Prosperous CG — Tax Strategy Consultants

Build Wealth
With Purpose

Four IRS-compliant tax strategies that allow high-income earners and business owners to dramatically reduce their tax exposure — legally, strategically, and permanently.

$300K+
Annual Tax Savings Potential
4
Proven IRS-Compliant Strategies
37%
Max Federal Tax Rate Avoided
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About Prosperous CG

50+ Years of Financial Expertise

Prosperous Consulting Group brings together decades of combined experience in tax planning, accounting, wealth management, and business strategy. Our team of seasoned professionals has guided thousands of high-income earners and business owners toward financial freedom and lasting prosperity.

50+
Years Combined Experience
1000+
High-Income Clients Served
$500M+
Tax Savings Generated

Our Mission

To empower individuals, families, and businesses to build wealth with purpose by providing strategic financial guidance, tax-efficient planning, and comprehensive consulting that integrates tax planning, accounting, wealth management, and estate planning into a cohesive strategy for lasting prosperity.

Integrity

We operate with complete transparency and adhere to the highest ethical standards in all client relationships.

Excellence

We deliver meticulous, detail-oriented work that exceeds expectations and stands up to any scrutiny.

Collaboration

We work seamlessly with your existing advisors to ensure all strategies are coordinated and compliant.

Our Areas of Expertise

Tax Planning

Proactive tax strategy development to minimize liability and maximize efficiency.

Accounting

Comprehensive bookkeeping and financial reporting for individuals and businesses.

Tax Filing

Accurate, timely tax return preparation for individuals, partnerships, and corporations.

Wealth Management

Strategic investment planning and portfolio management aligned with your goals.

Estate Planning

Comprehensive planning to protect your legacy and minimize estate taxes.

Business Consulting

Strategic guidance on business structure, growth, and succession planning.

Why Choose Prosperous CG?

Proactive tax planning, not reactive compliance
Integrated approach across all financial disciplines
Direct collaboration with your existing advisors
Customized strategies based on your unique situation
IRS-compliant strategies with no aggressive positions
Transparent pricing and clear communication

Ready to experience the Prosperous CG difference?

Our Approach

Tax Efficiency Planning vs. Traditional Tax Filing

Most high-income earners work with accountants who file their taxes after the year ends. We work alongside your accountant to plan your taxes before the year begins — capturing opportunities that traditional filing can never recover.

Traditional Accounting

  • Tax filing after year-end
  • Reactive compliance focus
  • Limited optimization opportunities
  • Deductions based on what occurred
  • No strategic planning component
  • Missed timing opportunities

Accountants are essential for compliance, but they work with what has already happened.

Tax Efficiency Planning

  • Strategic planning before year-end
  • Proactive tax optimization
  • Multiple strategy combinations
  • Intentional income timing & structuring
  • Integrated with business decisions
  • Maximizes all available deductions

We work with your accountant to shape the year, not just report it.

How Tax Efficiency Planning Works Alongside Your Accountant

1

Annual Tax Strategy Review

We analyze your income, entity structure, and goals to identify which strategies apply to your situation.

2

Coordinate with Your Accountant

We work directly with your CPA to model different scenarios and ensure all strategies are properly implemented.

3

Execute & Monitor

Throughout the year, we ensure strategies are implemented correctly and adjust as your circumstances change.

Significant Tax Savings

Reduce your tax liability by $50K–$300K+ annually depending on your income and business structure.

IRS Compliance

Every strategy is fully compliant with the Internal Revenue Code. No aggressive positions or gray areas.

Integrated Wealth Strategy

Tax efficiency planning integrates with estate planning, business succession, and wealth management.

Ready to see how tax efficiency planning can reduce your tax burden?

Four Proven Strategies

Four Proven Strategies for Tax Efficiency & Wealth Preservation

Each strategy below is fully compliant with the IRS tax code and designed specifically for business owners and high-income professionals who are serious about keeping more of what they earn.

