3 Lessons From a Decade of Foolish Investing

It's hard to believe, for me at least, that I've been a Motley Fool member for a decade now. Some of you might have passed that milestone a while ago while others might be just getting to know us here at the Fool. Either way, I thought I would reflect back at three of the most important lessons I've learned from hanging around other Foolish investors these past 10 years.

Dividends are dynamic
When I first discovered the Fool a decade ago I was a broke grad school student looking to get my financial future started on the right foot. I didn't have a lot to invest in those days; in fact, my first stock purchase was $50 worth of Sun Microsystems. While that purchase didn't end up making me as rich as I thought it would, it started me on a very profitable journey.

It was in sitting and watching Sun do nothing that the Fool taught me about the wonderful world of dividend-paying stocks. Not making a whole lot of money at the time, I loved the idea that my money could make money for me. I got hooked on buying dividend-paying stocks and seeing the income credited to my account every few months.

Two of my early investments have really stood out in my mind. Early on in my income investing days I discovered the dynamically high-yielding MLPs that could be found in the energy sector. After much research I chose midstream operator Enterprise Products Partners  (NYSE: EPD  ) , and not that long after found oil and gas producer LINN Energy  (NASDAQOTH: LINEQ  ) . Both paid very well, and in listening to the management teams on conference calls I felt like they could be trusted. Best of all, each had a solid business plan that even I could understand.

Both companies have produced excellent returns for me over the years by consistently raising distributions and prudently growing. I have little doubt that both companies will still be in my portfolio a decade from now having provided substantial income along the way. The lesson here is that holding dividend payers for the long term is a winning strategy.

Growth is great
While I love income, I'm still a young investor and need to grow my portfolio if I ever desire to retire. Finding great growth stocks and holding them despite the pull to cash out has been a really interesting endeavor. I don't want to count how many great growth stocks I've owned but sold way too early.

I, like many investors, have an Apple story. I watched and waited and finally couldn't take it anymore so I bought shares at $90 each. I promptly sold a week or so later when those shares hit $100. It's one of many stories where I sold a great stock way too early and didn't earn as much as I should have.

In listening to my fellow Fools, I decided that I was going to let my winners run, meaning that I wasn't going to sell a great growth stock again, unless the fundamentals really start to deteriorate. That's served me well and I'm proud to say that's led to a near 1,000% gain in shares of pharmacy benefits manager Catamaran and high-triple-digit gains in a number of other great growth stocks. The lesson I've learned is that growth is great, but you have to hold on to it.

Options give you, well, options
Like many investors I've made my share of mistakes, but few as costly as those I've made with options. Like many eager option beginners I was drawn to the outsized gains possible by purchasing calls. More often than not I lost every penny.

More than anything I wanted to learn how to use options prudently, and I discovered that writing options to buy stocks cheaper or sell them dearer led to much more frequent profits. Today you'll often find me writing puts on stocks like Heckmann  (NASDAQOTH: NESC  ) or Seadrill  (NYSE: SDRL  ) in order to buy shares cheaper. I want to own a piece of Heckmann's business because I can get behind its model, which is dedicated to solving the environmental issues surrounding fracking. Meanwhile, Seadrill is perfectly positioned to benefit from the amazing growth of deepwater drilling.

While I think both will outperform over the long term, neither traded at prices I wanted to pay, and having been through my share of corrections over the years, it wouldn't have surprised me to see shares fall the day after I bought them. In both cases I chose to write puts in an effort to buy shares cheaper, or at least earn income while trying. The lesson I've learned with the Fool's help over the years is that options really do give you options when buying a stock.

Final foolish thoughts
It's taken a while, but I've discovered the type of investor I am. I've learned that for me it's hard to hold on to growth and not take some money off the table, that's why I prefer to earn healthy income from dividends and options so I'm not tempted to cash in too early on a great growth stock. It's been quite the experience but one that's put me on solid financial footing. 

Of all the stocks mentioned, Enterprise Products Partners is one of my most successful investments. It's units have more than doubled in value as the company has increased its payout for as long as I've owned it. Despite low prices for natural gas, Enterprise Products Partners, with its superior integrated asset base, has proven that it can profit from the massive bottlenecks in takeaway capacity by taking on large-scale projects. If you don't know this company, I'd encourage you to click here now to check out The Motley Fool's bra-new premium research report on the company.

Read/Post Comments (12) | Recommend This Article (87)

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 May 10, 2013, at 6:35 PM, SlowDrawler wrote:

    I take the line this dude is thinking long term, not the usual "fill my boots" CEO of instant success and I want the reward NOW!...I'm happy to sit and pass on my Apple Investament.....'slo thinkin' talker...slo thinker

  • Report this Comment On May 10, 2013, at 9:22 PM, RoburInvesments wrote:

    I well written article with some sound advice - if you purchase a companies stocks, you do so because you want to own a part of it and therefore need to believe in it's long term business strategy.

    However it is somewhat ruined by the blatant ticker name dropping!

  • Report this Comment On May 10, 2013, at 10:21 PM, TMFBlacknGold wrote:

    Excellent work here Matt!

  • Report this Comment On May 11, 2013, at 1:32 AM, DennisDenuto wrote:

    The Fool or rather Jeff, Jim and the rest of MFO team also taught me the benefits of using options. For that I will always be grateful.



  • Report this Comment On May 11, 2013, at 10:09 AM, tomd728 wrote:

    Matt......thank you for your insight. While your piece sounds too much a MF infomercial. The last 10 years have certainly been interesting and just when one thinks "we've seen it all" another fiasco such as the market meltdown occurs (which has never really been examined openly).

