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A Budget for Speculation: Can Stock Picking and Passive Investing Coexist?

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A Budget for Speculation: Can Stock Picking and Passive Investing Coexist?
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There is a wonderfully boring argument for how to build wealth in the stock market.

Buy a diversified collection of productive businesses. Keep buying. Reinvest the dividends. Avoid panicking. Wait a very long time.

For most individual investors, broad-market index funds make this remarkably easy.

There is only one problem.

Stock picking is fun.

Not for everybody, certainly. But for a particular kind of investor, researching individual companies scratches an itch that an index fund simply doesn't. There is a puzzle to solve. A judgment to make. A possibility that everyone else has missed something.

Maybe a company is temporarily unpopular. Maybe a promising business is buried beneath ugly quarterly numbers. Maybe the market has underestimated some technological change. Maybe you have found the proverbial $10 bill lying on the sidewalk.

And, hovering somewhere behind all that sober analysis, there is another possibility:

What if this one really takes off?

This creates a peculiar conflict.

The investor may intellectually believe that diversified, long-term investing is the more dependable path to wealth while simultaneously finding individual stocks much more interesting.

The usual solution is straightforward: suppress the second impulse.

But perhaps there is another possibility.

Instead of trying to eliminate the desire to speculate, give it a budget.

Two jobs that investing can accidentally acquire

Investing is ordinarily supposed to perform an economic function: move money from the present into assets that may produce more purchasing power in the future.

But investing can quietly acquire a second function.

It can provide stimulation.

Picking stocks offers prediction, competition, uncertainty and the possibility of being dramatically right. A broad-market ETF containing hundreds of companies does not usually produce the same sensation.

And that distinction is not purely philosophical. Behavioral-finance research has found measurable links between personality and trading behavior. In a study combining Finnish stock-trading records with tax data, driving records and psychological profiles, Mark Grinblatt and Matti Keloharju found that investors who scored higher on measures of sensation seeking and overconfidence traded more frequently, even after controlling for factors such as income, wealth, age and occupation. Grinblatt and Keloharju, “Sensation Seeking, Overconfidence, and Trading Activity,” The Journal of Finance (2009)

In other words, at least some trading appears to satisfy something beyond the sober optimization of future wealth.

If I put $1,000 into an index fund, I am principally trying to build wealth.

If I spend three evenings studying a small company and decide its shares are seriously undervalued, something else has entered the picture. I am still trying to make money, but I am also testing an idea.

That distinction matters because the optimal strategy for building wealth is not necessarily the optimal strategy for making investing interesting.

Perhaps they should not have the same budget.

The core and the satellite

There is already a name for portfolios built around this distinction: core-satellite investing.

The basic architecture is simple.

Most of the portfolio forms a diversified core. A smaller portion is reserved for investments in which the investor wants to take a more active view.

Vanguard describes the approach in essentially these terms: a broadly diversified, often index-based core is combined with smaller active or direct-investment “satellites.” The point is not that passive and active investing are mutually exclusive, but that they can be assigned different roles within the same portfolio. Vanguard, “Core-satellite investing”

The precise proportions can vary enormously. For illustration, imagine:

  • 85% in diversified funds
  • 15% in individually selected stocks

There is nothing magical about 85 and 15. Someone could reasonably choose 90/10, 80/20 or another allocation appropriate to their circumstances and tolerance for loss.

The interesting feature is the boundary itself.

Suppose I become convinced that four individual companies are unusually attractive investments. Instead of allowing those ideas to become my retirement strategy, I divide the speculative 15% among them.

Now I can be substantially wrong.

One company can disappoint. Another can collapse. I can discover, painfully, that my brilliant valuation thesis was merely an elaborate way of misunderstanding an income statement.

But those mistakes occur within a fenced portion of the portfolio.

Meanwhile, the other 85% continues doing something much less exciting: owning large numbers of companies and compounding.

The arrangement creates a kind of financial firebreak.

Don't sell every winner at 10%

Once speculation has been given a budget, another question appears.

When should a successful stock be sold?

An appealing answer is to choose a fixed profit target:

Sell whenever the stock rises 10%.

It feels disciplined. It eliminates indecision. It locks in wins.

But there is a strange problem with this rule.

The better an investment turns out to be, the sooner the rule removes it.

Suppose you genuinely identify a company whose prospects are much better than the market realizes. Its shares rise 10%, but the underlying business continues improving and remains undervalued.

Automatically selling because the number on the screen has reached 110% of your purchase price confuses price movement with investment thesis.

A better question might be:

Why did I buy this in the first place, and is that reason still true?

An experimental position might reasonably be sold because:

  • the market has recognized the value you originally saw;
  • new information has invalidated the investment thesis;
  • the business has deteriorated;
  • a substantially better use for the limited speculative capital has appeared; or
  • the position has grown so much that it threatens the portfolio's intended risk structure.

That last case produces an especially interesting possibility.

Let speculation feed the boring portfolio

Suppose our imaginary portfolio begins like this:

$85 diversified

$15 speculative

Now imagine that the stock picks perform extraordinarily well.

Eventually the diversified investments are worth \$95 while the speculative investments have grown to \$30.

The speculative sleeve has become almost one-quarter of the portfolio.

