№3 in the series
a working paper on distributions, total return, and friction · No.3 in the series · drewbreyer.com
an old farmer’s rhyme, quoted in John Burr Williams, The Theory of Investment Value (1938)3
The harder we look at the dividend picture, the more it seems like a puzzle, with pieces that just don’t fit together.
Fisher Black, “The Dividend Puzzle,” Journal of Portfolio Management (1976), p. 52
Abstract
We compare three strategies often presented as income. In the dividend model, an investor who sells 3% of her shares each year has the same pre-tax terminal wealth as an investor paid a 3% dividend. Under the displayed tax assumptions, the seller pays 34% less cumulative tax for the same withdrawals. A covered call exchanges returns above a strike for a monthly premium; at the modeled retail terms, its median terminal wealth is 21% lower over 30 years. At the stated daily-reset costs, modeled median growth is 6.7% at 2× and 4.8% at 3×, versus 7.0% for the index. Each comparison is a total-return result under stated assumptions, not a claim that the strategy has no legitimate use.
A note on posture
Dividends, option premiums, and leverage are real financial mechanisms. A preference for dividends can change diversification and tax timing; a call premium is compensation for giving up returns above the strike; leverage changes both exposure and path dependence. The paper separates those mechanisms from the way products are labeled, then identifies cases where each strategy may fit.
№ I — MEASURED + MODELED
A cash dividend transfers value from the company to the shareholder, and the share price adjusts on the ex-dividend date. The model compares that payment with an equivalent investor-directed sale, then isolates the tax-timing difference under the displayed assumptions.
Nominal units only. Every instrument here compares a strategy against the index under identical draws, so the deflator cancels — there is no real/nominal toggle.
Same company, same growth, same spending money. The only thing the dividend changes is the tax bill.
…given a firm’s investment policy, the dividend payout policy it chooses to follow will affect neither the current price of its shares nor the total return to its shareholders.
Under the displayed taxable-account assumptions, recurring dividend tax reduces reinvested wealth each year.
It puzzles them that we relish the dividends we receive from most of the stocks that Berkshire owns, but pay out nothing ourselves.
№ II — MEASURED
Reliability can mean stable aggregate market dividends, stable company-level payments, or stable household cash flow. The historical record below separates those claims and shows where company-level cuts have occurred.
S&P 500 dividend payouts fell ~21% in 2009 — the worst since 1938 (−38.6%); ~74 companies cut or suspended.15
2020: 42 S&P 500 companies (nearly 1 in 10) suspended dividends and 25 cut; Q2 2020 saw 639 US issues cut or suspend — the worst quarter since Q1 2009.16,17
Global dividends fell 12.2% in 2020; one company in eight cancelled its payout entirely; UK payouts fell 41.6% underlying in Q3 2020.18
On the ex-dividend morning the price opens lower by roughly (historically slightly less than) the dividend. A dividend is not interest.4,5
Investors treat dividends as disconnected from price; exact reinvestment happens in ~0.7% of holdings — the free-dividends fallacy, measured.8
The honesty card: US aggregate dividends still rose 2.6% to a record in 2020. Reliability failed company-by-company and abroad — not in the US total.18
When reliability mattered most, the checks were cut — and the price had already told you.
Many individual investors, mutual funds and institutions trade as if dividends and capital gains are disconnected attributes, not fully appreciating that dividends result in price decreases.
№ III — MEASURED + MODELED
A covered call is a trade, not a yield: you sell the market’s best months to strangers, in advance, at a discount that only looks generous next to a money-market rate. The monthly payment is real. Its economic source is the question.
premium ≈ 2.08%/mo · P(capped) = 54.9% · horizon 30y
You keep the bad months, cap the good ones, and are paid a fixed fee for the difference.
The premium is real compensation for selling returns above the strike, reduced by product costs.
Derivative-income ETFs: ~$1B AUM (2018) → ~$100B (Nov 2024) → ≈$145B by mid-July 2025, absorbing ≈$31.5B of net flows in H1 2025 alone and more than $100B over the trailing three years. Asset growth does not change the underlying option exposure.27,29,41
Price targets, downside protection, and income generation are diversions.
