
Once Burned, Twice Shy
The article reflects on Fidelity’s Magellan Fund’s disappointing decade after Peter Lynch retired, contrasting it with the Contrafund’s stellar 35‑year run under Will Danoff. Danoff’s 14.04% annualized return outperformed the S&P 500 by nearly 3 points, a rarity for a mega‑cap active fund. Danoff will retire at the end of 2026, and Fidelity has named co‑managers Asher Anolic and Jason Weiner to take over. The author, wary of another transition‑related underperformance, is shifting a portion of his Contrafund holdings to a low‑cost S&P 500 index fund.

Vanguard’s Transfer on Death Plan Kit
Vanguard announced on September 20, 2025 that it now permits a Transfer‑On‑Death (TOD) designation for joint taxable brokerage accounts. The new option is accessed via an online request, a printable form, and a mailed signature, rather than a fully digital submission. Vanguard’s...

Helping Adult Children, Pt. 2
A family gathered after a grandparent’s death to discuss the adult children’s desire to buy a home. Leveraging lessons from the HumbleDollar community, the parents offered financial support, citing an upcoming inheritance intended for grandchildren. The conversation balanced respect for...

HSA Tips
Health Savings Accounts (HSAs) provide a rare triple‑tax advantage—deductible contributions, tax‑free earnings, and tax‑free withdrawals for qualified medical costs. For 2026, contribution limits rise to $4,400 for individuals and $8,750 for families, with a $1,000 catch‑up for those 55+. Savvy...

New to Building a CD or Bond Ladder?
The author finally built a CD ladder using Fidelity’s automated tool, opting for brokered certificates of deposit to achieve safety and flexibility. By allocating $100,000 into five $20,000 CDs spanning one‑ to five‑year maturities, the ladder can roll over automatically...

It’s Never Too Late
A 46‑year‑old with a $3,055 IRA in 2004 began regular contributions and, despite market crashes, let compounding work for him, growing the account to $961,680 today. The story underscores that disciplined, bi‑weekly investing can transform modest balances into retirement‑ready wealth....

The $9.95 Scam…
The senior life‑insurance market is promoting ultra‑low‑price ads that promise coverage for $9.95 a month, but the fee applies only to a single unit of protection. For an 80‑year‑old, one unit typically provides about $650 of death benefit, meaning meaningful...

A PIN to Protect Your Tax Return
The IRS offers a six‑digit Identity Protection PIN (IP PIN) to safeguard taxpayers from filing fraud using their SSN or ITIN. Anyone with a valid tax identifier can enroll, and parents may obtain PINs for dependents. The quickest method is through...

A Rule of Thumb Is Not a Plan
The article warns that retirement‑planning formulas and withdrawal‑rate rules of thumb are often over‑relied upon, despite being based on backward‑looking back‑tests. It argues that such generic models ignore individual spending patterns, health costs, inflation, and tax changes that vary over...

Critique My Investment Strategy or Lack Thereof
An 82‑year‑old retiree with pension and Social Security holds a mixed portfolio of domestic equities, a single‑stock position, foreign stocks, municipal bonds, and cash, aiming to preserve wealth for heirs and provide survivor income. The current allocation is 55% domestic...

James Choi of Yale Investment Formula Says You Need More Stocks
James Choi, a Yale finance professor, introduced a formula that tailors asset allocation to age, income, savings, and risk tolerance. The Wall Street Journal highlighted that the model often recommends a more aggressive, stock‑heavy mix than conventional rules such as...

Endowment Lessons
The University of Chicago announced plans to sell its Center for Research in Security Prices (CRSP) for about $400 million, a modest price compared with its $11 billion endowment. The move reflects a broader financial strain: operating deficits have grown tenfold since...

How Far Back Would a 40% Drop Take Us?
The Vanguard S&P 500 ETF (VOO) reached an all‑time high of roughly $642 on February 20, 2026. A 20% decline would lower it to about $513, echoing September 2024; a 30% drop to $449, similar to January 2024; and a 40% slide to $385,...

Don’t Give up on Your Part D Costs
The author recounts a recent struggle with Medicare Part D after a prescription fell off the plan’s formulary, raising the out‑of‑pocket cost from the expected $500 to nearly $600. By appealing the denial, the drug was reinstated on the formulary, the...

IRA Flat Tax Proposal
A proposal to replace the graduated tax on IRA withdrawals with a flat 6% rate has sparked a lively debate among retirees and advisors. Commentators argue the low flat rate could trigger a wave of large Roth conversions as individuals...

A Very Sensible Conclusion
The author admits that holding two individual stocks consumes disproportionate mental energy despite representing less than 0.1% of total wealth. He notes strong recent returns—55% and 35% over the past year—but recognizes that fear of missing out and loss aversion...

Keep It Simpler
A retiree shifted assets to an independent RIA seeking broader alternative investments, accumulating numerous illiquid limited partnerships that generate K‑1 tax forms. Over time, several of these alternatives underperformed, exposing the investor to locked‑up capital and heightened tax complexity. The...