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I Was Wrong When I Didn't Buy Apple

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Remember when Apple-ites were crazy cultists whose computers would end up in the museum next to the Commodore 64s? I may be typing on a MacBook Air right now, but in the early 2000s, Apple (Nasdaq: AAPL  ) still hadn't fulfilled the expectations created by Steve Jobs' 1997 return. Apples were decaying fruit.

Yet the signs of a turnaround were there. Here's what I saw, and here's how I missed the Red Delicious.

Hard times
BusinessWeek recently reviewed the company's history before Jobs' 1997 return:

It's difficult to remember how far Apple had fallen. Just a few months away from bankruptcy, the company had a dwindling 4 percent share of the PC market and annual losses exceeding $1 billion. Three CEOs had come and gone in a decade; board members had tried to sell the company but found no takers. Two months after Apple's deal with Microsoft, Michael Dell told a tech industry symposium that if he ran Apple, he'd "shut it down and give the money back to shareholders."

The "deal" with Microsoft (Nasdaq: MSFT  ) was a $150 million investment and plans for Microsoft Office for Mac within five years. Wow, knock me over with a feather!

Gates and Dell's (Nasdaq: DELL  ) Dell were the gods, and even into 2000 Jobs has not engineered the hoped-for turnaround. The players had such solid positions that when my friend's young son called his parents in to see that he had spelled "computer" correctly out of those ubiquitous magnetic letters on the fridge, it was actually "D-E-L-L." Microsoft was the software and Dell the box. It was that simple. Apple had grown into a mere afterthought.

IP, whee!
I was far more interested in companies with "real" tech futures -- companies like ARM Holdings (Nasdaq: ARMH  ) , Qualcomm (Nasdaq: QCOM  ) , and Rambus (Nasdaq: RMBS  ) . "IP" companies, licensing their path-breaking technology as intellectual property for use in other products.

I thought, Why bet on software or boxes when you could have the high-margin licensing income? Uh, maybe because companies like Nokia (NYSE: NOK  ) and the semiconductor makers fought with nuclear litigation to avoid paying the license fees. ARM wasn't yet everywhere as it is today, Qualcomm's valuation priced in some fee litigation success, and the semi makers killed Rambus' path-breaking RDRAM. Priced to dream, really.

Yes, I owned them each once, and no, I didn't make any real money.

Hidden in plain sight
Instead of projecting potential license fees from customers who didn't want to pay them, I should have seen what was in front of my eyes. By the time the second iPod with the touch-sensitive wheel came out in October 2002, it wasn't just an early-adopter geek toy. No longer did just a couple of Motley Fool techies have one, but people throughout the company and friends outside. Even I could tell the margins there and with the iTunes music store were great and sales ramping.

But apparently "telling" didn't translate into my rubbing two brain cells together. And there's more.

The meat of the metrics
I didn't know the market was at a bottom from fall 2002 to March 2003, but I'd had enough valuation schooling to see cheap and good opportunities. For part of my portfolio, I was buying cash-rich, free-cash-flow neutral to positive companies for less than two times cash -- the better the business, closer to two; the worse, one and under. It worked out well in the coming bull market, but the key was the process: The protection was there if the market had done nothing.

Apple turned free-cash-flow positive in the quarter ending Dec. 2002, and with two exceptions, never looked back. No one could foresee the future, but the ramping product and music sales meant something.

Plus, shares were at two times net cash, in the low-to-mid teens with quarter -- with $6.15 in cash per diluted share -- around 50% of the market cap. It fit my profile, but I didn't put it on.

Allocation and risk management
It would have made sense to allocate maybe 3% to the opportunity -- not enough to permanently damage the portfolio if Apple turned out to be a crabapple and dropped toward cash it would be burning. But it would move the needle, if -- as happened -- Apple ripened into the tasty Honeycrisp of a cash-minting maker of visionary life-changing products.

Sure, I would have sold at some point on valuation grounds. That's what I do. But in late 2002 and early 2003, the odds were very good indeed for fine return against reasonable risk. My process has evolved, but I stick to it. Then and now, you can't win if you don't trust it and play.

Apple clearly has its finger on the pulse of the digital revolution. However, it's not the only company poised to thrive in this new era. The Motley Fool recently created a report detailing three hidden winners of the iPhone, iPad, and Android revolution. Best of all, it's completely free to our readers. I invite you to grab a copy today.

The Steve Jobs Betrayal
You may already know that in the final year of his life, Jobs revealed a stunning betrayal — and told his biographer, "I will spend my last dying breath... and every penny of Apple's $40 billion in the bank to right this wrong." What was it that made Jobs so irate — and why could it make a few in-the-know investors some major profits over the coming months and years?

Enter your email address below to find out what made Jobs so enraged!

