Well, if it's outfielders you want, it's outfielders you get. In a Yahoo! 10 Team league, we are talking about 48 outfielders taken, while the larger pool will have 66 outfielders taken. That's a much larger jump than we saw in pitchers, and I agree with the reasoning. With 23 roster spots, someone should be on your bench to cover for injuries, and with three outfielders starting, the safest position is to hold a fourth.
Tier 1: Matt Holliday, Alfonso Soriano, Carl Crawford, Carlos Beltran, Grady Sizemore, Ryan Braun, Vladimir Guerrero, Carlos Lee
Tier 2: Ichiro Sukuki, Curtis Granderson, Manny Ramirez, B.J. Upton, Alex Rios, Adam Dunn
Tier 3: Magglio Ordonez, Chris B. Young, Torii Hunter, Nick Markakis, Shane Victorino, Gary Sheffield, Hunter Pence, Bobby Abreu, Eric Byrnes, Torii Hunter, Nick Swisher, Vernon Wells, Andruw Jones, Corey Hart, Jason Bay, Hideki Matsui, Jeff Francoeur
Tier 4: Jermaine Dye, Delmon Young, Josh Hamilton, Brad Hawpe, Juan Pierre, Johnny Damon, Matt Kemp, Aaron Roward, Jacoby Ellsbury, Ken Griffey, Gary Mathews Jr., Willy Taveras
Tier 5 (marginal level): Raul Ibanez, Nate McClouth, Colby Rasmus, Kosuke Fukudome, Pat Burrell, Chris Duncan, Michael Bourn, Jay Bruce, Rocco Baldelli, CoCo Crisp, Melky Cabrera, Adam Jones, Jack Cust, Garret Anderson, J.D. Drew, Jose Guillen, Michael Cuddyer, Jeremy Hermida, Justin Upton, David DeJesus, Mike Cameron, Xavier Nady
You can approximate Tier 1 as "very good number one outfielders", Tier 2 as "good number one outfielders", Tier 3 as "good number two outfielders", and Tier 4 as "good number three outfielders". As you can tell, there is a surplus of outfielders in the 3rd and 4th Tier, so when drafting you can wait to grab those outfielders if your team has other concerns.
Now, one thing that is worth noting is that this "marginal level" extends beyond those outfielders drafted, which literally means many people will draft a third outfielder no better than the free agency. If you find yourself in this position, you shouldn't draft that outfielder until the final round--don't fall trap to seeing that empty roster spot and worrying than you'll end up with Randy Winn.