I haven't combed through this, but this is my general idea...
Skill Plan for Gillie
1: Mining Barge V (1 day, 3 hours, 20 minutes, 46 seconds; Start: 7/16/2006 4:39:55 PM; Finish: 7/17/2006 8:00:41 PM)
2: Exhumers I (44 minutes, 33 seconds; Start: 7/17/2006 8:00:41 PM; Finish: 7/17/2006 8:45:15 PM)
3: Exhumers II (3 hours, 27 minutes, 33 seconds; Start: 7/17/2006 8:45:15 PM; Finish: 7/18/2006 12:12:48 AM)
4: Controlled Bursts II (1 hour, 18 minutes, 25 seconds; Start: 7/18/2006 12:12:48 AM; Finish: 7/18/2006 1:31:13 AM)
5: Rapid Firing II (1 hour, 18 minutes, 25 seconds; Start: 7/18/2006 1:31:13 AM; Finish: 7/18/2006 2:49:39 AM)
6: Hemorphite Processing II (1 hour, 21 minutes, 26 seconds; Start: 7/18/2006 2:49:39 AM; Finish: 7/18/2006 4:11:05 AM)
7: Jaspet Processing II (1 hour, 21 minutes, 26 seconds; Start: 7/18/2006 4:11:05 AM; Finish: 7/18/2006 5:32:31 AM)
8: Mining Drone Operation II (1 hour, 23 minutes, 1 second; Start: 7/18/2006 5:32:31 AM; Finish: 7/18/2006 6:55:32 AM)
9: Broker Relations II (1 hour, 36 minutes, 14 seconds; Start: 7/18/2006 6:55:32 AM; Finish: 7/18/2006 8:31:47 AM)
10: Negotiation II (1 hour, 36 minutes, 14 seconds; Start: 7/18/2006 8:31:47 AM; Finish: 7/18/2006 10:08:01 AM)
11: Siege Warfare II (1 hour, 36 minutes, 14 seconds; Start: 7/18/2006 10:08:01 AM; Finish: 7/18/2006 11:44:15 AM)
12: Skirmish Warfare II (1 hour, 36 minutes, 14 seconds; Start: 7/18/2006 11:44:15 AM; Finish: 7/18/2006 1:20:30 PM)
13: Armored Warfare II (1 hour, 45 minutes, 51 seconds; Start: 7/18/2006 1:20:30 PM; Finish: 7/18/2006 3:06:22 PM)
14: Information Warfare II (1 hour, 45 minutes, 51 seconds; Start: 7/18/2006 3:06:22 PM; Finish: 7/18/2006 4:52:14 PM)
15: Astrometrics II (1 hour, 53 minutes, 24 seconds; Start: 7/18/2006 4:52:14 PM; Finish: 7/18/2006 6:45:38 PM)
16: Medium Projectile Turret II (1 hour, 57 minutes, 36 seconds; Start: 7/18/2006 6:45:38 PM; Finish: 7/18/2006 8:43:15 PM)
17: Hedbergite Processing II (2 hours, 2 minutes, 7 seconds; Start: 7/18/2006 8:43:15 PM; Finish: 7/18/2006 10:45:23 PM)
18: Criminal Connections II (2 hours, 24 minutes, 20 seconds; Start: 7/18/2006 10:45:23 PM; Finish: 7/19/2006 1:09:43 AM)
19: Amarr Industrial II (2 hours, 36 minutes, 48 seconds; Start: 7/19/2006 1:09:43 AM; Finish: 7/19/2006 3:46:31 AM)
20: Caldari Industrial II (2 hours, 36 minutes, 48 seconds; Start: 7/19/2006 3:46:31 AM; Finish: 7/19/2006 6:23:19 AM)
21: Gallente Industrial II (2 hours, 36 minutes, 48 seconds; Start: 7/19/2006 6:23:19 AM; Finish: 7/19/2006 9:00:07 AM)
22: Surgical Strike II (2 hours, 36 minutes, 48 seconds; Start: 7/19/2006 9:00:07 AM; Finish: 7/19/2006 11:36:55 AM)
