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    Advanced Planning

    Capital Gains Harvesting & Management

    Strategically Realize Gains at Optimal Tax Rates

    Capital gains harvesting involves intentionally realizing capital gains when you're in a low tax bracket, such as during retirement, sabbatical years, or business downturns. By taking gains in years with low ordinary income, you may pay 0% or 15% on long-term gains instead of 20% plus 3.8% NIIT in higher-income years. This strategy can also reset cost basis and provide tax-efficient portfolio rebalancing.

    See Your Potential Savings

    Based on a typical client profile for this strategy

    $11,900
    Annual Tax Savings
    $200
    Implementation Cost
    $11,700
    Net Year-1 Benefit
    $11,700
    5-Year Cash Benefit

    Real Results: Client Success Story

    Tax Before
    $0
    Tax After
    $0
    Total Savings
    $11,900
    Infinity% Reduction

    "A married couple in early retirement has $90,000 taxable income (below the $94,050 threshold for 0% LTCG rate). They harvest $50,000 in long-term gains at 0% federal rate, resetting basis for future sales."

    *Illustrative scenario for educational purposes. Tax savings depend on individual circumstances, income level, entity structure, and proper implementation. Consult with a tax professional to determine eligibility.

    Do You Qualify? Quick Self-Assessment

    This strategy may be right for you if:

    Taxable income low enough for favorable rates
    Long-term holding period (>1 year)
    Securities in taxable accounts (not IRAs)
    Track cost basis accurately
    Consider state capital gains taxes
    Wash sale rule does not apply to gains

    Check 3 or more? You may be a good candidate for this strategy. Schedule a free consultation to calculate your potential savings.

    Investment Levels

    Strategy Session
    $450-$750
    per session (1-1.5 hrs)
    • Current situation analysis
    • Tax reduction opportunities
    • Action item roadmap
    • Follow-up summary
    Get Started
    Most Popular
    Comprehensive Plan
    $2,500-$6,000
    per plan
    • Full financial analysis
    • Multi-year projections
    • Entity optimization
    • Implementation support
    Get Started
    Ongoing Advisory
    $600-$1,500
    per month
    • Quarterly planning calls
    • Transaction review
    • Legislative updates
    • Priority access
    Get Started
    Implementation
    $1,500-$5,000
    per project
    • Structure analysis
    • Document preparation
    • IRS filings
    • Transition planning
    Get Started

    Related Strategies

    Deep Dive

    Explore the Details

    For those who want to understand the full picture

    Real-World Example: Before & After

    Taxpayer in 0% or 15% capital gains bracket
    Individual

    A married couple in early retirement has $90,000 taxable income (below the $94,050 threshold for 0% LTCG rate). They harvest $50,000 in long-term gains at 0% federal rate, resetting basis for future sales.

    BEFORE Strategy

    Taxable Income:$90,000
    Tax Liability:$0

    AFTER Strategy

    Taxable Income:$90,000
    Tax Liability:$0

    $50K gains at 0% vs. future 23.8% (20% + 3.8% NIIT) = $11,900 saved. Immediately repurchase (wash sale rule applies to losses, not gains) to reset basis. Future appreciation starts from higher cost basis.

    IRS Authority & Professional References

    IRC § 1(h)
    Capital Gains Rates
    0%, 15%, 20% rates for long-term capital gains
    IRC § 1222
    Short-Term and Long-Term Capital Gains
    Definitions and holding period rules
    IRC § 1411
    Net Investment Income Tax
    3.8% surtax on investment income above thresholds
    IRC § 1091
    Wash Sale Rule
    Loss disallowance for substantially identical securities
    IRC § 1014
    Basis of Property from Decedent
    Step-up in basis at death
    IRC § 1223
    Holding Period
    Rules for calculating holding periods

    Key Benefits

    • 0% rate for gains below income thresholds
    • 15% rate for middle-income taxpayers
    • Avoid 3.8% NIIT in lower-income years
    • Reset cost basis for future sales
    • Tax-efficient portfolio rebalancing
    • Reduce future gain on same securities

    Requirements & Risks

    Requirements:

    • •Taxable income low enough for favorable rates
    • •Long-term holding period (>1 year)
    • •Securities in taxable accounts (not IRAs)
    • •Track cost basis accurately
    • •Consider state capital gains taxes
    • •Wash sale rule does not apply to gains

    Risks to Consider:

    • !State taxes may still apply
    • !AGI increase can affect other benefits
    • !Market timing risk if selling/rebuying
    • !Transaction costs reduce benefit
    • !Medicare premium increases possible
    • !Must accurately project annual income

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    Last updated: September 12, 2026