I'm going for a three peat this year as I am 2 for 2 in Fantasy Baseball. I play with the same people every year and they are all knowledgeable about the game. I find that this strategy has worked well for me in H2H leagues.
I focus the early mid rounds of my draft on a solid infield and pitching. From my experience you can find OF throughout the year. Last year my starting OF after the draft was Ibanez, Chris Young, and someone sorry I can't remember but after it was said and done I had McClouth, Kemp, and Victorino.....all waiver/fa pickups.
My philosophy is if you dominate your opponent in pitching, you only need to win a few hitting categories to win.
This year my team is:
10 YAHOO TEAM H2H NON-KEEPER ROSTER
SS: H. Ramirez
OF: Markakis, Dye, Hunter
Util: Zimmerman, P. Sandoval
BN: E. Dukes, Choo
SP: Webb, Billingsley, Vazquez, Nolasco, Baker, Slowley
RP: Soria, Jenks, Francisco, Gonzalez, Lindstrom
I had the first pick of the draft and through the first 4 rounds I focused on building my infield/pitching with Hanley, Pedrioa, Fielder, and Webb. In the fifth round I was stuck between Halladay,McCann, or Markakis. Thats when I had to analyze what the other owners were doing. Pitching is pretty deep this year and I was confident in my scouting abilities that the pitchers I wanted would be there later on. No one had taken a catcher yet and as much as I wanted McCann I thought it was too early and figured I can gamble on getting a catcher I wanted later. Everyone was taking hitters so it made sense for me to pick up Markakis in that spot.
In the next few rounds I was able to get Chipper, Soto, Billingsley which I was thrilled about. Chipper was a great pickup at 3B as long as I drafted another 3B to cover the games he missed. Billingsley makes a nasty combo with Webb and I got the catcher I had my eye on. Actually I could've had Mauer but passed based on his recent injuries.
After I filled out my infield and got my starting pitching then I turned my attention towards closers and more pitching. I was happy to pick up Soria and Jenks and got almost all of the pitchers I coveted in Nolasco, Baker, Vazquez and Slowley. I then rounded out my OF with solid vets like Dye and Hunter and some good prospects in Dukes and Choo. Lastly I got myself a few more closers.
I must admit, I am looking at a third straight championship this year!