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Getting Started

Fear of buying at the top, and what the fear costs

Almost everyone starting out worries about investing the day before a crash. The worry is reasonable; acting on it usually is not.

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The theory of fear of investing at the wrong moment is well covered elsewhere. This is about the version you meet in practice.

What holds up in practice

  • Market peaks are only identifiable after the fact.
  • Anticipated regret drives more delay than any assessment of probability.
  • Both waiting and investing have a cost; only one of them is visible.

The fear is about regret, not returns

The scenario people rehearse is not a loss but a specific humiliation: investing on Monday and watching it fall on Tuesday. That is anticipated regret, and it responds to how vivid an outcome is rather than how likely it is.

The equally possible outcome of waiting while prices rise is not rehearsed, because there is no moment of blame attached to it. The asymmetry is in how the two are imagined, not in how they turn out.

Tops are named afterwards

A market peak is a data point identified in hindsight, once the subsequent path is known. Prices spend a great deal of time near recent highs during rising periods, which is what rising means. Refusing to invest near a high therefore rules out much of the time available to invest.

Nobody rings a bell, and the people who claim to have heard one are recalling selectively.

Waiting has a price that never shows up

The cost of investing before a fall appears on your statement in red and is unforgettable. The cost of having waited appears nowhere, because the money you did not make leaves no trace.

That invisibility is why delay feels safe while being a real economic choice. Writing down the price on the day you decide to wait creates the missing record.

Defusing it mechanically

A schedule removes the decision: a fixed amount on a fixed date is not a judgement about valuation. Phasing entry over a defined number of months reduces the worst case at a known cost to expected return, and it must have an end date. Automating the transfer means the decision is made once, in calm conditions, rather than monthly under uncertainty.

None of this improves the expected outcome; it improves the odds that you follow through, which is usually the binding constraint.

What it would take to be right

Timing entry requires being correct twice: about when to stay out and about when to come back. The second decision is harder because it has to be made while prices are falling and the reasons to stay out sound strongest.

Evidence on the reliability of market timing by professionals is not encouraging, and amateurs face the same problem with less data. This is a reason to sidestep the question rather than to try to answer it better.

Adjust the size of it until it is something you would actually do tired.

An honest caveat

Entering shortly before a substantial decline does happen, and to some people it will happen. The remedies are horizon, allocation and continued contributions, not prediction. Anyone promising that a particular moment is safe is describing a claim that cannot be supported.

For a decision involving a large sum relative to your wealth, regulated advice where you live is the appropriate step.

The takeaway

You cannot avoid buying before a fall. You can make it survivable in advance.

Small and repeatable beats ambitious and abandoned, almost every time.

Questions readers ask

What if a crash starts next month?

Then your allocation and horizon do the work, and continued contributions buy at lower prices. That is what the plan is for; it is not a scenario to be predicted away.

Is it ever sensible to hold off?

When the money is needed soon or is not yet spare, yes. Holding off because prices seem high is a judgement about the market rather than about your circumstances.

Getting Startedregrettiminganticipated regretstarting
Alastair Nguyen
Editor, The Investment Habit

Alastair edits The Investment Habit and believes most investing content is entertainment sold as advice.

Also by Alastair Nguyen