Editor's note: Lenny Dykstra will explain his deep-in-the-money calls (now 73-0 for the year) at TheStreet.com Investment Conference on Saturday, Oct. 25. Click for details.

Milestones are extremely important in pro sports. They mark the passage of time or reflect major achievements by individuals and teams. They are often used as a measuring stick for all future success.

When Cal Ripken broke Lou Gehrig's Iron Man streak for most consecutive games started, the entire country took notice. When Mickey Mantle and Roger Maris were chasing Babe Ruth's record of 60 home runs in a single season, all eyes were on them.

Nails on the Numbers

Same thing happened when Mark McGwire and Sammy Sosa took on Maris' record. Will anyone ever break Joe DiMaggio's streak of getting hits in 56 games in a row. No one has in more than a half-century, and the sporting world takes notice whenever someone reaches half that mark.

A ton of records and milestones exist in every sport, all of which are important, but some more sacred and memorable than others. To me the ones that are most impressive are the ones that represent longevity or are so rare that no one else is likely to sniff that kind of success in a long, long time.

Today, I am standing on the threshold of another milestone in my post-baseball career. I am approaching $200,000 in wins so far this season. My win yesterday with Chesapeake Energy ( CHK) and Tuesday's win with The Shaw Group ( SGR) have inched me closer to that goal. Chesapeake was the featured pick in my newsletter, Nails on the Numbers, on Monday. It filled on Tuesday and sold on Wednesday for a quick, one-day, $1,000 profit. To make that $1,000, I had to invest only $8,900. (My near $200,000 in wins includes gains I recorded before I brought Nails on the Numbers to TheStreet.com. Click here for a free trial to Nails on the Numbers.)

As for The Shaw Group, I picked it Friday, it filled on Monday and sold on Tuesday. It was also a one-day, $1,000 victory. To achieve that triumph, I laid down $9,500, but got back my win in just a day. Now, not every win happens so quickly.

Last week, Pfizer ( PFE) finally came around for a win. I had picked Pfizer all the way back in April. It took 164 days and some adjustments to bring home a $4,600 win for me. There's no doubt that some picks take time to come around.

And, of course, no win is guaranteed. Remember, I am investing in the market.

However, my most recent wins are some of the ones that make me the proudest. That's because I am achieving them in some of the most difficult and bloody market conditions I have ever seen. And it gives me great satisfaction to prove the naysayers wrong.

In the past, some people have criticized me, saying that when things get rough, I wouldn't be able to rise to the occasion. Well, I believe my 73-0 record should answer those questions. I achieved that record since the start of this season on March 25. The time between then and now has been anything but pretty.

Now, getting back to that $200,000, I could be just one win away. I currently have seven open positions. Currently, they are neither wins nor losses because they are still in play. Some are down, but I have averaged down so that I ride down to the bottom with those picks, and if they bounce the way I expect them to, I will grab a bigger payday. So, keep an eye on Applied Materials ( AMAT), Amdocs ( DOX), Terex ( TEX), Archer Daniels Midland ( ADM) and Intel ( INTC). A rise in any of these could push me over that milestone and move my next target even higher.

Always remember: Life is a journey, enjoy the ride.
At the time of publication, Dykstra had no positions in stocks mentioned.

Nicknamed 'Nails' for his tough style of play, Lenny is a former Major League Baseball player for the 1986 World Champions, New York Mets and the 1993 National League Champions, Philadelphia Phillies. A three time All-Star as a ballplayer, Lenny now serves as president for several privately held businesses in Southern California. He is the founder of The Players Club; it has been his desire to give back to the sport that gave him early successes in life by teaching athletes how to invest and protect their incomes. He currently manages his own portfolio and writes an investment strategy column for TheStreet.com, and is featured regularly on CNBC and other cable news shows. Lenny was selected as OverTime Magazine's 2006-2007 "Entrepreneur of the Year."