Tax Mitigation Specialists

Keep More of
What You've Built.

Most business owners and high-income earners overpay taxes by tens of thousands every year — not because the law demands it, but because no one is proactively planning. We offer proven, IRS-compliant tax strategies that can reduce your liability by up to 80%.

Up to 80%
Tax savings on capital gains with the right strategy
5 Strategies
Proven, IRS-compliant approaches tailored to your situation
$400K+
Minimum qualifying income — designed for serious earners
Credentials & Affiliations
Chartered Financial Analyst (CFA)
IRS-Compliant Strategies Only
Year-Round Proactive Planning
Our Tax Strategies

Five Powerful Ways to
Legally Reduce Your Tax Bill

Each strategy is tailored to specific income levels, timelines, and financial goals. We'll identify which approach — or combination — fits your situation.

$400K+ · Same Tax Year
⚖️
Tax Arbitrage Strategy (TAS)

Uses tax arbitrage between the US and Puerto Rico (Act 60) to recognize losses today and indefinitely postpone offsetting gains. The most flexible strategy available.

↓ Capital gains from 24% → 16%  ·  Ordinary income down to 20%
$5M–$30M · 45 Days Prior to Sale
🏛️
Tax Deferral with Tax-Free Growth Strategy

Eliminates capital gains tax and generates tax-free growth. No taxes on income withdrawals and fully tax-free wealth transfer to heirs.

↓ Up to 80% tax savings on capital gains
$2M+ · 5-Year Plan
🏦
IRA/401k Conversion to Tax-Free Growth Strategy

Converts a traditional 401(k) or IRA into a Roth IRA with minimal tax consequences, funded over 5 years. Loans can be taken out without triggering a taxable event.

↓ Effective tax rate as low as 10% on balance
$700K+ · Same Tax Year
🏗️
Equiplease: 100% Bonus Depreciation Strategy

Purchases boom lifts to take advantage of 100% bonus depreciation under Section 179. Only 20% down required — the remainder is funded through a newly formed LLC managed by an equipment leasing company.

↓ Up to 65% tax savings
60 Days Prior to Sale · 2-Year Min
📈
Capital Gains Deferral

Governed by Section 453. An Intermediary Trust becomes the asset owner, retains the full pre-tax sale proceeds, and issues the client an installment note. The Trust then purchases an IUL policy.

↓ Indefinite capital gains deferral
🎯
Not Sure Which Fits?

Every situation is different. Book a no-cost strategy call and we'll analyze your income, assets, and timeline to recommend the right approach.

Book a Free Call
Strategy Details

The Numbers Behind
Each Approach

Transparency is core to how we work. Here is exactly what each strategy requires, how long it takes, and what you can expect.

01
Tax Arbitrage Strategy
Puerto Rico Act 60 · IRC 704(b) & 475 Election
Capital Gains → 16%  |  Ordinary → 20%

This strategy leverages tax arbitrage between the United States and Puerto Rico using Act 60. It recognizes losses today and indefinitely postpones the offsetting gain. Using IRC 704(b) and a 475 election, the structure is highly flexible and can be tailored to a wide range of income types. On a $1MM income loss scenario: put up $200K, receive $75K back (7.5% of the K-1). The 4% debt service on the line of credit is covered by the returned funds. GFX pays 4% tax but earns 5% of the income — netting a favorable arbitrage for all parties.

Minimum
$400,000
Timeframe
Same tax year
Liquidity
Available immediately
02
Tax Deferral with Tax-Free Growth Strategy
Capital Gains Elimination · Tax-Free Growth · Wealth Transfer
Up to 80% Tax Savings

Designed for high-net-worth business owners and investors with $5M–$30M in assets, the strategy eliminates capital gains tax before attorney fees and creates a structure for tax-free growth, tax-free income withdrawals, and completely tax-free wealth transfer to heirs. This strategy requires planning at least 45 days prior to an asset sale and has a 2-year minimum commitment. It is ideal for clients approaching a major liquidity event such as a business sale, property disposition, or large investment exit.

Minimum
$5M – $30M
Lead Time
45+ days prior to sale
Commitment
2-year minimum
03
IRA/401k Conversion to Tax-Free Growth Strategy
401k / IRA to Roth Conversion · Infinite Banking · Pacific Life
~35% Tax Savings · 10% Effective Rate

This strategy converts a traditional 401(k) or IRA into a Roth IRA with minimal tax consequences using the Infinite Banking Concept via life insurance policies (Pacific Life). Expenses are accelerated in year one to reduce the tax basis — on a $3MM balance, the basis is reduced to $2MM. That $2MM tax bill is then offset with a charitable contribution leveraged 20-to-1, maxing at 60% of AGI via a 501(c)(4) foundation. Loans can be taken on policy assets without triggering a taxable event. Tax benefits can be activated within 45 days. Funded over 2–5 years. Surrender charges are high — this is a permanent strategy.

