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#retirement-planning

Retirement Planning

Retirement planning for the self-employed and small business owners, comparing Solo 401(k) and SEP-IRA plans, including 2026 contribution limits, employee deferrals, employer profit sharing, catch-up rules, Roth options under SECURE 2.0, and plan setup deadlines

Still Funding Your HSA After 65? How Medicare's Six-Month Lookback Turns Legal Contributions Into Excess Contributions

Enrolling in Medicare Part A after age 65 backdates coverage up to six months, turning HSA contributions made during that window into excess contributions subject to a 6% yearly excise tax. This guide covers the 2026 prorated limits, the Form 5329 penalty, how to withdraw the excess before the filing deadline, and the six-months-ahead shutdown plan.

The Rule of 55: Tapping Your 401(k) Early Without the 10% Penalty

Separate from your employer during or after the calendar year you turn 55 and distributions from that employer's 401(k) escape the 10% early-withdrawal penalty — but not ordinary income tax, and not a rollover into an IRA. How the separation-from-service exception works, the age-50 public safety version, the 20% withholding haircut, and the five mistakes that forfeit it.

What's Inside Your 401(k)'s Default Fund? How Target-Date Funds Pick Your Investments, and the Fees to Compare

Target-date funds hold about $4.9 trillion and are the default in 99% of the auto-enrollment 401(k) plans Vanguard tracks. Here is how glide paths, "to" versus "through" designs, and expense ratios shape your retirement balance, plus a 15-minute checkup for savers and the fiduciary duties for owners who sponsor a plan.

IRMAA for Business Owners: The Two-Year Lookback, the 2026 Medicare Brackets, and the SSA-44 Appeal

Medicare's IRMAA surcharge sets your 2026 Part B and Part D premiums from your 2024 tax return, and crossing a bracket by one dollar triggers the full tier — up to roughly $14,000 a year above standard premiums for a couple. Here is how business sales, Roth conversions and RMDs trigger it, the 2026 thresholds, and how to file Form SSA-44 after retirement or another qualifying life-changing event.

The Small-Business Retirement Wave: How to Build an Exit Buyers Will Actually Pay For

A March 2026 survey of about 1,000 U.S. small business owners found 40% expect to retire within a decade while 70% have no formal succession plan. Buyers price a small business on seller's discretionary earnings times a 2x–4x multiple, discounted for owner dependency, customer concentration and unreliable books. This guide lays out a six-part, three-to-five-year plan — two target numbers, three years of clean financials, operational replaceability, risk de-concentration, a deliberate exit path (third-party sale, family succession, management buyout or ESOP), and a reverse-built timeline with a CPA and attorney — plus the three mistakes that shrink exits.

Working While Collecting Social Security in 2026: What the Earnings Test Takes From Your Checks

In 2026 the Social Security retirement earnings test withholds $1 of benefits for every $2 earned above $24,480 before full retirement age, and $1 for every $3 above $65,160 in the year you reach FRA. Wages and net self-employment profit count; pensions, IRA withdrawals, dividends, and rental income do not — and withheld benefits are credited back through a higher monthly check at FRA.

The Succession Planning Perception Gap: Why 65% of Small Business Owners Have No Exit Plan — and How to Build One Buyers Will Trust

40% of small business owners plan to retire within 10 years but 70% have no formal succession plan and only 8% are fully prepared; Revenued finds 59% of successors assume a plan exists while only 35% of owners have one — this guide explains the 24-point gap, valuation methods, clean-book QofE prep, and a 12-month exit plan to make your business lending-ready.

2026 HSA Limits Rise to $4,400 and $8,750: The Small Business Owner's Pre-Open-Enrollment Playbook

IRS Rev. Proc. 2025-19 raises 2026 HSA limits to $4,400 self-only and $8,750 family, with a $1,000 catch-up at 55+, and lifts HDHP minimum deductibles to $1,700/$3,400. This guide explains how small businesses must update cafeteria plans, payroll caps, and bookkeeping before open enrollment to capture the triple tax benefit and avoid overcontribution and comparability penalties.

The ACA Subsidy Cliff Returns in 2026: How Self-Employed Filers Near $63,840 Use a SEP IRA to Keep the Premium Tax Credit

The enhanced ACA subsidies expired December 31, 2025, so in 2026 a single filer one dollar above roughly $63,840 in MAGI loses the entire premium tax credit while Marketplace rates rise a median 18%. Deductible SEP IRA, solo 401(k), traditional IRA and HSA contributions are above-the-line, so they lower the MAGI the credit uses — and the repayment cap on excess advance credits is gone for tax years after 2025, making every dollar of the excess repayable.

PLESAs for Small Business: How Pension-Linked Emergency Savings Accounts Work in 2026

A PLESA is a Roth emergency-savings account embedded in a 401(k), capped at $2,500, with tax- and penalty-free withdrawals employees can take any month. This guide covers how SECURE 2.0 pension-linked emergency savings accounts work for small businesses — the contribution rules, the match wrinkle, the compliance checklist, and whether adding one in 2026 is worth the cost.