Stock Market All-Time Highs: Why Most Investors Are Already Too Late

Stock market all-time highs trigger caution, yet the S&P 500 closed at a new record of 7,022.95 on 15 April. The index surpassed its previous peak set in January. The index fell nearly 10% during the height of recent conflict. It then gained more than 11% from its lows in ten trading sessions.

The Nasdaq completed its 11th consecutive positive session in the same fashion. Headlines screamed "crisis" while the recovery unfolded faster than most investors predicted.

This piece gets into why waiting for the "right time" means missing the best returns and what historical data reveals about investing during uncertainty.

The Gap Between Caution and Opportunity

At the time the market dropped, investors stepped aside

Fear drives most selling decisions. The 2008 banking crisis saw markets crash as credit froze and major financial institutions failed. Investors sold in panic and feared total collapse. Even those with long-term plans pulled money out. The pattern repeated in March 2020 when COVID-19 shut down economies worldwide. Markets fell sharply, businesses closed, and uncertainty peaked. Many sold their holdings right away and were convinced no recovery would come.

This reaction appears rational in the moment. Your portfolio drops 20%, 30%, or more in weeks. Headlines suggest worse ahead. Selling feels like the only way to stop the bleeding. Yet this instinct locks in losses at the wrong time. Those who sold at the bottom in both 2008 and 2020 missed the rallies that followed.

The mathematics works against anyone stepping aside during downturns. A 34% drop requires a 51.6% gain just to break even. Global stocks have achieved an 8.8% annualised return since the MSCI World Index's inception. Recovery seems distant at that pace. But this calculation ignores how bull markets unfold.

The recovery happened faster than expected

The COVID-19 crash became the fastest recovery in 150 years of market history. Despite a sharp 19.6% decline over roughly one month, the stock market recovered to its previous level in just four months. This speed defied all historical precedents. The December 2021 bear market, triggered by the Russia-Ukraine war and intense inflation, recovered in 18 months.

Average recovery times tell an instructive story. Downturns of 5%–10% recover within three months. Corrections between 10% and 20% take an average of eight months to reverse. Markets have recovered within one to two years, even during milder recessions.

Bull markets generate returns well above stocks' long-term average, with much of the gain arriving early. The S&P 500's annualised total return sits at 10.8% since 1925, but bull market returns average 23.7% annualised. Recovery happens faster than the long-term average would suggest because early-stage bulls reach breakeven points quickly.

The best days cluster near the worst ones. Missing the S&P 500's 10 best days reduced the average annualised total return from 6.06% to just 2.44% between January 2000 and December 2019. Miss the best 20 days and return flat to zero. 60% of the best 10 days fell within two weeks of the worst 10 days. You cannot capture the recovery without enduring the volatility.

New all-time highs arrived while cash sat idle

Record amounts now sit in money market funds. The total value reached €6.97 trillion, with retail investors holding approximately €2.00 trillion. These funds offered attractive yields since 2022 after central banks raised rates. The S&P 500 climbed 80% from its October 2022 low.

Cash holders waited for better entry points that never came. Someone who sold at the end of December 2008 would have €123,093.11 despite investing €152,673.62. They avoided the March 2009 bottom, but waiting until January 2010 to reinvest cost them. Their portfolio reached roughly €711,840.75 by February 2020. Someone who stayed invested accumulated €854,972.27, ahead by nearly €143,131.52.

The gap widens further for those who sold during downturns and stayed in cash longer. An investor who sold after a 30% market drop and remained in cash would have just €499,881.10 after more than 45 years, despite investing €4,771.05 annually. The buy-and-hold investor accumulated €5.82 million over the same period.

Stock market all-time highs don't signal danger. The broad US equity market set 1,325 all-time highs along its path since 1950, averaging over 17 each year. Waiting for corrections from these peaks rarely pays off. Corrections greater than 10% occur only 9% of the time, one year from each all-time high in the S&P 500.

What Happens When You Wait for the 'Right Time'

Deciding when to sell proves difficult enough. Figuring out when to buy back in becomes exponentially harder.