Minimum
$2,000,000
Funding Period
2–5 years
Tax Savings
~35% effective reduction
04
Equiplease
Section 179 · 100% Bonus Depreciation · Equipment Leasing LLC
Up to 65% Tax Savings

Equiplease leverages Section 179 of the IRS code to purchase boom lifts and capture 100% bonus depreciation in the same tax year. The client puts down only 20% — the remaining 80% is funded through a newly formed LLC. The LLC is managed by an equipment leasing company, making this a largely passive strategy. Depreciation flows through to offset active income, resulting in up to 65% tax savings in the year of purchase. No long-term liquidity commitment is required.

Minimum
$700,000
Timeframe
Same tax year
Liquidity
No lockup required
05
Capital Gains Deferral
Section 453 · Intermediary Trust · IUL Policy
Indefinite Deferral of Capital Gains

Governed by Section 453, this strategy establishes an Intermediary Trust that becomes the legal owner of the asset. The trust sells the asset to the buyer and retains the entire pre-tax sale proceeds. The client receives an installment note in return, and the Trust uses the proceeds to purchase an Indexed Universal Life (IUL) policy. Capital gains are indefinitely deferred, the IUL grows tax-advantaged, and the client retains access to liquidity through the installment structure. Must be initiated at least 60 days prior to the sale with a 2-year minimum holding period.

Lead Time
60+ days prior to sale
Commitment
2-year minimum
Gain Treatment
Indefinitely deferred
Ideal Clients

Built for High Earners
Ready to Act Strategically

Our strategies are designed for business owners, investors, and executives who have significant tax exposure and the income or assets to take meaningful action.

  • Business owners with $400K–$30M+ in annual income or assets
  • Real estate investors facing large capital gains on a sale
  • Entrepreneurs approaching a business exit or liquidity event
  • High-income professionals with 401(k) or IRA balances over $2M
  • Executives seeking to protect wealth and minimize estate taxes
  • Anyone who has been told "there's nothing more we can do"
At a Glance: Strategy Comparison
Tax Arbitrage Strategy$400K+ · Same year · Up to 20% rate
Tax Deferral with Tax-Free Growth Strategy$5M–$30M · 45 days · Up to 80% savings
IRA/401k Conversion to Tax-Free Growth Strategy$2M+ · 5 years · 10% effective rate
Equiplease$700K+ · Same year · 65% savings
Capital Gains Deferral60 days prior · Indefinite deferral

Savings ranges are illustrative estimates. Actual results depend on individual tax circumstances and are not guaranteed.

Our Team

Advisors Who Work
In Your Corner

Our team combines deep financial analysis, tax strategy, and hands-on client experience to deliver real results for high-income earners and business owners.

Lincoln A. Walpole, CFA
Lincoln A. Walpole
Founder & Co-Founder | Senior Tax Strategist

Lincoln built Mitigate Taxes on a single conviction: business owners deserve the same caliber of financial strategy that corporations pay millions for. Armed with a CFA designation and deep expertise in tax law, he has spent over 15 years helping high-income earners, real estate investors, and executives keep significantly more of what they earn — legally and defensibly.

CFA Designation Tax Mitigation CFO Advisory
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John Ryan
John Ryan
Co-Founder | Senior Tax Strategist

John brings extensive experience in advanced tax planning and wealth preservation strategies for business owners and high-net-worth individuals. His focus is on matching clients with the right strategy for their timeline, income profile, and long-term financial goals — and ensuring every engagement is structured, documented, and fully compliant.

Tax Strategy Wealth Preservation Client Advisory
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How It Works

From First Call to
Implemented Strategy

We make the process straightforward. Most clients go from initial conversation to an executed strategy within 30–60 days.

1
Free Strategy Call

We review your income, assets, tax exposure, and timeline. No cost, no obligation — just clarity on what's possible.

2
Strategy Match

We identify which strategy — or combination — is right for your situation based on your numbers and goals.

3
Documentation

We coordinate with attorneys, CPAs, and other professionals to structure and document the strategy correctly.

4
Implementation

The strategy is executed and you begin realizing tax savings — often within the same tax year.

Important Disclosure: The tax strategies described on this page are based on current U.S. tax law and are intended to be IRS-compliant. Results vary based on individual circumstances, income levels, asset composition, and the specific strategy implemented. Nothing on this page constitutes legal or tax advice. Consult with a qualified tax attorney and CPA before implementing any strategy.

Ready to Stop Overpaying?

Let's Find Your
Tax Mitigation Strategy

Book a complimentary 30-minute strategy call. We'll review your income, assets, and tax exposure — and identify what's possible. No cost, no obligation.

This website does not constitute legal, tax, investment, or financial advice. All tax savings figures are illustrative estimates and individual results will vary. The CFA® designation is a registered trademark of CFA Institute.  |  Privacy Policy  |  Do Not Sell My Info