I'm a big Edward Lampert fan, but Sears is not doing well.
I'm convinced it was a big mistake for Lampert to spend $5bn of Sears' cash on stock repurchases. Not a mistake in hindsight, but in foresight: At the time he shouldn't have done it, and should have known not to do it. And I don't think this simply because the stock has declined since then.
Our mutual idol Warren Buffett is famous for his advocacy of share repurchases. He's also famous for stating that an investor should practice diversification only as a protection against ignorance--if you know what you're doing then it's better to put all your eggs in one basket and watch that basket. By both counts, Lampert was doing as our idol advises when he bought back Sears stock--the value of which made up a large proportion of his and ESL's net worth--rather than paying out that cash as dividends, investing it elsewhere, or simply holding onto it.
But I must point out that for all his advocacy, in over 40 years Buffett has never repurchased a single share of his own company's stock, preferring instead to accumulate almost $50 billion of cash at its peak. And I must also point out that Berskhire Hathaway is among the most diversified corporations ever assembled. So the conventional wisdom about Buffett is wrong, or at least has its limits. Buffett himself admitted as such in a little-known sentence from the 1980 Letter to Shareholders:
We, of course, have a corporate policy of reinvesting
earnings for growth, diversity and strength . . .
Of the three stated goals, we're all most familiar with how successful the growth part has been. But don't forget how successful he's been on the other two as well.
By committed so much money to repurchasing Sears shares, Lampert was going for (per share) growth, but neglecting diversity and strength. Sears' remaining shareholders are now more invested in Sears' success than they otherwise would have been (less diversity), and more leveraged as well (less safe).
You inflict those two strikes on yourself and your shareholders only if you get a lot back in return, and you can get a lot back in return for repurchasing shares only if you buy them at a significant discount to their intrinsic value. Washington Post shares in the early 1970s counts. Coca-Cola shares in the mid 1980s counts. Sears shares in the past three years, no matter how optimistic you were, were simply not in the same category.
Lampert did an admirable job of milking Sears' assets, and his decision to cut back on capex may yet prove correct, but buying back shares was a mistake.
Disclosure: Long Berkhire Hathway, no position in Sears.