Shares of Sears Holdings (NASDAQ:SHLD) popped last Thursday after Memento S.A., a Swiss family office, announced that it owns nearly 2 million shares of the company and recommended that Sears Holdings either go private or take other measures to crack down on short-selling.

Some traders are engaged in illegal "naked shorting" of the stock -- selling it short without first borrowing the underlying shares -- according to Memento (other experts dispute this assertion). The family office further stated, "We believe Sears has the potential for strong financial performance once it addresses a few critical concerns including, among others, the high volume of short-selling activity in its shares."

It didn't take long for Sears Holdings stock to surrender virtually all of its gains from last Thursday. Indeed, while short-selling has contributed to Sears stock's downward trajectory, the main reason for its dreadful performance is that Sears Holdings is a failing company.

SHLD Price Chart

Sears Holdings Weekly Stock Performance. Data by YCharts.

Sears Holdings has been hemorrhaging cash for years

It would be one thing to blame short-sellers for Sears Holdings' single-digit stock price if the company was just having a bad quarter, or even a bad year. However, Sears has been losing gobs of money for many years.

Free cash flow turned negative more than five years ago and only got worse thereafter. Since 2014, Sears Holdings has consistently burned at least $1.5 billion of cash annually.

SHLD Free Cash Flow (TTM) Chart

Sears Holdings Free Cash Flow (TTM). Data by YCharts.

Furthermore, the company's customer base is evaporating. Last quarter, revenue plunged 27% year over year to $3.66 billion. Sears has closed nearly 400 stores in the past year -- which should theoretically send more business to the remaining stores -- but the company has still posted a double-digit decline in comparable-store sales year to date.

No recovery in sight

Sears Holdings CEO Eddie Lampert (who also owns about half of the company) remains defiant about the company's chances of survival. Sears initiated a deep cost-cutting program earlier this year. Lampert believes this will drive a big improvement in profitability in 2018. However, his outlook seems overly optimistic, given that the cost cuts barely made a dent in Sears Holdings' losses last quarter.

Meanwhile, Sears Holdings has had to sell assets at a rapid pace just to pay the bills. At the end of 2016, it owned 360 large-format stores across the Kmart and Sears brands (the rest are leased). For comparison, it owned 662 large-format stores just two years earlier.

The exterior of a Sears full-line store

Sears Holdings has sold hundreds of properties in recent years. Image source: Sears Holdings.

Sears Holdings has sold about $1 billion of real estate this year, which has likely reduced the number of stores it still owns to fewer than 300. It's becoming increasingly clear that the company is running out of real estate to sell, as some stores are needed as collateral for various loans. As a result, Sears Holdings is likely to run out of money within a year or two.

Missing the point

It's quite plausible that Sears Holdings stock would trade at a higher level if short-selling were curtailed. There's a sharp dichotomy of views about Sears Holdings today; some investors see the company as a "deep value" play because of its brand and real estate assets, while the majority think bankruptcy is inevitable. Most Sears Holdings stock is owned by "true believers." Thus, without short-sellers, there would be hardly anyone looking to sell.

Indeed, Memento acknowledged (in a backhanded way) that the stock price has spiked whenever it has temporarily stopped lending its shares. If the company were to go private or find another way to curtail short sales, Sears Holdings stock could move sharply higher.

However, the main reason why Sears Holdings stock has lost 97% of its value since 2007 has nothing to do with the mechanics of stock trading. The stock has fallen simply because it looks increasingly likely that the company's plunging revenue and persistently negative free cash flow will eventually culminate in bankruptcy. A crackdown on short-selling might spark a brief rally, but in the end, shareholders who hold on will probably lose their entire investment.

Adam Levine-Weinberg has no position in any of the stocks mentioned. The Motley Fool has no position in any of the stocks mentioned. The Motley Fool has a disclosure policy.