23: Torpedoes II (2 hours, 36 minutes, 48 seconds; Start: 7/19/2006 11:36:55 AM; Finish: 7/19/2006 2:13:43 PM)
24: Assault Ships II (2 hours, 46 minutes, 1 second; Start: 7/19/2006 2:13:43 PM; Finish: 7/19/2006 4:59:45 PM)
25: Amarr Cruiser II (3 hours, 16 minutes, 1 second; Start: 7/19/2006 4:59:45 PM; Finish: 7/19/2006 8:15:46 PM)
26: Gallente Cruiser II (3 hours, 16 minutes, 1 second; Start: 7/19/2006 8:15:46 PM; Finish: 7/19/2006 11:31:48 PM)
27: Drone Interfacing II (3 hours, 26 minutes, 20 seconds; Start: 7/19/2006 11:31:48 PM; Finish: 7/20/2006 2:58:09 AM)
28: Drone Durability II (3 hours, 27 minutes, 33 seconds; Start: 7/20/2006 2:58:09 AM; Finish: 7/20/2006 6:25:42 AM)
29: Heavy Drone Operation II (3 hours, 27 minutes, 33 seconds; Start: 7/20/2006 6:25:42 AM; Finish: 7/20/2006 9:53:16 AM)
30: Laboratory Operation III (3 hours, 33 minutes, 47 seconds; Start: 7/20/2006 9:53:16 AM; Finish: 7/20/2006 1:27:04 PM)
31: Research III (3 hours, 33 minutes, 47 seconds; Start: 7/20/2006 1:27:04 PM; Finish: 7/20/2006 5:00:52 PM)
32: Ice Harvesting III (3 hours, 50 minutes, 14 seconds; Start: 7/20/2006 5:00:52 PM; Finish: 7/20/2006 8:51:06 PM)
33: Starbase Tactical Officer II (4 hours, 34 seconds; Start: 7/20/2006 8:51:06 PM; Finish: 7/21/2006 12:51:41 AM)
34: Deep Core Mining II (4 hours, 4 minutes, 13 seconds; Start: 7/21/2006 12:51:41 AM; Finish: 7/21/2006 4:55:55 AM)
35: Corporation Management III (4 hours, 32 minutes, 6 seconds; Start: 7/21/2006 4:55:55 AM; Finish: 7/21/2006 9:28:01 AM)
36: Trade III (4 hours, 32 minutes, 6 seconds; Start: 7/21/2006 9:28:01 AM; Finish: 7/21/2006 2:00:08 PM)
37: Infomorph Psychology III (4 hours, 59 minutes, 19 seconds; Start: 7/21/2006 2:00:08 PM; Finish: 7/21/2006 6:59:27 PM)
38: Kinetic Shield Compensation III (7 hours, 7 minutes, 37 seconds; Start: 7/21/2006 6:59:27 PM; Finish: 7/22/2006 2:07:05 AM)
39: Thermic Shield Compensation III (7 hours, 7 minutes, 37 seconds; Start: 7/22/2006 2:07:05 AM; Finish: 7/22/2006 9:14:42 AM)
40: Controlled Bursts III (7 hours, 23 minutes, 28 seconds; Start: 7/22/2006 9:14:42 AM; Finish: 7/22/2006 4:38:10 PM)
41: Rapid Firing III (7 hours, 23 minutes, 28 seconds; Start: 7/22/2006 4:38:10 PM; Finish: 7/23/2006 12:01:39 AM)
42: Hemorphite Processing III (7 hours, 40 minutes, 31 seconds; Start: 7/23/2006 12:01:39 AM; Finish: 7/23/2006 7:42:10 AM)
43: Jaspet Processing III (7 hours, 40 minutes, 31 seconds; Start: 7/23/2006 7:42:10 AM; Finish: 7/23/2006 3:22:42 PM)
44: Mass Production III (7 hours, 40 minutes, 31 seconds; Start: 7/23/2006 3:22:42 PM; Finish: 7/23/2006 11:03:13 PM)
45: Omber Processing III (7 hours, 40 minutes, 31 seconds; Start: 7/23/2006 11:03:13 PM; Finish: 7/24/2006 6:43:44 AM)
