It's that time of the fantasy season, time to start thinking trade. Ten weeks into 2008 many owners are growing impatient with some of their struggling stars. The deeper that they fall in the standings the more their patience wears thin. Remember, the key to success in any fantasy sport is buying players while their value is low and sell players while their value is at its highest.
The following scenario comes from a move that I made this weekend in one of my league's, my first trade of the year.
I play in a 12-team mixed, head-to-head, keeper league (keep any 5 players) that favors pitching, and starting pitching in particular. Roy Halladay has been a staple on my staff for the past couple of seasons. I opted to keep John Smoltz this year as my SP2 and drafted Chris Young as SP3 in Round 3 of the draft. Late-round steals Edinson Volquez and Joe Saunders have joined my mid-round picks of Chad Billingsley and Zach Greinke. Earlier this week I had to release Smoltz and that told me it was time to make a deal to help bolster the rotation.
STRATEGY
RULE #1: Find your strenghts and areas where you have depth and then start looking for owners that have a need.
RULE #2: Prioritize Your Needs. If you don't you could go looking for a SP and get dangled a 3B, but you may already be solid there. Don't settle for anything less than what you initial goals were.
RULE #3: Put yourself in their shoes. Don't put out ridiculous offers that you know are stupid. This only makes owners more likely to avoid starting up any trade talk with you. Also, try to get in their heads. What players are likely pissing them off right now? Who is their favorite team? How many games out are they from the playoffs? All of these questions and more need to be considered.
Another twist to the league I am in is that you have to use guys in their natural spots in the outfield as we start a RF, CF, and LF. I have been starting Kosuke Fukudome in right, Alex Rios in center, and Carlos Lee (in left). Johnny Damon has been used mostly as my utility after Conor Jackson cooled off. A recent waiver claim of Jose Guillen provided me some depth.
There are four teams in my league with a Cubs' reference in their team name. With Fukudome off to a solid start and a leading candidate for the NL Rookie of the Year. With that in mind and applying the three rules above, I went to work.
Then I found it my ultimate buy low candidate, a starter with the ability to be a fantasy ace, but who is off to a shaky start. C.C. Sabathia was sitting on a Cubs' fans team that needed a bat after David Ortiz was disabled and one that needed to add multiple arms.
THE DEAL

Traded For - SP C.C. Sabathia, RF/CF Ken Griffey JR
Traded Away - RF Kosuke Fukudome, SP Bartolo Colon, and SP Andrew Miller
FINAL TAKE
I wasn't crazy about parting with Fukudome, but I could afford to so. Colon is a ticking time bomb (sell high) and I am a big fan of Andrew Miller, but not enough yet to keep as one my keepers at year's end and I couldn't see a scenario where I could trust him a week in and week out basis.
In return I get the 27-year old Sabathia. The big left-hander is suffering through the same thing Carlos Zambrano did last year with Cubs as he has been distracted by his free agent status at year's end. He still has the stuff to dominate and over his last nine starts he has allowed three or fewer runs in six games. His 3-8 record has had a bit to due with poor run support, but I am banking on him finding his grove as the summer heats up and having a good shot of being a keeper. Griffey was a total throw in and will serve as my fifth outfielder and be No. 3 on the depth chart at utility. I am concerned about his knee, but there is still a chance he could get hot and maybe even traded to a contender.