The re-entry problem gets worse each day

You exit the market and the fear of missing further gains or the anxiety of re-entering at the wrong time paralyses your decision-making. This uncertainty guides you to prolonged periods of staying out and further compounds the negative effect on investment performance. A lack of a clear re-entry strategy puts you at risk of falling into a cycle of indecision and missed opportunities.

The psychological burden intensifies with each passing day. Investors who pulled money out during the 2008 crisis carried that trauma for over a decade. The amount of scar tissue from that experience prevented many from re-entering even as markets climbed year after year. Jumping out of the market represents a mistake, but staying out compounds it.

Determining the re-entry point presents a more difficult decision than leaving in the first place. You sold during panic. Now you must buy during uncertainty. The market doesn't send clear signals. Headlines remain negative even as prices recover. Much of the recovery has already occurred by the time the conditions are safe enough to invest again.

Missing the original recovery compounds losses

An investor who remained invested in the S&P 500 between 2005 and 2025 would have earned a 10% annualised return. Conversely, if they missed only 10 of the best days in the market, the return would have been 5.6%. Those 10 days, scattered across two decades, cut returns nearly in half.

The Morningstar Mind the Gap study reveals the actual cost of poor timing. Investors earned about 6.3% per year on the average pound they invested in mutual funds and exchange-traded funds over the 10 years ending December 31, 2023. This was about 1.1 percentage points less than the total returns their fund investments generated over that span. Poorly timed purchases and sales cost investors nearly one-sixth the return they would have earned if they had bought and held.

A Wealthfront analysis examined returns from June 1, 1976, to May 31, 2025 and assumed a monthly £95.42 investment in the broad US stock market. Selling at a 10% decline and waiting for a full recovery over 50 years would cost an investor over £1.43 million. Even re-entering after just a halfway recovery would cost an investor over £1.15 million. The 10 best market days in the past 50 years all occurred following steep market declines.

More, every single one of the market's best days occurred following steep declines, with three weeks or less passing since the last disastrous day in every case. You cannot selectively choose the good days while ignoring the bad ones. They cluster together. Missing just three of the highest-return days over a decade reduces cumulative returns by a lot.

Waiting for a pullback that never comes

Investors who pulled out during March 2020 are likely to have low risk tolerance. Many assumed they would buy again once markets stabilised or pulled back to more attractive levels. That pullback never materialised the way they expected.

The S&P 500 bottomed on October 12, 2022, then rallied almost 14% over the next six weeks. The market continued to recover and regained its prior high by the end of 2023, roughly one year after its prior peak. Those waiting for a deeper pullback to re-enter watched from the sidelines as stock market all-time highs arrived instead.

Waiting for a full economic recovery before putting your money back into the market means missing out on substantial gains. The best time to start investing again is almost always now, no matter when it is. Attempting to time the market to put your money back in at a hypothetical perfect time represents a fool's bet for most investors.

Research from Hartford Funds shows that over the past 30 years, 25 of the S&P 500's 50 best days happened during a bear market. Investors who missed the 10 best days during this time frame had 54% lower returns than investors who remained invested. The message remains clear: you must be willing to ride through temporary declines to participate in the advance of equities over the long term.

Stock Market All-Time Highs: A Normal Pattern, Not a Warning

Recordings happen more often than most people realise. The broad US equity market set 1,325 stock market all-time highs along its path to current levels since 1950. That works out to an average of over 17 new peaks each year.

How many new records the market sets each year

The past decade alone produced nearly 260 new highs. The S&P 500 hit all-time highs for 11 days in 2025. Combined with the 57 new highs in 2024, the index reached a total of 93 record highs in less than two years. This ranks as the fifth highest count since World War II, behind only 1965 with 102, 1996 with 116, 2014 with 98, and 2021 with 103.

The S&P 500 recovered from the 2008 financial crisis in 2013. Between then and 2021, the average year experienced 38 days closing at new all-time highs, roughly 15% of trading days. Years such as 2017 and 2021 experienced many more. About 30% of monthly observations were new stock market indexes' all-time highs, with average returns matching those over any period.

The frequency reveals an important truth about equity markets. New highs don't signal danger. They represent the normal path of long-term growth. Markets trend upward over extended periods, which means bull markets spend much of their time at new record highs.