46: Mining Drone Operation III (7 hours, 49 minutes, 33 seconds; Start: 7/24/2006 6:43:44 AM; Finish: 7/24/2006 2:33:18 PM)
47: Combat Drone Operation III (7 hours, 49 minutes, 33 seconds; Start: 7/24/2006 2:33:18 PM; Finish: 7/24/2006 10:22:51 PM)
48: Retail III (9 hours, 4 minutes, 15 seconds; Start: 7/24/2006 10:22:51 PM; Finish: 7/25/2006 7:27:06 AM)
49: Broker Relations III (9 hours, 4 minutes, 15 seconds; Start: 7/25/2006 7:27:06 AM; Finish: 7/25/2006 4:31:22 PM)
50: Negotiation III (9 hours, 4 minutes, 15 seconds; Start: 7/25/2006 4:31:22 PM; Finish: 7/26/2006 1:35:37 AM)
51: Siege Warfare III (9 hours, 4 minutes, 15 seconds; Start: 7/26/2006 1:35:37 AM; Finish: 7/26/2006 10:39:52 AM)
52: Skirmish Warfare III (9 hours, 4 minutes, 15 seconds; Start: 7/26/2006 10:39:52 AM; Finish: 7/26/2006 7:44:08 PM)
53: Armored Warfare III (9 hours, 58 minutes, 40 seconds; Start: 7/26/2006 7:44:08 PM; Finish: 7/27/2006 5:42:49 AM)
54: Information Warfare III (9 hours, 58 minutes, 40 seconds; Start: 7/27/2006 5:42:49 AM; Finish: 7/27/2006 3:41:30 PM)
55: Cybernetics III (10 hours, 41 minutes, 27 seconds; Start: 7/27/2006 3:41:30 PM; Finish: 7/28/2006 2:22:57 AM)
56: Astrometrics III (10 hours, 41 minutes, 27 seconds; Start: 7/28/2006 2:22:57 AM; Finish: 7/28/2006 1:04:25 PM)
57: Medium Projectile Turret III (11 hours, 5 minutes, 13 seconds; Start: 7/28/2006 1:04:25 PM; Finish: 7/29/2006 12:09:38 AM)
58: Hedbergite Processing III (11 hours, 30 minutes, 48 seconds; Start: 7/29/2006 12:09:38 AM; Finish: 7/29/2006 11:40:26 AM)
59: Criminal Connections III (13 hours, 36 minutes, 24 seconds; Start: 7/29/2006 11:40:26 AM; Finish: 7/30/2006 1:16:51 AM)
60: Surgical Strike III (14 hours, 46 minutes, 58 seconds; Start: 7/30/2006 1:16:51 AM; Finish: 7/30/2006 4:03:49 PM)
61: Torpedoes III (14 hours, 46 minutes, 58 seconds; Start: 7/30/2006 4:03:49 PM; Finish: 7/31/2006 6:50:47 AM)
62: Caldari Industrial III (14 hours, 46 minutes, 58 seconds; Start: 7/31/2006 6:50:47 AM; Finish: 7/31/2006 9:37:45 PM)
63: Gallente Industrial III (14 hours, 46 minutes, 58 seconds; Start: 7/31/2006 9:37:45 PM; Finish: 8/1/2006 12:24:43 PM)
64: Mining Upgrades III (15 hours, 21 minutes, 5 seconds; Start: 8/1/2006 12:24:43 PM; Finish: 8/2/2006 3:45:48 AM)
65: Assault Ships III (15 hours, 39 minutes, 8 seconds; Start: 8/2/2006 3:45:48 AM; Finish: 8/2/2006 7:24:57 PM)
66: Amarr Cruiser III (18 hours, 28 minutes, 41 seconds; Start: 8/2/2006 7:24:57 PM; Finish: 8/3/2006 1:53:38 PM)
67: Gallente Cruiser III (18 hours, 28 minutes, 41 seconds; Start: 8/3/2006 1:53:38 PM; Finish: 8/4/2006 8:22:20 AM)
68: Drone Interfacing III (19 hours, 33 minutes, 54 seconds; Start: 8/4/2006 8:22:20 AM; Finish: 8/5/2006 3:56:14 AM)
