#insurance
Track insurance costs, premiums, and coverage details
How Section 79 actually works in 2026 — the $50,000 employer-paid group-term life exclusion, the IRS Table I rates (unchanged since 1999) that turn excess coverage into W-2 Box 12 Code C imputed income, plus the straddle rule, the $2,000 dependent de minimis, and the 2% S-corp shareholder trap.
ERISA Section 409 imposes personal liability on 401(k) plan fiduciaries, and the corporate veil does not shield small business owners. This guide explains the prudent-expert standard, the Tibble v. Edison duty to monitor, and how hiring a Section 3(38) investment manager shifts investment discretion — and most related liability — away from the plan sponsor.
A practitioner's guide to representations and warranties insurance (RWI) for middle-market M&A in 2026 — how buy-side and sell-side policies work, premiums around 2.5–3% of limit with retentions near 0.5%, the top breach categories driving claims, and when traditional escrow still wins.
D&O insurance for startups in 2026 typically runs $3,500–$10,000 per year for $1M–$3M of coverage; Series A term sheets routinely require $3M–$5M within 60–90 days of close. The most common claims at sub-100-person companies come from employment disputes, not securities allegations.
Employment Practices Liability Insurance costs small businesses roughly $800 to $3,000 a year, but a single uncovered discrimination, harassment, or wrongful termination claim averages $80,000 in defense costs—here is what EPLI covers, how carriers price it, and how to buy it without overpaying.
The One Big Beautiful Bill Act made the Section 45S paid family and medical leave credit permanent, lowered the eligibility threshold to six months, and added a premium-based method that lets small employers claim 12.5%–25% of PFML insurance premiums even when no leave is taken.
A funding-model guide for small employers comparing fully-insured, level-funded, and self-funded group health plans, with the math on stop-loss coverage, ERISA fiduciary exposure, Form 5500 filings, and when each model actually saves money.
S&P forecasts a 15–20% rise in cyber insurance premiums for 2026 after a 126% jump in ransomware incidents. A guide to the controls underwriters now require, typical small business pricing ($1,000–$7,500 for $1M of coverage), and the exclusions behind the 40%+ claim denial rate.
Key person life insurance pays the company, not the family, when a founder, rainmaker, or specialist dies. IRC Section 101(j) makes the death benefit taxable unless written notice and consent are completed before the policy issues — a step most small businesses skip, turning a $1M tax-free benefit into roughly $600K–$700K after tax.
US self-employed workers are far likelier to face disability than death before 65 — how federal tax treatment and premiums work.
Section 831(b) microcaptive insurance lets small businesses retain underwriting profit on hard-to-insure risks, but the IRS's 2025 final regulations treat captives with loss ratios under 30% as listed transactions. Here is how to structure one that survives an audit.
Self-employed filers can deduct 100% of qualifying health insurance premiums above-the-line via Form 7206 and Schedule 1 line 17, provided the business is profitable and neither spouse had access to subsidized employer coverage. The guide covers S corporation W-2 requirements, ACA marketplace subsidy circular calculations, age-based long-term care caps, and the five most common errors that trigger IRS disallowance.
