46 pages • 1-hour read
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Collins tackles a common retirement question: how much of one’s portfolio one can safely withdraw each year without running out of money. He frames this around the well-known “4% rule,” which originated from the Trinity Study, a research effort that tested how different withdrawal rates and portfolio mixes performed over 30-year periods. Collins explains that a 4% withdrawal rate from a 50/50 stock-bond portfolio, adjusted annually for inflation, succeeded 96% of the time.
To support this, he presents four key tables from the study. Tables 1 and 2 show how long portfolios lasted under different stock/bond allocations and withdrawal rates, with and without inflation adjustments. Tables 3 and 4 reveal how much money would typically be left after 30 years under those same scenarios. The takeaway is that portfolios with more stocks, especially when kept in low-cost index funds, tend to survive longer and leave more wealth behind.
Collins also shares his own withdrawal habits—over 5% at times—but stresses the importance of flexibility. The key lesson isn’t to fixate on a number like 4% but to understand how adaptability, cost control, and portfolio composition shape long-term financial security.
The chapter explains how to practically implement a 4% withdrawal strategy in retirement, using the author’s own portfolio as a guide. Collins illustrates how he structures his holdings—primarily in Vanguard’s low-cost index funds VTSAX (stocks) and VBTLX (bonds)—across taxable accounts, IRAs, and Roth IRAs. The strategy is rooted in simplicity but adapts to real-life conditions like Required Minimum Distributions (RMDs), taxes, and capital gains.
Instead of unthinkingly withdrawing 4% annually, Collins suggests withdrawing flexibly based on personal spending needs, tax efficiency, and market conditions. He emphasizes sequencing withdrawals—starting with leftover “cats and dogs” (miscellaneous investments), then drawing from the taxable account, and eventually transitioning to RMDs. Dividends from VTSAX in the taxable account are spent directly, while dividends in tax-advantaged accounts are reinvested to maximize growth.
The core message is not about rigid rules but smart, adaptable execution. Collins rejects the idea of living off dividends only and cautions against automating 4% withdrawals without context. His example demonstrates that sustainable financial independence hinges not only on strategy but on adjusting to tax thresholds, market shifts, and personal life phases, ultimately grounding financial security in awareness and flexibility.
Collins explores the history, mechanics, and future prospects of Social Security, weaving in personal anecdotes and policy context to demystify a system often surrounded by fear and misinformation. He traces its origins to the 1930s, when it was created as a safety net for the elderly during the Great Depression, and explains how increasing life expectancy and demographic shifts like the retirement of the baby boomer generation are straining its sustainability. To illustrate future projections, Collins outlines the timeline from 1935 through 2033, showing how surpluses have turned into shortfalls and how the Trust Fund (invested in US Treasury Bonds) will eventually be depleted unless reforms are made.
Collins uses this background to caution against relying on Social Security as a financial cornerstone. He explains the risks of means-testing, delayed eligibility, and shrinking benefits for those under 55. At the same time, he emphasizes that the system isn’t collapsing; it will likely persist, though in a diminished form. His core advice is to assume Social Security won’t be there, build financial independence through saving and investing, and treat any eventual payout as a bonus rather than a plan.
Collins’s pragmatic message reflects decades of failed attempts to reform Social Security, beginning in the 1990s. While there is broad consensus that funds will run out in the absence of reform, partisan divisions over how to address the shortfall (for instance, by raising taxes versus raising the retirement age), coupled with popular resistance to specific proposed measures, have resulted in government inaction. Although Collins’s argument reflects this specific US context, it is worth noting that most higher-income countries face similar demographic changes and therefore either have reformed their own pension models or are attempting to do so.
Collins turns his attention to charitable giving, drawing a personal and pragmatic roadmap for how to give meaningfully without being a billionaire. Using the anecdote of a $1,200 dinner gifted to school teachers, Collins emphasizes the emotional satisfaction and human connection that come from intentional generosity. He transitions from this personal story to a practical guide on setting up a charitable fund through the Vanguard Charitable Endowment Program, illustrating how tax strategy and personal values can align through low-cost, high-impact giving. His advice encourages readers to treat giving as both a financial and ethical decision, suggesting that fewer, focused donations are more effective than scattered small ones.
Collins’s reflections are shaped by a particular socioeconomic perspective: that of a financially independent, upper-middle-class white man. His suggestions presume access to surplus capital and investment familiarity, which may not resonate with readers outside this demographic.
Additionally, the chapter critiques mass-charity industrialization and offers a more intimate, community-driven alternative. In an era of performative giving and donor fatigue, Collins’s emphasis on thoughtful, efficient philanthropy remains relevant. His approach diverges from mainstream giving models by advocating do-it-yourself generosity rooted in control, trust, and impact rather than recognition.



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