MMasters in Business
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15 April 2026

At The Money: Tax Day Special

3Frameworks
8Insights

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Frameworks in this episode

Insights & moments

The myth-busts, hot takes, explainers, and tools worth keeping.

Myth Buster· 1

Myth Buster02:35

Tax Deferral Is Valuable, but the Bill Still Comes Due

Artzmeronian distinguishes permanent tax avoidance from strategies that merely delay recognition. Pretax retirement contributions, accelerated depreciation, and opportunity zones can be useful because of the time value of money, but each may produce a later liability.

  • Deferral and avoidance are not interchangeable
  • Pretax 401(k) withdrawals become taxable income later
  • Accelerated depreciation can create recapture upon sale
  • A current deduction is generally worth more than the same deduction later
  • Future tax consequences must be included in the decision

“Many strategies can avoid taxes or can defer taxes, but that bill will come do at some point.”

Bill Artzmeronian · 02:38

“a tax deduction today is worth more than a tax deduction in the future”

Bill Artzmeronian · 03:03
#tax deferral#tax avoidance#depreciation#401k

Explainer· 4

Explainer05:34

Wages and Cash Readiness Can Determine Small-Business Tax Benefits

Pass-through business owners may qualify for a 20% qualified business income deduction, but wage-based limitations can reduce or eliminate it. Owners also need sufficient cash and advance preparation to maximize employer and employee retirement-plan contributions.

  • QBI can provide a 20% pass-through deduction
  • Wage limitations may reduce the QBI benefit to zero
  • Owner compensation can affect deduction eligibility
  • Retirement-plan maximums may require substantial business cash
  • Funding deadlines depend on the contribution type

“that QBI benefit could be significantly reduced or even reduced down to zero”

Bill Artzmeronian · 05:54

“you have to be ready to have that cash available to fund those contributions.”

Bill Artzmeronian · 06:14
#small business#qbi#retirement#cash flow
Explainer08:52

Why Some Over-50 Catch-Up Contributions Must Become Roth

The discussion says that beginning in 2026, affected workers over age 50 will be required to make their catch-up contributions as Roth rather than pretax contributions. Although this removes an immediate deduction, Artzmeronian argues that it creates another tax-free pool and greater flexibility in retirement.

  • The discussed change begins in 2026
  • Affected catch-up contributions become Roth contributions
  • Workers in their fifties may lose a preferred current deduction
  • Roth assets add tax diversification
  • Multiple account types increase withdrawal flexibility

“the catchup contributions that seventy five hundred are going to be required to be wroth contributions.”

Bill Artzmeronian · 09:16

“Nobody ever regrets a roth contribution.”

Bill Artzmeronian · 09:24
#roth#catch-up contributions#retirement#tax diversification
Explainer13:26

The Higher SALT Cap Disappears Quickly for Top Earners

The episode describes a state and local tax deduction limit rising from $10,000 to $40,000, with an income-based phaseout. Taxpayers above $500,000 begin losing the expanded benefit, and those reaching $600,000 return to the $10,000 limit, creating incentives to model income timing carefully.

  • The discussed SALT limit increases from $10,000 to $40,000
  • The phaseout begins above $500,000 of total income
  • The limit returns to $10,000 at $600,000
  • The thresholds apply to both single and married filers as described
  • Capital-gain timing may affect access to the larger deduction

“The new limit is forty thousand dollars.”

Bill Artzmeronian · 13:55

“Once you had six hundred thousand, you're all the way back to ten k.”

Bill Artzmeronian · 14:16
#salt deduction#state taxes#income phaseout#capital gains
Explainer14:56

Two 2026 Rules Reduce the Value of Charitable Deductions

The episode says that a new floor will make the first 0.5% of adjusted gross income donated to charity nondeductible. It also says taxpayers in the 37% bracket will receive deduction value as though they were in the 35% bracket, potentially making 2025 deductions more valuable for high earners.

  • The first 0.5% of AGI given to charity will not be deductible
  • A $1 million earner receives no federal benefit on the first $5,000 under the example
  • Taxpayers in the 37% bracket face a reduced deduction value
  • Large deductions amplify the effect of the two-percentage-point difference
  • The rule change can make earlier deduction timing more attractive

“the first zero point five percent of your agi will not be deductible for charitable purposes.”

Bill Artzmeronian · 15:08

“They'll be treated as thirty five percent taxpayers.”

Bill Artzmeronian · 15:26
#charitable deductions#agi#tax law#high earners

Q&A· 1

Q&A05:00

How Much Stock-Option Income Should You Recognize This Year?

Employees with company stock options may have some control over when compensation becomes taxable. The relevant boundaries include the next federal or state bracket and, for incentive stock options, exposure to the alternative minimum tax.

  • Option exercise timing can affect taxable income
  • Model the remaining room in federal and state brackets
  • Incentive stock options require an AMT projection
  • Equity-compensation decisions should be made before year-end

“how much can we recognize in stock option income before the end of the year”

Bill Artzmeronian · 05:11

“how much can we recognize without paying AMT alternative minimum tax.”

Bill Artzmeronian · 05:23
#equity compensation#stock options#amt#tax brackets

Tool· 1

Tool06:50

Three Underused Ways to Build Tax-Free Retirement Assets

The episode highlights mega-backdoor Roth contributions inside eligible workplace plans, backdoor Roth IRA contributions for people without pretax IRA balances, and HSAs for those using qualifying high-deductible health plans. Each can create a tax-free pool alongside conventional pretax retirement savings.

  • Some 401(k) plans permit after-tax contributions followed by Roth conversion
  • Pretax IRA balances complicate backdoor Roth treatment
  • HSA eligibility requires a qualifying high-deductible health plan
  • Invested HSA balances can compound for future medical expenses
  • An HSA may help bridge healthcare costs before Medicare eligibility

“We talk to folks all the time who have this eligible or eligible in their plan, but they don't even know about it.”

Bill Artzmeronian · 07:10

“That HSA can be used in that case, and it's a nice text free bucket to have.”

Bill Artzmeronian · 08:36
#roth#hsa#retirement accounts#healthcare

Takeaway· 1

Takeaway03:15

A Small Price Move Can Erase the Benefit of Delaying a Gain

Moving a sale from the fourth quarter into the following year may provide twelve additional months to generate offsetting losses. However, the investor must remain comfortable holding the position because even a modest adverse price move can exceed the tax benefit.

  • Delaying a gain can extend the loss-harvesting window
  • Investment risk continues while the sale is postponed
  • Tax savings should be compared with plausible price movement
  • The strategy requires conviction and adequate liquidity

“even a small movement in a stock price can cost more than a tax built just to sell it”

Bill Artzmeronian · 03:38
#capital gains#timing#market risk#tax planning