01
Defined Benefit Retirement Strategy

Cash Balance Plans

Stack a cash balance plan on top of your existing 401(k) to shelter up to $300,000 or more per year in pre-tax retirement contributions — dramatically reducing your taxable income during peak earning years.

Learn More
02
Section 162 Life Insurance Strategy

Executive Bonus Plans

Use IRS Section 162 to pay tax-deductible bonuses that fund permanent life insurance policies for key executives — providing tax-deferred cash value accumulation, income-tax-free death benefits, and powerful retention incentives.

Learn More
03
Section 125 / WHIMPER / SIMERP Strategy

TRUEwellness Program

Reduce gross payroll by an average of $14,500 per employee through a compliant Section 125 wellness program — generating $630 per employee in payroll tax relief while enhancing your team's benefits at no additional cost.

Learn More
04
Estate Planning & Tax Mitigation

Irrevocable Life Insurance Trusts

Remove life insurance death benefits from your taxable estate while providing tax-free liquidity to pay estate taxes, fund business transitions, and equalize wealth distribution among heirs.

Learn More
Strategy 01

Cash Balance Plans

The Defined Benefit Retirement Strategy for High-Income Business Owners

A Cash Balance Plan is a type of defined benefit pension plan that allows business owners and high-income professionals to contribute significantly more than a 401(k) or SEP IRA. Contributions are actuarially determined based on age, compensation, and plan design — and every dollar contributed is tax-deductible to the business while growing tax-deferred until retirement.

1
Stack on Top of Your 401(k)

A cash balance plan is not a replacement for your existing retirement plan — it is a powerful add-on. Combined with a 401(k) and profit-sharing contribution, total annual deferrals can reach $150,000 to $300,000 or more, depending on your age and income.

2
Fully Tax-Deductible Contributions

Every dollar contributed to a cash balance plan is deductible to the business in the year it is funded. For a business owner in the 37% federal bracket, a $200,000 contribution can translate to $74,000 or more in immediate federal tax savings.

3
Age-Amplified Contribution Limits

Unlike a 401(k), the older you are, the more you can contribute. A 52-year-old S-Corp owner earning $650,000 who already maxes a 401(k) can potentially add an additional $210,000 through a cash balance plan — in the same tax year.

4
Late-Year Setup Permitted

Most business owners assume the window closes on December 31. In fact, a properly designed cash balance plan can be established after year-end and funded by the tax return due date — including extensions (September 15 for S-Corps; October 15 for Schedule C filers).

Real-World Example

A 52-year-old S-Corp owner with $650,000 in net business income who is already maxing a 401(k) at $69,000 can layer a cash balance plan on top for an additional $210,000 in deductible contributions — bringing total retirement deferrals to approximately $279,000 in a single year.

$279K
Total annual deferrals
$103K+
Estimated federal tax savings
Professional business executive reviewing cash balance retirement plan documents with growth charts, demonstrating tax-deductible defined benefit pension strategy for high-income business owners

Strategic retirement planning for peak-earning business owners

Plan Comparison: 2026 Contribution Limits

Plan Type2026 MaxStackableAge Boost
SEP IRA$70,000
Solo 401(k)$72,000Catch-up
Cash Balance Plan$300,000+

Ideal Candidate Profile

  • Business owners or self-employed professionals earning $300,000+
  • Consistent annual profitability with predictable cash flow
  • Willingness to commit to a multi-year plan structure
  • Already maximizing a 401(k) or SEP IRA
  • Seeking to accelerate retirement savings during peak earning years
Strategy 02
Business professionals reviewing IRC Section 162 executive bonus plan with permanent life insurance policy for tax-deductible compensation and employee retention strategy

Selective executive compensation with built-in retention incentives

Single Bonus vs. Double Bonus Structure

Single Bonus
Company pays$40,000
Executive pays tax$14,000
Net premium funded$26,000
Double Bonus
Company pays$61,500
Tax covered by bonus
Net premium funded$40,000

Example assumes 35% combined tax bracket. Both structures are fully deductible to the business.