One response would be:

Excellent. I'm clearly good at this. Let's keep going.

That response contains a psychological trap.

A run of successful trades can increase confidence faster than it demonstrates skill. Research on individual investors has repeatedly found that frequent trading can be costly. In one large brokerage-account study, Brad Barber and Terrance Odean found that the most active traders substantially underperformed less-active investors on a net basis. Their central conclusion was memorable for a reason: excessive trading can eat away at returns. Barber and Odean, “Trading Is Hazardous to Your Wealth,” The Journal of Finance (2000)

There is another option.

Sell some of the experimental holdings and move the proceeds into the diversified core.

Perhaps the portfolio returns to something around its original proportions.

Something fascinating has now happened.

Money that entered the portfolio as speculative capital has changed jobs.

A successful stock pick has produced gains, and some of those gains have now become diversified long-term investments. They no longer depend upon that particular company, that particular thesis or even the investor's continuing ability to pick stocks.

The risk has been harvested.

This suggests an asymmetric rule:

Speculation may feed the core. The core does not need to feed speculation.

If the experimental portfolio shrinks from 15% to 11% because several investments perform badly, there is no requirement to sell index funds just to replenish it.

New contributions might eventually bring it back toward the desired allocation, or the investor might simply allow the speculative portion to remain smaller for a while.

But when speculation becomes unusually successful, some of that success can be transferred permanently into the compounding engine.

It is a ratchet.

Failure is bounded.

Success can make the foundation stronger.

The appetite gets a plate, not the pantry

There is a behavioral argument for this structure that may be more important than its mathematical one.

Imagine an investor who genuinely enjoys picking stocks.

The theoretically pristine recommendation might be to stop doing it entirely.

And perhaps that investor complies.

For six months.

Then a fascinating company appears. Or artificial intelligence stocks go berserk. Or uranium becomes exciting. Or everybody starts discussing some biotechnology breakthrough. Suddenly a portfolio that had been peacefully indexing begins acquiring increasingly adventurous positions.

A rule that ignores someone's temperament may be less durable than a slightly imperfect rule designed around it.

That is why a speculative allowance can function almost like behavioral risk management.

The appetite gets a plate.

It does not get the pantry.

This framing also helps make sense of some of the demographic findings in behavioral finance. In a well-known study of more than 35,000 brokerage households, Brad Barber and Terrance Odean found that men traded 45% more than women, while the additional trading was associated with lower net returns. The effect was even larger among single investors. The authors interpreted the result through the lens of greater overconfidence among men in financial decision-making. Barber and Odean, “Boys Will Be Boys: Gender, Overconfidence, and Common Stock Investment,” The Quarterly Journal of Economics (2001)

That should not be turned into a cartoon in which every young man is genetically programmed to day-trade biotech stocks from a gaming chair.

But it does support a broader point.

Some investors are especially attracted to action.

And action itself can become part of what the market is selling them.

A portfolio strategy can acknowledge that fact without allowing the sensation of risk to determine the fate of all their savings.

There is still a cost

None of this makes speculative investing free.

If 15% of a portfolio consistently underperforms the broad market, the investor is sacrificing returns that could have been earned simply by indexing that money too.

The speculative sleeve therefore deserves a scoreboard.

One useful question is:

What would this money be worth if I had simply invested it in the core instead?

That comparison should include everything.

Not merely the glorious stock that doubled.

Also the stock sold at a loss.

The one that sat underwater for eighteen months.

The cash left on the sidelines waiting for a compelling opportunity.

Trading costs, where relevant.

Dividends.

And every unexciting index gain that occurred while the investor was hunting for something cleverer.

The comparison should probably be made over years rather than weeks.

A person who beats an index for three months has demonstrated roughly what someone who flips five heads in succession has demonstrated: something interesting happened.

Skill becomes much harder to distinguish from luck.

This is another place where the pantry metaphor matters.

A speculative allowance should be large enough that success is meaningful, but small enough that the investor can look at several years of disappointing results and calmly conclude:

Perhaps this activity is something I enjoy more than something I am unusually good at.

That is useful information too.

Maybe the goal isn't to stop picking stocks

There is a tendency in personal finance to frame good behavior as the elimination of bad impulses.

Don't spend.

Don't speculate.

Don't check the market.

Don't attempt to outperform it.

Often that advice is correct.

But there is another school of thought worth considering: build systems in which ordinary human impulses have somewhere safe to go.

Someone who loves researching companies does not necessarily need to choose between becoming a passive-investing monk and turning retirement savings into a miniature hedge fund.

There is middle ground.

Build the wealth machine first.

Give speculation a clearly bounded workshop next door.

Give the appetite a plate.

If the experiments fail, the walls hold.

If they succeed, periodically carry some of the proceeds across the courtyard and add another brick to the main building.

Over decades, that might produce a pleasant outcome.

The investor gets the intellectual pleasure of occasionally being right about an individual company.

But being wrong never gets permission to decide their financial future.

Give speculation a budget.

Then let the boring money snowball.


This article discusses an approach to portfolio design for educational purposes rather than recommending a particular asset allocation, security or trading strategy. Investments can lose value, including diversified funds, and an appropriate portfolio depends on an individual's financial circumstances, time horizon and tolerance for risk.


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