Free Financial Planning Guides

Deep-dive PDFs on the planning decisions we work through with clients — written in plain English, free in exchange for your email.

Free PDF Guide

The Roth Conversions Guide

When conversions win, how to size each year's conversion, the five-year clocks, and the IRMAA and subsidy trade-offs — in one plain-English PDF.

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Free PDF Guide

The Business Entity Structures Guide

LLC, S corp, or C corp: the self-employment-tax math, the QBI layer, reasonable compensation, and when switching structures actually pays.

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Free PDF Guide

The Business Exit Planning Guide

The eight exit paths, asset vs. stock sales, QSBS, installment sales and earnouts, ESOPs, and the year-of-sale tax plan — in one PDF.

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Free PDF Guide

The Charitable Giving Guide

Tax-smart generosity: donor-advised funds, bunching, appreciated stock, QCDs, and the 2026 rules that change the math of giving.

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Free PDF Guide

The Estate Planning & Gifting Guide

Beyond the will: beneficiary designations, the $15 million exemption, annual gifting, step-up basis, and when trusts earn their keep.

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Free PDF Guide

The Inherited Retirement Accounts Guide

For beneficiaries: the 10-year rule, who can still stretch, spousal choices, the mistakes that cannot be undone, and when to withdraw.

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Free PDF Guide

The Real Estate Tax Strategy Guide

Depreciation and cost segregation, 1031 exchanges, Opportunity Zones, and the OBBBA bonus depreciation reset — in one PDF.

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Free PDF Guide

The Small Business Retirement Plans Guide

Solo 401(k), SEP IRA, SIMPLE, or cash balance: how profit, payroll, and QBI pick your plan, with the 2026 limits and deadlines.

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Free PDF Guide

The Social Security Claiming Guide

Beyond break-even math: how benefits are computed, spousal and survivor coordination, taxation, and the questions the calculators miss.

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Free PDF Guide

The Stock Compensation Guide

RSUs, ISOs, NSOs, and ESPP: how each is taxed across the three tax moments — grant, exercise or vest, and sale — plus AMT, 83(b), and NUA.

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Free PDF Guide

The Understanding Medicare Guide

Parts A through D, enrollment windows and penalties, Advantage vs. Medigap, and how income (IRMAA) sets what you'll actually pay.

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More guides are on the way. In the meantime, our latest thinking is always free on the Insights page.