Key Tax Planning Opportunities for 2026

Keith Corbett, CFP®
Bluebird Wealth Management

March 24th, 2026

Tax law rarely becomes simpler — and the tax changes in 2025 and 2026 introduce several meaningful changes that affect retirement contributions, itemized deductions, and retirement income strategy.

For high-income households and those within five to ten years of retirement, these changes are not just technical adjustments. They may create short-term planning windows that influence long-term tax outcomes.

Below, we break down what changed, what remains in effect for 2026, and what it may mean strategically.


1. Roth Catch-Up Contributions Are Now Required for High Earners

Beginning in 2026, employees earning $150,000 or more must make retirement plan catch-up contributions as Roth contributions rather than pre-tax.

For 2026:

  • Standard catch-up (age 50+) increases to $8,000
  • “Super catch-up” (ages 60–63) remains $11,250

What This Changes

Previously, a 55-year-old earning $200,000 who contributed the full catch-up amount could reduce taxable income by $8,000. At a 32% federal bracket plus 5% Massachusetts tax, that could reduce current-year taxes by roughly $2,960.

Now, that contribution must be Roth:

  • No upfront deduction
  • Higher current AGI
  • Tax-free growth long term

Strategic Consideration

For clients in peak earning years, this increases today’s tax bill. However, for those approaching retirement — especially before Required Minimum Distributions (RMDs) begin at age 73 (or 75) — building additional Roth assets may increase long-term tax flexibility.

Roth dollars:

  • Are not subject to RMDs
  • Do not increase future taxable income
  • May reduce future Medicare premium exposure
  • Provide tax-free inheritance to beneficiaries

The key is not whether Roth is “good” or “bad.”
The key is whether paying tax today is preferable to paying it later.

For many households between ages 60 and 70, 2026–2029 may represent a multi-year tax positioning window.


2. The SALT Deduction Cap Increased in 2025 — and Remains Higher in 2026

This is one of the biggest changes many taxpayers are noticing right now.

Beginning with the 2025 tax year, the federal deduction for state and local taxes (SALT) increased from $10,000 to $40,000 for most filers. In 2026, that cap rises again to $40,400, with 1% annual increases through 2029 before reverting to $10,000 in 2030.

For Massachusetts residents, this is meaningful.

Since 2017, many homeowners have defaulted to the standard deduction because the $10,000 cap limited itemization value.

Now consider this example:

Married couple:

  • $35,000 in state and local taxes
  • $12,000 mortgage interest
  • $8,000 charitable giving (deductible portion)

Under prior rules:

  • SALT limited to $10,000
  • Total itemized deductions: $30,000
  • Standard deduction: $32,200
  • → Standard deduction wins

Under 2026 rules:

  • Full $35,000 SALT could be deductible
  • Total itemized deductions: $55,000
  • → Itemizing now saves money

Why This Matters Strategically

If itemizing becomes beneficial again, planning opportunities emerge:

  • Bunching charitable contributions
  • Donor-advised fund timing
  • Mortgage payoff timing decisions
  • Roth conversion coordination
  • Estimated tax payment timing

Because the SALT expansion sunsets in 2030, this creates a temporary multi-year window for deduction optimization.


3. Important Nuance: Higher-Income Households May Not Receive the Full SALT Benefit

This is where generic headlines can be misleading.

The higher SALT cap is not fully available to everyone.

For 2025, the increased cap begins to phase down once modified adjusted gross income (MAGI) exceeds $500,000 ($250,000 if married filing separately). The cap is reduced by 30% of the excess MAGI above that threshold, but it cannot fall below $10,000. That means the deduction is effectively phased all the way back down to $10,000 at $600,000 MAGI in 2025 (or $300,000 MFS). The threshold then increases by 1% annually from 2026–2029.

Why this matters strategically

For households around $450,000–$650,000 of income, tax planning becomes especially important.

In some cases:

  • an extra Roth conversion,
  • a large capital gain,
  • a business distribution,
  • or concentrated stock sale

could reduce the value of the SALT deduction.

This is a great example of why tax planning should be coordinated, not reactive.


4. The Temporary Senior Deduction (2025–2028)

Taxpayers aged 65+ receive an additional:

  • $6,000 (single)
  • $12,000 (married filing jointly)

However, this deduction phases out at higher income levels.

That means:

Increasing AGI — from Roth contributions (instead of pre-tax) or Roth conversions — may reduce or eliminate the benefit.

This reinforces the importance of coordinated planning rather than isolated decisions.


5. Social Security Taxation and Medicare IRMAA Still Matter

One of the most overlooked issues in retirement tax planning is that not all tax changes operate in isolation.

Higher AGI from:

  • Roth conversions,
  • capital gains,
  • business income,
  • or changes in deduction availability

can affect other parts of a retiree’s financial picture.

Social Security taxation

The thresholds that determine how much of Social Security becomes taxable have remained largely unchanged for decades.

That means more retirees are pulled into higher effective taxation of benefits over time.

In practice:

  • Up to 85% of Social Security benefits can become taxable
  • And that can happen sooner than many people expect

Medicare IRMAA

Medicare Part B and Part D premiums are also tied to income.

These surcharges — known as IRMAA — are based on income from two years prior.

That means a tax decision made today can affect:

  • Medicare premiums later,
  • net retirement cash flow,
  • and the overall value of a tax strategy.

For example:

  • a Roth conversion that looks attractive on paper,
  • or a large year-end capital gain,
  • may still be worthwhile —

but only if you account for the potential impact on:

  • the senior deduction,
  • SALT phase-down,
  • and Medicare premiums.

6. The Bigger Picture: Multi-Year Tax Strategy

Tax changes are rarely about one year.

They affect:

  • Retirement income sequencing
  • RMD exposure
  • Estate planning
  • Charitable planning
  • Medicare costs
  • Social Security timing

For example:

A 62-year-old retiring at 65 may have a 7-year window (65–72) before RMDs begin.

If income is temporarily lower during those years, partial Roth conversions may reduce lifetime taxes and shrink future RMDs.

But that strategy must now be evaluated in light of:

  • SALT deductibility
  • Senior deduction phaseouts
  • IRMAA thresholds
  • Current marginal bracket

This is why tax strategy cannot be separated from retirement planning and investment strategy.


What We’re Watching at Bluebird

At Bluebird Wealth Management, we view 2026 as a potential planning inflection point — particularly for:

  • High-income professionals in their late 50s and early 60s
  • Business owners nearing retirement
  • Massachusetts homeowners with meaningful state tax exposure
  • Retirees approaching RMD age

Rather than reacting to tax law changes, we focus on:

  • Multi-year projections
  • Coordinated Roth strategy
  • Itemization optimization
  • Retirement income sequencing
  • CPA or EA collaboration

Because often, the most important tax decisions are not about this year — but about the next ten.


Final Thought

Tax complexity may never disappear. But complexity creates opportunity for those who plan deliberately.

If you would like to review how the 2026 changes affect your long-term strategy, we are happy to run updated projections and walk through your options.

Strategic planning matters most when the rules change.

Bluebird Wealth Management is an independent, fee-only, Registered Investment Adviser. This information is not intended to be a substitute for specific individualized tax or investment advice. Have questions?

This presentation is not an offer or a solicitation to buy or sell securities. The information contained in this presentation has been compiled from third-party sources and is believed to be reliable; however, its accuracy is not guaranteed and should not be relied upon in any way whatsoever. This presentation may not be construed as investment, tax or legal advice and does not give investment recommendations. Any opinion included in this report constitutes our judgment as of the date of this report and is subject to change without notice.

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