not less. We coordinate withdrawal sequencing and Roth conversion analysis with your CPA, so your income plan and your tax return are working from the same page.

Tax-aware retirement planning is the practice of coordinating how and when you draw income so you can manage your tax exposure across your whole retirement, using tools like withdrawal sequencing and Roth conversion analysis, in coordination with your CPA, rather than treating taxes as a once-a-year surprise.

What is tax-aware retirement planning?

Tax-aware retirement planning is the work of arranging your income so that tax exposure is considered throughout the year, within what the law allows, rather than only at filing time. It is forward-looking. It shapes decisions as they come up: which accounts you draw from, whether to convert funds to a Roth, and how income in one year can affect what you owe in the next.

This is distinct from tax preparation. We do not file your return. Tax-aware planning is the strategy layer that sits above the return, and it works best when it is coordinated directly with the CPA who does prepare your taxes. Our role is to model the options and bring your tax professional into the decisions that touch your investments and income.

For retirees the interactions matter, because much retirement income is taxable and the rules connect to one another. A withdrawal today can raise a Medicare premium two years out. A Roth conversion this year can lower required distributions later. Tax-aware retirement planning is about looking at those connections in advance rather than after the fact.

Withdrawal sequencing

The order you draw from your accounts is one of the few levers that can meaningfully change your lifetime tax bill, and it sits at the center of tax-aware retirement planning. Taxable, tax-deferred, and tax-free accounts are each taxed differently when you withdraw, so the sequence is not arbitrary. The table below shows the general treatment we plan around.

General illustration of account tax treatment. This information is not intended as tax or legal advice. For a comprehensive review of your personal situation, always consult with a tax or legal advisor.
Account typeHow withdrawals are generally taxedPlanning role
Taxable (brokerage, savings)Capital gains or interest, depending on the holdingOften tapped early for flexibility and lower-rate gains
Tax-deferred (Traditional IRA, 401(k))Ordinary income when withdrawnManaged against your bracket; subject to required distributions
Tax-free (Roth)Generally not taxed on qualified withdrawalsOften preserved for later years and bracket control

Roth conversion analysis

A Roth conversion moves money from a tax-deferred account into a Roth, paying tax now so future qualified withdrawals are tax-free. Whether it helps depends on your current bracket versus your expected future bracket, the effect on Medicare premiums, and how the tax is paid. Roth conversion analysis is not a blanket recommendation. It is a year-by-year question we model alongside the rest of your plan.

The years between retiring and starting required distributions are often when conversions are worth examining, because income may be temporarily lower. We coordinate this analysis with your retirement income plan and your CPA so a conversion supports the larger strategy rather than creating an avoidable tax bill.

Converting from a traditional IRA to a Roth IRA is a taxable event. Cetera Wealth Services LLC, exclusively provides investment products and services through its representatives. Although Cetera does not provide tax or legal advice, or supervise tax, accounting or legal services, Cetera representatives may offer these services through their independent outside business. This information is not intended as tax or legal advice.

Coordinating with your CPA

Tax-aware planning only works when the people managing your money and the person filing your taxes are talking. We bring your CPA into the decisions that have tax consequences, share the analysis behind a proposed move, and keep the strategy aligned with your return. Where you do not have a CPA, we are glad to work alongside one you choose.

Related services

Tax planning questions

Do you prepare my tax return?

No. We do tax-aware planning, not tax preparation, and we coordinate directly with your CPA. Our role is to model the strategy behind decisions that touch your income and investments so your tax professional can act on them. Neither Cetera Wealth Services LLC nor any of its representatives may give legal or tax advice.

What is withdrawal sequencing?

It is planning the order you draw from taxable, tax-deferred, and tax-free accounts. Because each is taxed differently, the sequence can meaningfully affect your lifetime tax bill. We coordinate that sequence with your income needs and your CPA.

What is a Roth conversion?

Moving money from a tax-deferred account into a Roth, paying tax now so qualified future withdrawals are tax-free. Converting from a traditional IRA to a Roth IRA is a taxable event. Whether it helps depends on your brackets, Medicare premiums, and how the tax is paid. We model it year by year rather than recommend it across the board.

Will tax planning lower my taxes?

The goal is to manage your tax exposure over time, but no one can promise a specific result, and outcomes depend on your situation and on tax law. We focus on the decisions you control and coordinate them with your CPA.

How does income today affect Medicare later?

Higher income in a given year can raise your Medicare premiums about two years later through income-related adjustments. Tax-aware planning looks at that connection before a withdrawal or conversion, rather than after the premium notice arrives.

Plan your taxes before the year, not after.

Bring your tax picture to a Retirement Readiness Review. We will look at your accounts and where tax-aware planning could fit, alongside your CPA.

Schedule a Review

Converting from a traditional IRA to a Roth IRA is a taxable event. Cetera Wealth Services LLC, exclusively provides investment products and services through its representatives. Although Cetera does not provide tax or legal advice, or supervise tax, accounting or legal services, Cetera representatives may offer these services through their independent outside business. This information is not intended as tax or legal advice.

For a comprehensive review of your personal situation, always consult with a tax or legal advisor. Neither Cetera Wealth Services LLC nor any of its representatives may give legal or tax advice.

Fees, charges and expenses are detailed in the Cetera Wealth Services LLC's ADV Part 2A. Securities offered through Cetera Wealth Services, LLC, member FINRA/SIPC. Advisory services offered through Cetera Investment Advisers LLC, a registered investment adviser, on a fee-based basis. Cetera is under separate ownership from any other named entity.

Richard Casolari, CFP, in a navy suit and striped tie against a dark studio background

About the Author

Richard Casolari, CFP®

Founder, Advanced Financial Concepts · Palos Heights, Illinois

Richard Casolari is a CERTIFIED FINANCIAL PLANNER™ professional and the founder of a retirement income planning practice in Palos Heights, Illinois. He has spent roughly fifty years in financial services, working with pre-retirees and retirees across Chicago's south and southwest suburbs.

The work coordinates retirement income planning, investment management, tax-aware withdrawal sequencing in coordination with your CPA, Medicare enrollment and supplement timing, and protection planning through licensed affiliates, into a single coordinated approach that is reviewed on a schedule. Securities are offered through Cetera Wealth Services, LLC, member FINRA/SIPC. Advisory services are offered through Cetera Investment Advisers LLC, a registered investment adviser. The registration history behind that work is public on FINRA BrokerCheck, CRD #42779.