These strategies are mechanically expected to underperform their underlying equity, and increasingly so at higher targeted levels of distributions.
№ IV — MEASURED + MODELED
Modest leverage has a serious academic case under specific objectives and implementation assumptions. Daily-reset products add fees, borrowing costs, and path dependence. The model below separates the leverage idea from the retail wrapper used to obtain it.
median growth at L = 3.0×: 4.8%/yr · 1× index at 3bp: 7.0%/yr
Leverage can increase expected growth over part of the modeled range. Fees, borrowing costs, volatility, and daily resetting narrow that range.
The two-day reset
The underlying rises 10%, then falls 1/11 — a round trip to where it began. The 2× fund does not come back.
Same path, different result: daily resetting leaves a 1.82% loss over the two-day round trip.
…inverse and leveraged ETFs that are reset daily typically are unsuitable for retail investors who plan to hold them for longer than one trading session, particularly in volatile markets.
№ V — MEASURED
Each mechanism can serve a defined liability, risk, or implementation need. The useful question is whether that need justifies the exposure, tax treatment, and recurring cost.
| The product | Stated use | The measured record | Plain description |
|---|---|---|---|
| BXM vs S&P 500 (since 1986) | equity return with less risk, plus “income” | 8.50%/yr at 10.6% vol vs the S&P’s 9.80%/yr at 14.9% (6/1986–12/2018). Competitive Sharpe — at the price of the market’s best months.23 | equity exposure with an upside cap |
| QYLD vs QQQ (since 2013) | a ~12% distribution rate | 8.9%/yr total return vs QQQ 19.4%/yr; $10,000 → ~$28,500 vs ~$92,700; price-only −27.8%.24(as of 2026-06-30) | Nasdaq exposure with monthly call sales and a 0.60% fee |
| JEPI vs S&P 500 (since 2020) | equity-like return, bond-like volatility | 10.91%/yr at NAV vs the S&P’s 18.53%/yr total return; $10,000 → $18,670 (the sponsor’s own sheet).25(as of 2026-05-31) | lower-volatility equity with an option-income overlay |
| TSLY vs TSLA (since 2022) | a ~51% headline distribution rate | price −86% split-adjusted (two reverse splits, 10× cumulative); total return with distributions ~+14%/yr NAV — roughly half of TSLA’s ~24%/yr.26(as of 2026-06-30) | Tesla exposure with recurring call sales |
| TQQQ 2022 vs QQQ 2022 | 3× the Nasdaq, daily | calendar 2022: TQQQ −79.1% vs QQQ −32.6%; the recovery needed is +378% vs +48%.38(as of 2022-12-31) | 3× daily exposure with path dependence |
| SQQQ (since inception) | −3× the Nasdaq, daily | since 2/11/2010: −46.0%/yr; $10,000 → $0.40.38(as of 2026-07-07) | inverse daily exposure intended for short holding periods |
Myth check, both directions: covered calls are not risk-free yield — they are net-long equity with the upside sold, and the downside stays yours19. A dividend is not interest — the stock opens lower on the ex-date by roughly (historically slightly less than) the dividend4,5. And the covered-call record is not all grim: the BuyWrite index earned a competitive Sharpe ratio over three decades, at the price of the market’s best months23. None of the claims in this paper’s favor need exaggerating; the identities are enough.
These promises are priced against a moving target: even the index’s own decade forecast doubled inside two years — one major bank moved its 10-year S&P estimate from 3% to 7%. → A Wide & Deep Pond, §VI: High water
A covered call is legitimate exactly where its cash flows match a real liability: a known spending need on a known date, a mandate that must convert some equity upside into current payments, or an institution writing at scale. It does not create a return source that was absent from the underlying portfolio. If you want 10% a year from an index that grows at 7%, the extra 3% must be manufactured from principal, premium, or tail — there is no fourth ingredient.
