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No. 01 Backdoor Roth IRA 2026: Pro-Rata Rule Checklist for High Earners
tax-planning

Backdoor Roth IRA 2026: Pro-Rata Rule Checklist for High Earners

A practical 2026 backdoor Roth IRA checklist covering eligibility, Form 8606, pro-rata risk, rollovers, timing, taxes, and brokerage workflow.

May 23, 2026Read →
No. 02 Tax Withholding Safe Harbor 2026: A Paycheck Plan That Avoids Penalties
tax-planning

Tax Withholding Safe Harbor 2026: A Paycheck Plan That Avoids Penalties

Use IRS safe-harbor rules, Form W-4, estimated payments, and a simple cash calendar to avoid underpayment penalties without over-withholding all year.

May 22, 2026Read →
No. 03 FDIC Sweep vs Treasury Ladder 2026: A Safer Cash Plan for High Balances
Cash Management

FDIC Sweep vs Treasury Ladder 2026: A Safer Cash Plan for High Balances

Build a 2026 cash plan across bank sweeps, Treasury bills, money market funds, and brokerage cash without confusing yield with safety.

May 21, 2026Read →
No. 04 HSA vs FSA 2026: Benefits Election Guide for High Earners
tax-planning

HSA vs FSA 2026: Benefits Election Guide for High Earners

Compare HSA and FSA rules for 2026, including eligibility, limits, tax treatment, rollover risk, investing, and open enrollment decision steps.

May 20, 2026Read →
No. 05 Solo 401(k) vs SEP IRA 2026: Self-Employed Retirement Plan Guide
small-business

Solo 401(k) vs SEP IRA 2026: Self-Employed Retirement Plan Guide

Compare Solo 401(k) and SEP IRA rules, 2026 contribution limits, Roth options, Form 5500-EZ triggers, employee risk, and broker setup steps.

May 17, 2026Read →
No. 06 Roth IRA vs Traditional 401k Data: When Each Beats the Other
investing

Roth IRA vs Traditional 401k Data: When Each Beats the Other

Run the actual math: marginal tax brackets, employer match, retirement income brackets. The break-even points, and a simple decision framework.

May 12, 2026Read →
No. 07 60/40 Portfolio — Vanguard's 1976-2024 Data Says It Still Works (Despite 2022)
Investing

60/40 Portfolio — Vanguard's 1976-2024 Data Says It Still Works (Despite 2022)

The 60/40 was declared dead after 2022. Vanguard's full-cycle data shows the worst single year in 50 years was followed by 22% recovery in 2023. Here is what the long-term data actually shows.

May 9, 2026Read →
No. 08 Dividend Investing vs Total Return — The 30-Year Math That Surprises Most Investors
Investing

Dividend Investing vs Total Return — The 30-Year Math That Surprises Most Investors

Dividend ETFs (SCHD, VYM) outperformed the S&P 500 from 2000-2010. They underperformed it from 2010-2024. Here is what the actual data shows about dividend investing vs index funds.

May 9, 2026Read →
No. 09 S&P 500 Index Funds Compared — VOO, IVV, and SPY 5-Year Total Return
Index Investing

S&P 500 Index Funds Compared — VOO, IVV, and SPY 5-Year Total Return

Vanguard VOO, iShares IVV, and SPDR SPY — what their 5-year returns, expense ratios, and tracking error actually look like, with Morningstar and Bogleheads data cited.

May 9, 2026Read →