Client Profile

A financial advisor is working with a married couple approaching retirement who want to strategically reduce their long-term tax burden and avoid large Required Minimum Distributions (RMDs) later in retirement.

The clients’ financial profile is typical of many high-savings households nearing retirement:

Household Overview

  • Filing Status: Married Filing Jointly
  • Residence: Massachusetts
  • Planning Horizon: 2026–2035
  • Goal:
    • Reduce future RMD exposure
    • Optimize long-term tax brackets
    • Avoid unnecessary Medicare IRMAA surcharges
    • Minimize exposure to the Net Investment Income Tax (NIIT)

Planning Challenge

The advisor identifies several key tax risks:

  1. Large Future RMDs
    • Nearly $4 million of pre-tax retirement assets could create significant taxable income starting in 2036.
  2. Medicare IRMAA Surcharges
    • Roth conversions increase MAGI and may trigger higher Medicare premiums.
  3. Net Investment Income Tax
    • Exceeding the $250K MAGI threshold for MFJ would trigger the 3.8% NIIT.
  4. Social Security Taxation
    • Roth conversions could increase the taxable portion of Social Security once benefits begin.

The advisor decides to build a multi-year Roth conversion strategy that carefully manages these thresholds.

Using Hive AI Tax Planning

Step 1: Input Client Data

The advisor enters the client’s financial data into Hive AI Tax Planning, including:

  • Prior tax returns
  • Retirement account balances
  • Income projections
  • Social Security timing
  • Medicare start dates
  • Investment income assumptions
  • Tax attributes and deductions

Hive AI immediately analyzes:

  • Federal tax brackets
  • Medicare IRMAA thresholds
  • Net Investment Income Tax thresholds
  • Future RMD projections

The advisor then asks Hive:

“Build a multi-year Roth conversion schedule from 2026–2035 while avoiding NIIT and managing IRMAA exposure.”

Hive AI Generated Roth Conversion Schedule

Hive AI generates a multi-year optimized Roth conversion plan based on the inputs.

YearTaxable Income Before ConversionMAGI Before ConversionMedicare MAGI Before ConversionMax Conversion (NIIT Limit)Max Conversion (IRMAA Limit)Recommended ConversionEnding Taxable IncomeAdded Federal Tax
2026$165,000$197,200$207,200$52,800$67,800$52,800$217,800$11,744
2027$117,800$150,000$160,000$100,000$115,000$100,000$217,800$22,128
2028$67,800$100,000$110,000$150,000$165,000$150,000$217,800$33,128
2029$52,800$85,000$95,000$165,000$180,000$165,000$217,800$36,428
2030$52,800$85,000$95,000$165,000$180,000$165,000$217,800$36,428
2031$116,550$148,750$158,750$101,250$116,250$101,250$217,800$22,403
2032$116,550$148,750$158,750$101,250$116,250$101,250$217,800$22,403
2033$116,550$148,750$158,750$101,250$116,250$101,250$217,800$22,403
2034$116,550$148,750$158,750$101,250$116,250$101,250$217,800$22,403
2035$116,550$148,750$158,750$101,250$116,250$101,250$217,800$22,403

Insights Generated by Hive AI

Hive AI highlights several strategic insights:

1. Early Retirement Window is Optimal

The largest Roth conversions occur during:

2028–2030

When earned income declines and Social Security has not yet begun.

This allows conversions of $150K–$165K annually.

2. IRMAA and NIIT Become Binding Constraints

Hive identifies the tightest constraint each year.

Most years, the strategy caps conversions to stay below:

  • NIIT threshold: $250K MAGI
  • IRMAA threshold: ~$275K MAGI

3. Conversion Strategy Smooths Income

Instead of one large conversion, Hive recommends annual conversions that stabilize taxable income around ~$218K.

This approach:

  • Maintains predictable tax rates
  • Avoids Medicare premium spikes
  • Maximizes Roth asset growth

4. Long-Term RMD Reduction

Hive projects that implementing this plan will convert over $1.1M of pre-tax assets before RMD age.

This could significantly reduce future:

  • RMD income
  • Social Security taxation
  • Medicare premiums

Total Benefits

By following the Hive-generated Roth conversion schedule, the advisor helps the client:

Tax Efficiency

  • Convert $1M+ into tax-free Roth assets
  • Avoid unnecessary 3.8% NIIT exposure

Retirement Income Planning

  • Reduce large future RMD spikes
  • Maintain flexible tax-free withdrawal options

Medicare Optimization

  • Avoid multiple IRMAA premium tiers

Advisor Productivity

Hive AI produces the full schedule in seconds, eliminating hours of manual modeling.

Conclusion

Multi-year Roth conversion planning requires analyzing:

  • tax brackets
  • investment income
  • Social Security timing
  • Medicare IRMAA thresholds
  • future RMDs

Traditionally, building this type of model could take hours of spreadsheet work.

Hive AI Tax Planning automates the entire process.

With structured client inputs, Hive instantly produces a tax-optimized multi-year Roth conversion strategy, allowing advisors to focus on planning conversations rather than calculations.