Why all-time highs cluster in successful years

A fascinating pattern emerges when you get into market history. Stock market all-time highs don't happen randomly or evenly throughout the years. They tend to cluster together in certain periods instead.

The S&P 500 experiences clustering of all-time highs, with very few years recording only a handful. Most years feature either 10 or more all-time highs or none at all, emphasising the importance of momentum in investing. The average number of all-time highs stands at 21, but the clustering effect often creates a striking contrast between periods of robust growth and those of relative stagnation.

The reason behind continued climbs after reaching new heights comes down to earnings. Equity markets may face volatility from macroeconomic stress to geopolitical turmoil. Yet over the long term, stock prices have ended up driven by earnings performance. Earnings rise and don't halt abruptly at the time they do. They continue to grow until they decelerate. This phenomenon explains why new highs are followed often by additional peaks, especially in the US market.

Markets reach new highs during periods of economic expansion, earnings growth, and improving investor sentiment. These conditions are associated with periods of market strength. Similarly, these conditions persist for extended periods, resulting in the clustering effect observed in historical data.

The data on returns after reaching new peaks

Analysis of more than 11,000 trading days since 1980 examined one- and three-year forward returns for the S&P 500 and MSCI World indices. The findings challenge conventional wisdom. The average return from investing at record highs is as beneficial as, maybe even better than, investing on any other day.

Three-year forward returns for the S&P 500 and MSCI World, at a record high, exceeded 36% on average. The probability of achieving a positive return is also strong. The year following an all-time high since 1950 saw average total returns for the S&P 500 index of 12.7%, compared to 12.6% for other 12-month periods.

The S&P 500 was higher a year later 81% of the time after reaching a new high. The median return after 12 months was 8.3%. The markets delivered positive returns of 10.6% after three years. The average returns after market highs delivered a 10.2% return over a five-year period. To name just one example, see that the S&P 500 has never been down by more than 10% at the end of a five-year period following any of its all-time highs since 1950.

Historical data for the S&P 500 index challenges the common investor belief that the stock market hitting all-time highs means it's time to step aside. Had you invested only at all-time highs in the S&P 500 Index from 1950 to 2025, some would call this period the worst possible time to invest. Yet your returns would be close to the average return of the index for one, three, and five-year periods.

The Real Cost of Missing the Recovery

Numbers tell a more compelling story than theory. The actual financial consequences of market timing demonstrate the importance of remaining invested.

Two investors, same starting point, different outcomes

Consider three long-term investors who started in 2006. Kim invested €95,421.01 in March 2006, allocated to 85% stock and 15% bonds. She added €4,771.05 per quarter until February 2020. Kim's portfolio grew to over €849,247.00 from a net investment of €367,370.89, despite enduring the financial crisis.

Sam followed the same strategy but sold at the end of December 2008. His account held about €123,093.11 despite investing €152,673.62. He waited until January 2010 to reinvest, seven months into the recovery. Sam's portfolio reached roughly €711,840.75 by February 2020. Kim's portfolio stood ahead by nearly €143,131.52.

Jack sold the same way as Sam but waited until January 2011 to return. His account finished at €609,740.26, over €238,552.53 less than Kim's and more than €100,192.06 below Sam's. The difference between selling and staying invested exceeded €238,000 for similar contribution amounts.

The euro-for-euro effect of staying in cash

Research from Schroders quantifies this cost. £1,000 invested in the FTSE 250 in 1987 and held for 30 years would have grown to £24,686. Missing the index's 30 best days during that period would have left you with £6,878, or £17,808 less.

The Morningstar Mind the Gap study found the average euro invested in funds earned a 6% annual return over the 10 years ended December 31, 2022. The average fund gained about 7.7% per year. Investors missed out on about one-fifth of their fund investments' average net returns, a 1.7% annual gap.

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Transaction costs and timing errors add up

Performance drag compounds these losses. Commissions, advisory fees, expense ratios and account maintenance fees all decrease returns. An investor paying €28.63 in broking commissions to buy and sell 100 shares needs the stock price to rise 2.5% just to recover those costs.

