Not many people playing as Celtic then!
I just finished the first transfer window in my third season. Second season went like this:
SPL: Champions
League Cup: Champions
Scottish Cup: Champions
Champions League: 1st Knockout Round (0-3 Barcelona)
Rangers pushed me much closer in all competitions this season because they made two brilliant signings - Scott Sinclair on loan from Chelsea (who is now a £11m wonderkid in their first team) and Enyeaema in goals (who they are now turning down £10m bids for).
My total transfer activity for 2008/2009 including January was:
In 2008/2009:
Claudio Maldonado (DMC, Santos, £2.5m)
David (DC, Palmeiras, £6m)
Lino Marzoratti (DRC, Empoli/AC Milan, £3.5m)
Adrian Murcia (GK, Hercules, £65k)
Gilberto (ML, WBL, Hertha Berlin, Free)
Guilherme (DL, WBL, Sao Paulo, £7.75m)
Patrik Lomski (AMLR, ST, TPS, Bosman)
Out 2008/2009:
Michael Staughton (£1.3m, Birmingham)
Aiden McGeady (£10m, Everton)
Macjiek Zurawski (£750k, Grasshoppers)
Rocco Quinn (£2m, Birmingham)
Simon Ferry (£2.5m, Sheff Utd)
Mika Aaritalo (£10m, Birmingham)
John Kennedy (£2.5m, Sheff Utd)
Paul Hartley (£1m, Reading)
Thomas Gravesan (£4m, Fenerbahce)
Squad
GK. Boruc/Brown/Murcia
DR. Wilson
DL. Guilherme/Naylor
DC. David/McManus
DC. Marazrotti/O'Dea
DM..Maldonado/Donati
MR. Brown/Nakamura
ML. Gilberto/Lomski
AMC. Modric/Nakamura
ST. Venegoor of Hesselink/Sheridan
ST. Palacio/McDonald
Started my third season now, have a youth talent in the team dubbed "the new Paul McStay" and the best talent of his generation, which was handy. Not many players sold because my team is very young, Guilherme is getting £12.5m+ bids from Man Utd, Roma and Juventus but isn't even complaining when I reject them. Boruc and Nakamura signed new contracts at the end of the season which was useful too.
In 2009/2010:
Mauro Zarate (ST, River, £4.2m)
Thiago (MRC, Barcelona, £1m)
Criag Cathcart (DC, Man Utd, Free)
Sergio Avila (AMLC, Chivas, £3.5m)
Cesar Villaluz (AMR, Cruz Azul, £4.2m)
+ 16 y/o Regens from Italy and Russia with potential to be as good as Maldonado and Guilherme
Out 2009/2010:
Diarmuid O'Carroll (AMC, FW, Morton, £1m)
Virgo, Caldwell, McGovern, McGlinchey, Blade, Pressley away on bosmans
Squad 2009/2010
GK. Boruc/Murcia
DR. Wilson/Caddis
DL. Guilherme/Naylor
DC. David/Marzarotti
DC. O'Dea/Cathcart
DMC. Maldonado/Donati
MR. Villaluz/Brown/McCarthy
ML.Avila/Gilberto
AMC. Modric/Nakamura
ST. Zarate/Palacio
ST. Hesselink/Sheridan
Qualified for Group Stages of CL with a 4-0 away win over Dynamo Kyiv (with the required close call 3-0 home defeat because my team weren't trying and I only had two team talk options

).