I will write things YEAR by YEAR so u can see better in what Year what he won.
For the record i am simulating matches on PRO 10 , ELITE CONTROLS , SLOW AUTO POS and Form of the day 0.5 (LERP BETWEEN Mental Stats and Random Average) . The last one affects the simulation a lot , the first season i was tweaking with the settings, but actually it was pretty realistic also. Federer is plainyg 4 slams, 9 masters, 3 ATP 500 and Olympics( every 4 years only, f.e i am not playing 2005,2006,2007, only 2004 and 2008 and so on.)
2004 - As i sayed i was tweaking a bit with the Form of the day but this 2004 season help me adjuct the right settings for the simulation. Federer had an pretty good season. Winning 5 titles 2 GS (WIM , def. Moya and US, def.Gaudio ), 2 Masters (Canada, def. Safin and Paris Bercy, def. Safin). He also won Basel. Lost final in Indian Wells to Hewitt and had 67-13 season. Reached SF of WTF and AO, RG - QF). At the olympics lost to Nalbandian at QF.Pretty decent season.
2005 - I am not talking about number one. Needless to say he was number one for almost the whole previous year (2004) (exclude 10 weeks). 2005 was Little bit better for him. He won again 2 slams ( AO def Nadal and US def SAFIN). Won 4 Masters titles (CAN,CIN,MAD,IW). And lost final in Monte Carlo (l. Nalbandian). Won all three atp 500 , Dubai,Halle,Basel. But failed at WTF (RR). Number 1 wasnt in contention, the tournaments he failed to win or reach F , he lost only once in 2R, others were SF or QF). 72-9.
2006 - His First great season. He won 3 SLAMS , AO, RG and US, (QF at WIM). 5 Masters titles - (CAN,MAD, IW,ROME,SHA) and reached F in MC. Won all three atp 500 and WTF for the first time. 83-5 season record. He hadnt lost yet in Basel , US OPEN and CANADA for the whole career.
2007 - A bit step-back. Only 1 slam US OPEN. W - FINAL . RG - 1R (damn). AO - SF. Won 5 MASTERS (IW, MIA, MC, CAN, SHA) and F at CIN. Won all three atp 500 again and reached SF at WTF.
69-10 season record.
2008 - His best season to date. Won 3 slams (AO,RG,WIM). Won OLYMPICS, WON 6 MASTERS IW,MC,MAD,CAN,CIN,SH and reached the F in the other three MIA (l. to Nadal),ROMA (l.to NADAL and PARIS BERCY (l. to Murray). He won all three atp 500 again, but SUPRISINGLY lost in the 1R at US OPEN, a big shock , because he never lost at US before this year and reached all finals in all tournaments he had played for the whole year (insane), but lost to god damn Blake in R1. Needless to say he won WTF. 91- 4 (Nadal,Nadal,Blake,Murray)
2009 - Great year. 3 SLAMS (AO,RG,WIM and lost US FINAL to Nadal not reaching calendar slam again.) Won only 2 masters and he got his first career loses at CAN and BASEL (so he lost everywhere now). He won MIA and ROME and reached F in IW and PARIS. Won only 1 atp 500 (Halle). First career losses in CAN and BASESL. Interesting fact- From 2005 to 2009 at IW , all finals were between Federer and Nadal , Federer won all 2005-2008 , but lost this year 2009 in 3 sets. He also won WTF.
2010 - Still going

The only H2H he isnt leading is Hewitt 3-7 (damn). So far this year is a DISASTER for Federer.
No grand slam wins ... AO R16 l. To Melzer, RG - SF l. to Djokovic , W - F l. to Djokovic, US - F l. to Nadal. Only 2 masters wins. IW (yet another FED - NADAL final there... 6th in a row , and 7th in a row for Federer only) and MC def. Melzer. Lost F in MAI,ROME,CAN (all to Nadal). Won the first 2 atp 500. 3R in Shangai , won Basel (easily) and won Paris Bercy ( def Nadal). Now he has every masters won at least two times. That makes it 3 masters titles for this year. Won WTF also. Worst year of his career absolutely (for now). He lost the world number 1 after WIM FINAL.
Important thing - every year i choose force rank for the next season and not keep current force, that way he gets new mental and technical stats each year , that corresponds to his real seasons. It actually doesnt affect the ranking from the previous season.
2011