There is a serious academic case for modest leverage early in a saving life (lifecycle investing — see References), implemented with cheap broad instruments and the ability to maintain it through adverse paths. Many retail products instead offer 2–3× daily-reset exposure to volatile market segments at roughly 1% annual fees plus financing. Their prospectuses describe the intended daily objective and holding risk.
Receiving a dividend is not itself a problem. Selecting primarily for yield can narrow the opportunity set, introduce factor tilts, and accelerate taxable income. A planned sale is an alternative source of household cash flow whose tax and transaction effects should be compared directly.
The sleeve rules from №2 apply unchanged to option “income” strategies. → A Wide & Deep Pond
Dividends are not investment returns. They are not free money.
Units. Nominal only. Every instrument here compares a strategy against the index under identical draws, so the inflation deflator cancels exactly; there is no real/nominal toggle. Returns are lognormal in log space; geometric inputs convert with ln(1+g).
Y1 — the relabeling machine. Deterministic, annual, per $1. The payer’s share price grows (1+g) then pays a δ dividend; the seller sells the same fraction δ of shares (basis $1/share, never repurchased). Pre-tax terminal wealth is identical to machine precision. Tax: payer τ_d·dividend; seller τ_g·proceeds·(1 − 1/Q). DRIP leg: W ← W·(1+g)·(1 − δ·τ_d); the annual drag is δ·τ_d. Withdrawals and taxes are applied at year end, so the model does not represent intra-year tax timing.
Y2 — covered calls. Monthly. m_mo = ln(1+g_m)/12, s_mo = σ_m/√12. Premium from Black–Scholes with σ_iv = σ_m + vrp, r = g_cash, T = 1/12. Per month the covered factor is (min(G,k) + c)·(1−fee)^(1/12) under the same draw as the index. Live cross-check: E[G] = 1.00673, E[min(G,k)] = 0.98468, P(capped) = 54.9%, premium = 2.08%/mo. MC: 4,000 base → 8,000 effective (antithetic), CRN with the index.
Y3 — leverage. Continuous frontier growth(L) = L·m + (L − L²)σ²/2 − fee(L) − max(0, L−1)·(g_cash + 0.5%), fee(L) = 3bp at 1× else 0.95%. Growth-maximizing L in this continuous approximation: frictionless 3.14, with the stated frictions 1.78. This is an objective-specific model result, not a recommended allocation. Live cross-check: 1× 6.97%, 2× 6.74%, 3× 4.78% per year. The daily-reset truth simulation uses 252 steps/yr, w ← max(0, w·(1 + L·(e^{r_d} − 1) − cost_d)), seed 42, antithetic. Growth-rate: 0.0467 log/yr at 3×.
Gap-risk caveat. Overnight gaps beyond −1/L are not modeled; real leveraged funds can and do terminate. The two-day reset exhibit is exact: +10% then −1/11 returns the underlying to 1.0000 while the 2× fund lands at 0.9818.
Tax constants. Qualified-dividend and long-term capital-gains rates share brackets (0/15/20%, 2025 IRS thresholds); both sliders default to 15%. The model does not select a filing status, account type, state tax, NIIT status, or holding-period qualification. Basis step-up at death per IRC §1014 is relevant only to the no-liquidation comparison. This is a simplified federal-tax illustration, not tax advice.13
Market-data methodology. Product-table figures are computed from dividend/split-adjusted price series and corroborated against totalrealreturns.com and financecharts.com, pinned to their as-of dates.38
Further watching
This paper’s synthesis follows the academic literature these videos popularized.
In the series
Series indexSolved Problems in Personal Finance
№1 The Arithmetic of Fees·№2 A Wide & Deep Pond·№3 The Yield Illusion·№4 The Myth Ledger·№5 Retirement Money Secrets: An Evidence Review·№6 The Employer Stock Transition Guide·№7 The House Percentage: A Note for Michael Batnick·№8 What Money Is For·№9 The Bearer Asset: Bitcoin, Crypto, and the Price of Control
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