The process of working out trades is one of the most fun and exciting parts of fantasy football. There are several key aspects needed in working out a deal that is helpful for both parties. The following are some different facets in getting a deal done that aids both teams and lays the foundation for future transactions between the two teams.
Honest Depth/Strength Analyses
Many are quick to discover their own team's weaknesses, but often one vastly overrates their own team's strong suits. Be honest about what you have because any potential trading partner should be able to quickly identify your team's strengths and needs. It doesn't matter if you took the guy in the second round or if he led you to the championship last season. If he isn't worth that value to anyone else right now, you will not receive what you are seeking in a deal. Likewise, you must try to see the other team's roster with an unbiased eye as best as you can. If someone has an unnatural fondness or attachment for a certain player that exceeds his value (and we are all guilty of that at times), then you can use that info to make a deal that is best for you. Or even better, send that favored player to the other owner for more than he is truly worth! On this same note, there are many times where the other owner values one of his players less than you do. This makes for an easy trade.
Win-Win Situations
Contrary to popular belief, the best deal is not one in which one completely rips off a fellow owner; this sort of "success" only serves to make it very difficult for you to make a trade with that owner (and often with the rest of the league) in the future. No, the best deal is one in which both sides come out of the deal better than they each went in. Obviously none of us can see the future with much accuracy, and sometimes a seemingly even deal eventually ends up lopsided. But the deal must be proposed such that it could be perceived to be helpful to both sides at the time of the trade. I have seen deals proposed which help one team and "does not hurt" the other team; these will never fly. Give them something they need, and they will be willing to part with something of value for your squad. This sounds obvious, but it is often overlooked.
To Stud Or Not To Stud?
No, this is not an animal husbandry section. The question for many teams is whether to trade for that stud player, or more painfully to trade away that stud. These are two distinct situations, which when coupled together often make for very solid complementary trading partners. Some teams have an embarrassment of riches in depth, but have no elite player in their lineup that they can start every week with confidence. While the team is good enough to do well, they often have difficult lineup decisions and miss the best scorer of the week. The other kind of team is the one which has one or two great players, but absolutely no supporting cast or depth. This team can often do well week-to-week, but suffers greatly if there is an injury, bye or off week by the stud.
These two teams can each succeed in a trade that helps both squads. A team with a weak starting lineup anchored by a stud or two is often better off trading the stud for 2-3 players that are "startable" every week. For example, is the lineup better off with a RB tandem of Adrian Peterson and Chester Taylor, or with Thomas Jones and Marion Barber III? Trading the stud RB for two decent, but still solid backs, could really help the overall lineup. Now look at the other side of the trade. Let's say that the other guy had Marion Barber III, Thomas Jones and Michael Turner. He can trade two of them for Peterson and Chester Taylor and now his starting lineup is better, too, with Peterson and Turner. Trading FOR a stud and trading AWAY a stud can both work, so don't be closed-minded to the deal.
Win Now
This is for keeper leagues and dynasty leagues. It is my belief that too many fantasy owners look to next year when they have a golden opportunity to win now. A look at the NFL or any professional sport tells one that the only teams making trades for the future are teams that are wa-a-ay out of contention. Teams that are close make deals for now - whatever it takes. Just win it this year and worry about next year...NEXT YEAR! If you are in a 10-team dynasty league for 10 years and win one championship, you have succeeded in matching the odds. But if you haven't won yet and seek only to amass draft choices and young talent at the expense of your proven stars, then tomorrow may never come. Do you think Jerry Jones regrets mortgaging the late-90s and early-00s for his three Super Bowl titles? I didn't think so either. If you know what you are doing in this game, you can mortgage the future and still buy it back later with other deals!
Cardinal Rules
Finally, there are two cardinal rules which I ALWAYS consider when making trades. Yet, I constantly see other owners missing these simple dogmas when they make trade proposals. If fantasy owners would realize these two truisms, I think that there will be more and better trading in fantasy leagues everywhere and therefore more enjoyment from the game in my opinion:
Use your head in making deals and they can really benefit your squad, especially as the fantasy season approaches. Look at your expectations for the season, using any of several cheatsheets and the Footballguys.com Top 200 Players Forward. And remember to make the deals in which your lineup is better after the deal than before, even if the other guys' is also better too. In fact, making those sorts of deals can pay dividends well into the future by greasing the wheels for another blockbuster trade down the road with that same team.