DRIPs, Explained: How Dividend Reinvestment Plans Compound With Fractional Shares and Discounts
A DRIP reinvests your dividends into more shares automatically — but the IRS still taxes every dollar. How compounding, discounts, and cost basis work.
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Wealth Building
Strategies for building long-term wealth as a business owner through smart financial planning
Infinite Banking, Explained Skeptically: What "Becoming Your Own Banker" Really Costs
Policy loans are insurer money at 5-8% interest, not your own cash — front-loaded commissions delay break-even past a decade. Compare with buy-term-and-invest.
Buying a Home on Land You Don't Own: A Homebuyer's Guide to Community Land Trusts
A community land trust sells you the house and keeps the land on a 99-year ground lease: a far lower price now, with resale gains capped near 25%.
MYGAs, Explained: The CD Alternative Paying More With Tax Deferral
A MYGA is a CD from an insurer: ~1 point higher fixed yield, tax-deferred growth, but surrender charges, no FDIC, and a 10% IRS penalty before 59½.
Dollar-Cost Averaging vs. Lump-Sum Investing: How Business Owners Should Invest a Windfall After Selling the Company
Lump-sum investing beat 12-month dollar-cost averaging about two-thirds of the time — but set aside the US capital gains reserve before deploying a dollar.
Spousal Lifetime Access Trusts (SLATs): How Business Owners Move Future Growth Out of Their Estate
A Spousal Lifetime Access Trust (SLAT) lets a business owner move an appreciating asset — and all its future growth — out of the taxable estate while the beneficiary spouse retains access to distributions. With the 2026 lifetime exemption set at $15 million per individual, this guide covers the mechanics, valuation discounts, the reciprocal trust doctrine, and the divorce and death risks to plan around.
The Rule of 72: The Mental-Math Shortcut Every Business Owner Should Use Before Investing Retained Earnings
Divide 72 by an annual rate and you get the approximate years for money to double: $50,000 at 9% doubles in 8 years, while a 24% credit card balance doubles what you owe in 3. How business owners can use the Rule of 72 to compare investments, price debt, and gauge inflation's drag on idle cash.
The $15 Million Estate Tax Exemption Is Now Permanent: How High-Net-Worth Families Should Recalibrate SLATs, GRATs, and Lifetime Gifts in 2026
The One Big Beautiful Bill Act locks the federal estate, gift, and GST exemption at $15 million per individual with no sunset. Here is what changes for SLATs, GRATs, dynasty trusts, GST allocation, and basis planning in 2026 — and what to actually do this year.
Crummey Letters and ILITs: How High-Net-Worth Families Keep Life Insurance Out of Their Taxable Estate
A working guide to ILITs and Crummey powers — covering Section 2042 incidents of ownership, the annual gift tax exclusion, the 5-or-5 rule, hanging powers, the Section 2035 three-year lookback, and the administrative discipline that keeps life insurance death benefits estate-tax-free.
Give It Now or Leave It Later? The Basis Trap That Quietly Costs Families Hundreds of Thousands in Capital Gains Tax
Lifetime gifts under IRC Section 1015 carry over the donor's basis, while inheritance under Section 1014 steps it up to fair market value at death — a difference that can shift a family's after-tax outcome by six figures on a single appreciated position under the 2026 $15 million federal exemption.
Direct Indexing for Tax-Loss Harvesting in 2026: The Loss Machine ETFs Cannot Build
US direct indexing harvests losses stock-by-stock in an SMA — wash-sale rules and tax alpha ETFs cannot match in 2026.
The Mega Backdoor Roth Playbook: How High Earners Can Funnel an Extra $47,500 Into Tax-Free Retirement Accounts in 2026
The mega backdoor Roth routes up to $47,500 of after-tax 401(k) contributions into a Roth bucket for 2026, on top of the standard $24,500 employee deferral, by converting after-tax dollars through an in-plan Roth conversion or in-service distribution to a Roth IRA. The IRS Section 415(c) total cap of $72,000 ($80,000 if age 50+) covers contributions from all sources combined, and converting promptly keeps the taxable earnings drag near zero.