    As investors we can do everything right before hitting the buy/sell button only to be washed away by an event no one, save the algo freaks, sees coming.

    It would be a noted addition to your piece if you took us out for a ride on HEK since you bought same on a total return basis.

    Keep swinging slugger ........we're counting on you.

  • Report this Comment On May 11, 2013, at 3:57 PM, Hotstock1 wrote:

    Matt, you got it backwards! You're supposed to find out what our investment style is first, then invest. It took you 10 years to find that out!? So many of the kids don't know what they are doing in investments. I have run into two 20-somethings and two 30-somethings in the last three years that have never heard of the phrase "compound interest." What are they teaching in high school if not that? Go to your nearest four-year institution that offers a basic investment class and the next one up (portfolio management). It will serve you for the rest of your life. Nowadays, people can be living longer in retirement than in their working life. That's the first time in history on a large scale. At 65, you have a one-in-four chance of living to 90 and a one-in-ten chance of living to 95. Be prepared, you may be funding your Roth IRA for more than 50 years!

  • Report this Comment On May 12, 2013, at 2:55 AM, jordanwi wrote:

    Matt, I feel like you and I are kindred spirits. I too fell in love with investing 3 years ago during grad school. I too love dividend paying stocks, and I too like to write puts to get paid to buy stocks at cheaper prices. I've also fumbled with a few huge misses (NFLX... blerg).

    And as for Hotstock1, how do you know what type of investor you are without gettings skin in the game? It's like saying "I'm a shortstop" before even throwing a baseball.

    Little green employees. Here's to a nice retirement. Thanks Matt,


  • Report this Comment On May 12, 2013, at 10:21 AM, wax wrote:

    A friend and I were talking last week about Exxon and he told me how he was very glad that he sold his shares not long after getting out of grad school because the return had funded a number of highly profitable investments in his early days.

    I didn't bring it up, but a 100 share investment in Exxon in January of 1970 would be a 3200 share investment today.

    You would have paid about $5700 for that original 100 share investment, a fortune to a recent grad!

    But today that $5700 investment would be about a $288,000 investment, and that does not count the 43 years worth of dividends.

    Not a bad return for doing nothing.


  • Report this Comment On May 13, 2013, at 12:05 AM, phillman6 wrote:


    You mentioned Enterprise Products Partners and LINN Energy. Are those Master Limited Partnerships? Do they have K-1's you have to file with your taxes? Have you tried to sell one then do your taxes? When I sold my MLP doing the taxes took me weeks to figure out as the partnership gives a 'sales schedule' that adjusts your basis for all the 'dividends' that were reinvested. Thus you have modify the sales info from your broker, and also add gains in the K-1 section. TurboTax doesn't handle it straight forwardly. On the TT forums, several have said 'this just isn't worth it!".

  • Report this Comment On May 13, 2013, at 7:05 AM, TMFmd19 wrote:

    @phillman6 -

    Yes, both are MLP's and yes I've sold an MLP before and tried to do my taxes...I agree, its not easy to do with Turbo Tax. I decided to hire a professional last year and will never do my own taxes again!

    Now LINN did something interesting that might help. It did an IPO of LinnCo which is a C-corp that only owns units of Linn. You get a 1099 instead of a K-1. I own that in my IRA and it could be something we'll see other MLP's move to.

    - To the rest of those who commented. Thanks so much for reading and for sharing your stories as well.


  • Report this Comment On May 13, 2013, at 3:24 PM, fsfsdfsdiofsiof wrote:

    What do you know, Motley fools,

    You recommended stocks that you know Nothing about. Your recommendations are useless.

    Only a fool takes Motley fools advise.

    lol your a joke....

  • Report this Comment On May 20, 2013, at 9:34 AM, sue507 wrote:

    RPM is a great dividend stock. I have had it for 20 years and although the price/share did not move much over the years, the dividends paid off handsomely. Now, even the stock price is on the rise.

Add your comment.

Compare Brokers

Fool Disclosure

Sponsored Links

Leaked: Apple's Next Smart Device
(Warning, it may shock you)
The secret is out... experts are predicting 458 million of these types of devices will be sold per year. 1 hyper-growth company stands to rake in maximum profit - and it's NOT Apple. Show me Apple's new smart gizmo!

DocumentId: 2423289, ~/Articles/ArticleHandler.aspx, 9/27/2016 12:03:47 PM

Report This Comment

Use this area to report a comment that you believe is in violation of the community guidelines. Our team will review the entry and take any appropriate action.

Sending report...

Today's Market

updated Moments ago Sponsored by:
DOW 18,175.95 81.12 0.45%
S&P 500 2,154.08 7.98 0.37%
NASD 5,286.65 29.16 0.55%

Create My Watchlist

Go to My Watchlist

You don't seem to be following any stocks yet!

Better investing starts with a watchlist. Now you can create a personalized watchlist and get immediate access to the personalized information you need to make successful investing decisions.

Data delayed up to 5 minutes

Related Tickers

9/27/2016 11:47 AM
EPD $27.10 Down -0.02 -0.07%
Enterprise Product… CAPS Rating: ****
LINEQ $0.05 Up +0.00 +6.92%
Linn Energy, LLC CAPS Rating: **
AAPL $112.81 Down -0.07 -0.06%
Apple CAPS Rating: ****
CTRX.DL $0.00 Down +0.00 +0.00%
Catamaran CAPS Rating: *****
NESC $0.22 Up +0.01 +4.76%
Nuverra Environmen… CAPS Rating: ***
SDRL $1.92 Down -0.09 -4.25%
Seadrill CAPS Rating: ***