Illustrative Example

Lisa is a 45-year-old COO who has doubled her company's revenue over three years. The owner establishes a double-bonus plan with a $40,000 annual premium for five years (~$56,400/year company cost).

$275K
Projected cash value at age 65
$1M
Income-tax-free death benefit

*Hypothetical illustration only. Not a prediction or guarantee of actual results.

Executive Bonus Plans

Section 162 Life Insurance Strategy for Key Employee Retention

A Section 162 Executive Bonus Plan allows a business to pay tax-deductible bonuses that fund permanent life insurance policies owned by selected key employees. Unlike qualified retirement plans, there is no ERISA compliance burden, no nondiscrimination testing, and no requirement to cover all employees — making it one of the most flexible and powerful executive compensation tools available.

01
Company Pays the Bonus

The business pays a bonus to a selected executive. Because the payment qualifies as ordinary and necessary compensation under IRC Section 162, it is fully deductible to the business — just like salary.

02
Executive Reports Income

The executive reports the bonus as taxable income on their W-2. They owe income and payroll taxes on the amount received — but the company can optionally 'gross up' the bonus to cover that tax liability.

03
Policy is Funded

The executive uses the bonus to fund a permanent life insurance policy they personally own — typically whole life or indexed universal life (IUL). The policy builds tax-deferred cash value.

04
Long-Term Benefits Accumulate

Over time, the policy grows a tax-deferred cash value reserve the executive can access for retirement income. The death benefit passes to beneficiaries income-tax-free under current law.

Key Advantages at a Glance

Fully deductible to the business
No ERISA compliance required
Selective — target any employee
Tax-deferred cash value growth
Income-tax-free death benefit
Golden handcuff retention tool
Quick to implement (1–2 weeks)
Flexible premium structure
Strategy 03

TRUEwellness Program

A Collaborative Partnership: Prosperous CG + AYG Insurance and Financial Services

Prosperous Consulting Group partners with AYG Insurance and Financial Services to deliver TRUEwellness — the gold standard for value-based coverage. Together, we combine tax strategy expertise with comprehensive wellness program administration to create a seamless solution that reduces payroll taxes while enhancing employee benefits.

Best for companies with 5+ full-time W-2 employees

The TRUEwellness program is designed to maximize tax efficiency and employee benefits for mid-sized and larger organizations with sufficient payroll to generate meaningful savings.

TRUEwellness sets the gold standard for value-based coverage through its compliant Section 125/WHIMPER structure. By enrolling employees in a certified wellness program and routing benefits through a Self-Insured Medical Expense Reimbursement Plan (SIMERP), the program reduces gross payroll by an average of $14,500 per employee — generating immediate payroll tax savings for both the employer and the employee, while simultaneously enhancing the benefits package with comprehensive wellness services.

Works Alongside Your Existing Benefits

TRUEwellness complements your current health insurance and retirement plans — no disruption needed. The program integrates seamlessly with your existing benefits structure, requires minimal administrative changes, and works with your current professionals (HR, payroll, insurance brokers). Easy implementation in 2–4 weeks with ongoing support from both Prosperous CG and AYG.

No Reduction to Employee Take-Home Pay

Employees receive the full suite of wellness benefits at no net cost. Their take-home pay remains unchanged — the program uses pre-tax dollars to fund benefits, meaning employees get more coverage without dipping into their pockets. It's a true win-win: employers save on payroll taxes, employees get enhanced benefits, and no one loses income.

IRS Section 125 Compliant

The program operates under a fully compliant Section 125 cafeteria plan structure combined with the SIMERP (Self-Insured Medical Reimbursement Plan) framework, ensuring legal soundness and IRS defensibility. Monthly allotment dollars are used pre-tax for eligible medical services and wellness benefits.