Cash drag creates additional costs. Holding even 0.25% in cash reserves produces a 0.025% performance hit. This penalty adds up over extended periods. Uninformed market timing costs investors about 2% per year, almost double previous estimates.

Why the Best Days Come During the Worst Headlines

Markets behave counterintuitively during crises. The days you feel worst about investing turn out to be the moments you need to be invested most.

The 25 best and 25 worst days cluster together

Seventy-six percent of the stock market's best days occurred during a bear market or during the first two months of a bull market. Seven of the 10 best days happened when the market was in bear market territory in the last 20 years. This clustering reveals a critical pattern: extreme gains arrive when conditions feel most uncertain.

The data becomes more striking when you dissect specific daily movements. Ten of the S&P 500's 20 largest daily gains came within three weeks of one of the 20 largest daily losses. Fourteen of the 20 largest daily losses occurred within three weeks of the 20 largest daily gains. The market lost 7.62% on 9 October 2008, gained 11.58% four days later on 13 October, dropped 9.04% two days after that on 15 October, then surged 10.79% on 28 October.

Fourteen out of the 20 largest daily gains came during years where the market ended negative. Missing these brief rallies meant capturing losses without the offsetting recoveries. Your returns would have been cut in half if you missed the market's 10 best days in the last 30 years. Missing the best 30 days would have reduced returns by 84%.

Volatility peaks when the chance is greatest

Professional investors view volatility differently. Periods of heightened uncertainty create pricing dislocations that disciplined investors can exploit. The same businesses trading at premium valuations one year become available at steep discounts during downturns.

Volatility represents movement, and movement creates entry points. March 2020 showed this perfectly. The VIX hit 83 on 16 March 2020, its highest level ever. Markets not only recovered losses within months but reached new record highs by year-end.

You cannot time the recovery without being invested

Two accurate decisions are required to time markets: when to exit and when to re-enter. The bottom proves impossible to identify in real time. Equity markets delivered large returns in the years following bear markets, with potential for double-digit average annual gains. Those who exited during turbulence missed these original surges.

Investors who switched to cash at the end of March 2020 finished 22% to 27% worse off on average than those who remained invested. Stock market all-time highs followed because staying invested captured the recovery that cash holders missed entirely.

Historical Evidence: Every Drawdown Has Ended in New Highs

Market history provides unambiguous evidence. The US equity market experienced 37 separate corrections of 10% or more since World War II. Each decline varied in severity and duration, yet the outcome remained consistent.

73 separate drawdowns since 1950

Data reveals 37 drawdowns from peak to trough of at least 10% from 1950 through 2025. Of these, 13 qualified as bear markets with declines exceeding 20%. The frequency demonstrates that corrections occur every 2.2 years on average, and bear markets arrive every 5.6 years. Broader analysis identifies 19 major market crashes with varying levels of severity since 1871.

Each one recovered and moved higher

The pattern holds without exception. Researchers tracked the 18 biggest US market declines since the Great Depression. The S&P 500 stood higher five years later in each case. Returns proved strongest after the steepest declines, with the first year following the five biggest bear markets over the last 90 years averaging 71%. The market always recovered and went on to stock market all-time highs, though they varied in length and severity.

The current pattern is not different

The broad trend following peak drawdown points shows repair and recovery consistently. This suggests the current drawdown will follow the historical pattern. Markets recover because businesses create, populations grow, and companies earn profits. Long-term charts of indices show a staircase moving upward despite wars, oil shocks, debt crises, and pandemics. Every dip has led to the new stock market hitting all-time highs.

Final Thoughts

Stock market all-time highs represent progress, not peril. The data makes this point clear: waiting for perfect timing costs you nowhere near as much as temporary volatility ever will. Those who stepped aside during downturns missed the recoveries that followed consistently, whilst those who remained invested captured the gains despite the discomfort.

Your portfolio grows through discipline, not prediction. The best days cluster near the worst ones. Such behaviours make market timing impossible for most investors.

Contact Expat Fiduciary to discuss how we can help you achieve your financial goals and build a brighter financial future.

The market rewards patience and consistency. Every historical drawdown has recovered and moved to new highs. Your best chance of participating is staying invested through the uncertainty.

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