Tom Jacobs is the advisor of Motley Fool Special Ops, a special situations and opportunistic value service that invests mostly in Justin Bieber trading cards. You can email him, follow him on Twitter @TomJacobsInvest, and for a sleep aid, read his other columns.

The Motley Fool owns shares of Apple, Microsoft, and QUALCOMM. Motley Fool newsletter services have recommended buying shares of Apple, Microsoft, and Dell. Motley Fool newsletter services have recommended creating a bull call spread position in Apple and Microsoft. Try any of our Foolish newsletter services free for 30 days. We Fools may not all hold the same opinions, but we all believe that considering a diverse range of insights makes us better investors. The Motley Fool has a disclosure policy.


Comments from our Foolish Readers

Help us keep this a respectfully Foolish area! This is a place for our readers to discuss, debate, and learn more about the Foolish investing topic you read about above. Help us keep it clean and safe. If you believe a comment is abusive or otherwise violates our Fool's Rules, please report it via the Report this Comment Report this Comment icon found on every comment.

  • Report this Comment On December 01, 2011, at 4:08 PM, andyholguin wrote:

    Duh, so you missed the biggest run up of a company in this history of the market, not once but probably twice (early and late Apple). No wonder I did not start making real money in the stock market until I stopped listening to the Market Pundits and started doing what I thought was best: I bought 60,000 shares in Apple at $7 (split adjusted) and still have them-over 10 years later. You do the math. It was easy to see the writing on the wall when Steve Jobs was doing the writing: the iPod and iTunes (first under Mac then to Windows), OS-X then the swing to Intel processors, the new color Macs, etc....They did everything right. Practically never a miss step and continue doing that today.

    I'm glad you have confessed to your crimes but if you ask yourself why I'm sure it can be traced back to a lot the prejudice that the Win/Intel crowd had against all thing Apple. You definitely are writing for an appropriately named organization.

  • Report this Comment On December 01, 2011, at 6:32 PM, mattack2 wrote:

    "plans for Microsoft Office for Mac within five years"

    Umm, NO.

    It was to CONTINUE providing Office for Mac for at least 5 years. Your statement implies that Office wasn't already out for Macs.

  • Report this Comment On December 02, 2011, at 9:14 AM, RD1Chip wrote:

    your statement :

    "and the semi makers killed Rambus' path-breaking RDRAM" Makes me distrust whatever I read in here. RMBS lost the AT case that they brought on in a land slide. From the court transcript, it was obvious that the technology died on its own and not because of some grand scheme by others.

    Your statement is purly emotional because you lost money on RMBS.

  • Report this Comment On December 02, 2011, at 9:32 AM, EquityBull wrote:

    Question now is will you be wrong and not buy apple again here? It trades for about 8 times next years cash flow ex-cash. It will have 1/3 of its market cap in cash by this january. It is growing top and bottom line over 30% yet trades at a PEG under .5.

    Apple is a great opportunity right now to trounce the market over the next couple of years. The market often masquerades stocks at significant discounts and this is one of those cases.

    Huge margins, huge Return on equity, pristine balance sheet, massive earnings growth, diverse product line and large moat.

  • Report this Comment On December 02, 2011, at 11:29 AM, djangophile wrote:

    I'm fearful, (when others are greedy.) Considering the entire world is head-over-heels in love with this stock, and also with Saint Steve, when could there be a better time to sell?

  • Report this Comment On December 02, 2011, at 1:50 PM, Rokclimber1 wrote:

    Oops. Forgot to include equity bulls comments, which I agree with in my last post

    <<

    Question now is will you be wrong and not buy apple again here? It trades for about 8 times next years cash flow ex-cash. It will have 1/3 of its market cap in cash by this january. It is growing top and bottom line over 30% yet trades at a PEG under .5.

    Apple is a great opportunity right now to trounce the market over the next couple of years. The market often masquerades stocks at significant discounts and this is one of those cases.

    Huge margins, huge Return on equity, pristine balance sheet, massive earnings growth, diverse product line and large moat.>>

  • Report this Comment On December 05, 2011, at 10:02 AM, mardams wrote:

    You have a point EquityBull that the author focuses on the right timing of the urgency of investing in Apple Inc. According to the economic analysis, the company is profitable and growing and shows huge profit reaching $18.54.

    Moreover, it is strengthening its healthy balance sheet and now the leader in fiscal strength. Thus, this is the best opportunity for investors in this time and I agree with Tom Jacobs that you can’t when win if you don’t trust and play it; now make your first step.

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5/25/2012 4:00 PM
AAPL $562.29 Down -3.03 -0.54%
Apple CAPS Rating: ***
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QCOM $57.32 Up +0.17 +0.30%
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