Dual-Sided Payroll Tax Relief

By reducing gross payroll through the SIMERP plan, both the employer and employee reduce their FICA payroll tax obligations simultaneously. Employees' monthly allotment covers preventative care, wellness services, and guaranteed-issue insurance benefits—all with no reduction in take-home pay.

Comprehensive Benefit Coverage

Employees use their monthly allotment to access virtual urgent care, mental health services, prescription management, dental support, chronic disease management, and guaranteed-issue accident, disability, and life insurance—all funded through pre-tax dollars with no impact on take-home pay.

Talent Attraction & Retention

Expanding the benefits package at no additional cost to the company creates a compelling competitive advantage for attracting and retaining top talent in any industry.

Average Per-Employee Impact
$14,500
Gross payroll reduction
$630
Payroll tax relief
$1,200+
Annual wellness benefits
Employer presenting Section 125 WHIMPER SIMERP wellness benefits plan to employees, demonstrating payroll tax reduction and enhanced employee benefits strategy

Enhance benefits while reducing payroll tax for your entire team

Why This Partnership Works

  • Prosperous Consulting Group provides tax strategy expertise to structure the program optimally
  • AYG administers the wellness program and manages all compliance requirements
  • Seamless coordination ensures maximum tax savings with zero administrative burden
  • Ongoing support from both firms ensures program success and employee adoption

Projected Impact by Company Size

EmployeesPayroll ReductionTax Relief/yrBenefits/yr
10$145,000$6,300/yr$12,000/yr
100$1,450,000$63,000/yr$120,000/yr
3,000$43,500,000$1,890,000/yr$3,600,000/yr

Figures represent averages based on program data. Individual results may vary.

Ideal for Business Owners Who:

  • Have 5 or more full-time W-2 employees on payroll
  • Want to reduce FICA payroll taxes for both employer and employees
  • Are seeking to enhance benefits without increasing overhead
  • Want to attract and retain top talent with a competitive benefits package
  • Prefer a compliant, low-maintenance program with expert support
  • Want to complement existing benefits without disruption
  • Seek easy implementation with no changes to current professional relationships
Strategy 04

Irrevocable Life Insurance Trusts

Estate Tax Mitigation & Liquidity Planning Through Permanent Life Insurance

An Irrevocable Life Insurance Trust (ILIT) is a sophisticated estate planning vehicle that removes life insurance death benefits from your taxable estate while providing tax-free liquidity to pay estate taxes, fund business transitions, and equalize wealth distribution among heirs. For high-net-worth individuals and business owners, an ILIT is often the cornerstone of comprehensive estate planning.

Customizable to Your Financial Needs

ILITs are highly customizable structures that can be tailored to your specific financial situation and wealth planning goals. While annual gifts up to the 2026 exclusion amount of $19,000 per recipient qualify as tax-free gifts, your ILIT can be funded with greater contributions using your lifetime gift tax exemption, allowing for more aggressive wealth transfer strategies based on your individual circumstances and objectives.

How an ILIT Works

01

Trust Creation

Establish an irrevocable trust with a trustee and named beneficiaries (typically spouse and children).

02

Policy Ownership

The ILIT owns and is the beneficiary of a permanent life insurance policy on the insured's life.

03

Premium Funding

The insured makes annual gifts to the ILIT (up to annual exclusion limits) to fund premium payments.

04

Death Benefit Distribution

Upon the insured's death, the death benefit passes to the ILIT tax-free and is distributed per trust terms.

Estate Tax Removal

Life insurance proceeds held in an ILIT are excluded from the insured's taxable estate, removing a significant asset from estate tax calculation and preserving wealth for heirs.

Liquidity for Estate Taxes

Death benefit proceeds provide immediate, tax-free liquidity to pay federal and state estate taxes, preventing forced liquidation of business assets or real estate.

