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Financial Planning

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Section 7702 and the Modified Endowment Contract Trap: How Overfunding Cash-Value Life Insurance Triggers LIFO Taxation and a 10% Penalty
·mike

Section 7702 and the Modified Endowment Contract Trap: How Overfunding Cash-Value Life Insurance Triggers LIFO Taxation and a 10% Penalty

Section 7702A's 7-pay test reclassifies overfunded cash-value life insurance as a modified endowment contract, switching lifetime distributions to LIFO ordering, taxing policy loans as ordinary income, and adding a 10% penalty before age 59½. The classification is permanent and cannot be reversed after the 60-day refund window.

insurance
tax-planning
estate-planning
Charitable Lead Trust (CLT): How Wealthy Families Transfer Appreciating Assets to Heirs at a Discount in 2026
·mike

Charitable Lead Trust (CLT): How Wealthy Families Transfer Appreciating Assets to Heirs at a Discount in 2026

A practical 2026 guide to the Charitable Lead Trust: how a zeroed-out CLAT uses the 4.6% Section 7520 rate to fund charity, transfer appreciating assets to heirs, and minimize gift and estate tax — with CLAT vs CLUT and grantor vs non-grantor tradeoffs.

estate-planning
charitable-giving
tax-planning
Defined Benefit Plans: The Six-Figure Tax Shelter Most Solo Professionals Miss
·mike

Defined Benefit Plans: The Six-Figure Tax Shelter Most Solo Professionals Miss

Defined benefit and cash balance plans let high-earning solo professionals over 45 deduct $150,000 to $290,000 a year — three to four times what a SEP-IRA or Solo 401(k) allows. This guide walks through the contribution math, candidate profile, costs, deadlines, and how to stack a DB plan on top of a Solo 401(k).

retirement-plans
tax-planning
tax-deductions
The $6,000 Senior Bonus Deduction: How Taxpayers 65 and Older Can Cut Their 2026 Tax Bill (Through 2028)
·mike

The $6,000 Senior Bonus Deduction: How Taxpayers 65 and Older Can Cut Their 2026 Tax Bill (Through 2028)

The OBBBA's new $6,000 senior bonus deduction (up to $12,000 per couple) phases out at 6% per dollar of MAGI above $75,000 single / $150,000 joint and disappears entirely at $175,000 / $250,000. Available for tax years 2025 through 2028, stackable with the standard deduction and itemized deductions for taxpayers 65 and older.

tax
tax-planning
tax-deductions
Trump Accounts 2026: The $1,000 Federal Seed and $5,000 Annual Cap, Explained
·mike

Trump Accounts 2026: The $1,000 Federal Seed and $5,000 Annual Cap, Explained

Trump Accounts are a new tax-deferred children's savings vehicle created by the One Big Beautiful Bill Act. Children born 2025–2028 receive a one-time $1,000 federal seed, families can contribute up to $5,000 per year, and employers can add $2,500 tax-free per employee — but the deposit requires filing Form 4547.

tax
tax-planning
personal-finance
529-to-Roth IRA Rollover Under SECURE 2.0: Turning $35,000 of Unused College Savings into Tax-Free Retirement Money
·mike

529-to-Roth IRA Rollover Under SECURE 2.0: Turning $35,000 of Unused College Savings into Tax-Free Retirement Money

A practitioner's guide to the SECURE 2.0 Act's 529-to-Roth IRA rollover — the five hard rules, the $35,000 lifetime cap, the state-tax traps in California, Indiana, and Massachusetts, and five strategic plays for converting unused college savings into tax-free retirement money.

ira
retirement-savings
tax-planning
529-to-Roth IRA Rollover Under SECURE 2.0: Turning Unused College Savings into Tax-Free Retirement
·mike

529-to-Roth IRA Rollover Under SECURE 2.0: Turning Unused College Savings into Tax-Free Retirement

SECURE 2.0 lets families roll up to $35,000 of unused 529 funds into the beneficiary's Roth IRA tax-free. Here are the six rules every rollover must satisfy, the two mistakes that turn it taxable, the state-level traps, and the four strategies that make the rule genuinely useful.

tax-planning
retirement-savings
ira
Form 706 Portability and the DSUE: How Surviving Spouses Inherit Up to $30 Million of Federal Estate Tax Exemption
·mike

Form 706 Portability and the DSUE: How Surviving Spouses Inherit Up to $30 Million of Federal Estate Tax Exemption

Filing IRS Form 706 to elect portability lets a surviving spouse inherit up to $15 million of unused federal estate tax exemption (the DSUE), shielding combined estates of up to $30 million from the 40% federal estate tax in 2026. Miss the nine-month deadline and Rev. Proc. 2022-32 still allows a late election within five years of death.

estate-planning
tax-planning
tax-compliance
Mandatory Roth Catch-Up Contributions in 2026: Why High Earners Over $150,000 Are Losing the Pre-Tax Choice
·mike

Mandatory Roth Catch-Up Contributions in 2026: Why High Earners Over $150,000 Are Losing the Pre-Tax Choice

Beginning January 1, 2026, SECURE 2.0 forces employees with prior-year FICA wages above $150,000 to make 401(k) catch-up contributions on a Roth basis—$8,000 standard, $11,250 for ages 60–63—with no pre-tax option. Here is exactly who is affected, what it costs in real dollars, and the steps to take before the first paycheck of 2026.

retirement-plans
retirement-savings
tax-planning
The 13-Week Rolling Cash Flow Forecast: A Direct-Method Guide for Small Businesses
·mike

The 13-Week Rolling Cash Flow Forecast: A Direct-Method Guide for Small Businesses

A practical playbook for building a 13-week rolling cash flow forecast using the direct method—how to model receipts, disbursements, and weekly variance so small businesses spot liquidity gaps four to twelve weeks before they hit.

cash-flow
forecasting
small-business
401(k) Hardship Withdrawals and Plan Loans Under SECURE 2.0: When to Tap Retirement Funds Without Wrecking Your Future
·mike

401(k) Hardship Withdrawals and Plan Loans Under SECURE 2.0: When to Tap Retirement Funds Without Wrecking Your Future

A record 6% of 401(k) participants took a hardship withdrawal in 2025. This guide compares hardship withdrawals, plan loans, and SECURE 2.0 penalty-free distributions—with the actual tax math, deemed-distribution traps, and a decision framework for when to tap retirement funds.

retirement-savings
retirement-plans
personal-finance
529-to-Roth IRA Rollover: Move $35,000 of Unused College Savings Into Tax-Free Retirement
·mike

529-to-Roth IRA Rollover: Move $35,000 of Unused College Savings Into Tax-Free Retirement

SECURE 2.0 lets the beneficiary of a 529 plan roll up to $35,000 of unused college savings into a Roth IRA tax-free and outside Roth income limits, provided the account is 15+ years old, contributions are 5+ years seasoned, and the beneficiary has earned income. This guide walks through the five federal tests, the state tax clawbacks that can erase the benefit, and a clean five-year execution plan.

personal-finance
tax-planning
retirement-savings
Showing 97–108 of 212 posts