Business Continuity

For business owners, ILIT-owned insurance ensures sufficient capital to fund buy-sell agreements, pay off debt, and maintain operations during the transition period.

Wealth Equalization

ILITs enable business owners to equalize inheritances between business-owning and non-business-owning children, ensuring fair distribution of wealth across the family.

Estate Tax Impact Comparison

Example: $5M estate with $2M permanent life insurance policy

ScenarioEstate ValueTaxable EstateEst. Tax (40%)
Without ILIT$5,000,000$5,000,000$2,000,000
With ILIT$5,000,000$3,500,000$1,400,000

Assumes 40% federal estate tax rate. State taxes may apply. Figures are illustrative only.

Irrevocable Life Insurance Trust ILIT estate planning strategy for wealth transfer, tax-free death benefits, and estate tax mitigation for high-net-worth individuals

Protect your legacy with tax-efficient estate planning

Key Considerations

  • ILITs are irrevocable — once established, they cannot be easily modified or revoked
  • The insured must survive 3+ years after funding the trust (Crummey letters required)
  • Annual gifts to fund premiums up to $19,000 per recipient (2026) qualify as tax-free gifts; greater contributions can use lifetime exemption
  • Requires professional trustee management and annual tax reporting; Crummey letters ensure gifts qualify for annual exclusion
  • Works best when combined with other estate planning strategies like wills and powers of attorney

Ideal for Individuals Who:

  • Have a net worth exceeding $5–10 million
  • Own a business or significant real estate holdings
  • Are concerned about federal and state estate taxes
  • Want to provide liquidity for heirs without forced asset sales
  • Seek to equalize inheritances across multiple children
  • Are in excellent health and can qualify for permanent life insurance

Why Work With Prosperous CG

We coordinate with your estate planning attorney and insurance advisor to structure ILITs that maximize tax savings while ensuring proper compliance and trustee management.

  • Tax strategy expertise to optimize ILIT structure
  • Coordination with your legal and insurance professionals
  • Ongoing monitoring of tax law changes and annual exclusion amounts
The Cost of Inaction

Why High-Income Earners Can't Afford to Wait

The tax code contains powerful, legal strategies that most business owners never learn about — because their CPA is focused on compliance, not optimization. Every year without a proactive tax strategy is a year of unnecessary wealth transfer to the IRS.

0%
Maximum federal income tax rate on ordinary income
$0K+
Potential annual tax-deferred contributions via cash balance plan
$0K
Annual payroll tax relief for a 100-person company
$0K
Projected cash value for a 45-year-old executive at retirement
Fully IRS-Compliant

Every strategy presented is grounded in the Internal Revenue Code. These are not loopholes — they are provisions written into the tax law specifically to incentivize retirement savings, employee compensation, and workforce wellness.

Stackable Strategies

These four strategies are not mutually exclusive. A business owner can simultaneously implement a cash balance plan, an executive bonus plan for key employees, the TRUEwellness program, and an ILIT — compounding the total tax benefit across multiple dimensions of income, payroll, and estate planning.

Time-Sensitive Opportunities

Several of these strategies have annual deadlines tied to your tax filing date. The window to implement a cash balance plan for the prior tax year closes at your return due date — including extensions. ILIT funding and executive bonus timing also require careful planning. Acting early maximizes your options.

Common Questions

Frequently Asked Questions

Get answers to common questions about our tax strategies, implementation, and how they work with your existing business structure.

General Questions

Cash Balance Plans

Executive Bonus Plans

TRUEwellness Program

ILITs & Estate Planning

Implementation & Next Steps

Still have questions? We're here to help.

Schedule a Consultation

Schedule Your Consultation

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IRS-Compliant Strategies Only

Every strategy we present is fully compliant with the Internal Revenue Code. No gray areas, no aggressive positions.

Prosperous Consulting Group empowers individuals, families, and businesses to build wealth with purpose. Visit prosperouscg.com for more information.

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