69: Drone Durability III (19 hours, 33 minutes, 54 seconds; Start: 8/5/2006 3:56:14 AM; Finish: 8/5/2006 11:30:08 PM)
70: Heavy Drone Operation III (19 hours, 33 minutes, 54 seconds; Start: 8/5/2006 11:30:08 PM; Finish: 8/6/2006 7:04:02 PM)
71: Electronic Warfare Drone Interfacing III (19 hours, 33 minutes, 54 seconds; Start: 8/6/2006 7:04:02 PM; Finish: 8/7/2006 2:37:56 PM)
72: Exhumers III (19 hours, 33 minutes, 54 seconds; Start: 8/7/2006 2:37:56 PM; Finish: 8/8/2006 10:11:51 AM)
73: Repair Systems IV (20 hours, 9 minutes, 34 seconds; Start: 8/8/2006 10:11:51 AM; Finish: 8/9/2006 6:21:25 AM)
74: Drone Navigation IV (22 hours, 8 minutes, 9 seconds; Start: 8/9/2006 6:21:25 AM; Finish: 8/10/2006 4:29:35 AM)
75: Battlecruisers III (22 hours, 10 minutes, 26 seconds; Start: 8/10/2006 4:29:35 AM; Finish: 8/11/2006 2:40:01 AM)
76: Corporation Management IV (1 day, 1 hour, 39 minutes, 27 seconds; Start: 8/11/2006 2:40:01 AM; Finish: 8/12/2006 4:19:29 AM)
77: Trade IV (1 day, 1 hour, 39 minutes, 27 seconds; Start: 8/12/2006 4:19:29 AM; Finish: 8/13/2006 5:58:57 AM)
78: Evasive Maneuvering IV (1 day, 14 hours, 16 minutes, 8 seconds; Start: 8/13/2006 5:58:57 AM; Finish: 8/14/2006 8:15:06 PM)
79: Thermic Shield Compensation IV (1 day, 16 hours, 19 minutes, 9 seconds; Start: 8/14/2006 8:15:06 PM; Finish: 8/16/2006 12:34:15 PM)
80: Kinetic Shield Compensation IV (1 day, 16 hours, 19 minutes, 9 seconds; Start: 8/16/2006 12:34:15 PM; Finish: 8/18/2006 4:53:25 AM)
81: Electronics Upgrades IV (1 day, 16 hours, 19 minutes, 9 seconds; Start: 8/18/2006 4:53:25 AM; Finish: 8/19/2006 9:12:34 PM)
82: EM Shield Compensation IV (1 day, 16 hours, 19 minutes, 9 seconds; Start: 8/19/2006 9:12:34 PM; Finish: 8/21/2006 1:31:43 PM)
83: Energy Emission Systems IV (1 day, 16 hours, 19 minutes, 9 seconds; Start: 8/21/2006 1:31:43 PM; Finish: 8/23/2006 5:50:53 AM)
84: Hull Upgrades IV (1 day, 16 hours, 19 minutes, 9 seconds; Start: 8/23/2006 5:50:53 AM; Finish: 8/24/2006 10:10:02 PM)
85: Remote Armor Repair Systems IV (1 day, 16 hours, 19 minutes, 9 seconds; Start: 8/24/2006 10:10:02 PM; Finish: 8/26/2006 2:29:11 PM)
86: Shield Compensation IV (1 day, 16 hours, 19 minutes, 9 seconds; Start: 8/26/2006 2:29:11 PM; Finish: 8/28/2006 6:48:21 AM)
87: Shield Emission Systems IV (1 day, 16 hours, 19 minutes, 9 seconds; Start: 8/28/2006 6:48:21 AM; Finish: 8/29/2006 11:07:30 PM)
88: Controlled Bursts IV (1 day, 17 hours, 48 minutes, 45 seconds; Start: 8/29/2006 11:07:30 PM; Finish: 8/31/2006 4:56:15 PM)
89: Rapid Firing IV (1 day, 17 hours, 48 minutes, 45 seconds; Start: 8/31/2006 4:56:15 PM; Finish: 9/2/2006 10:45:00 AM)
90: Missile Bombardment IV (1 day, 17 hours, 48 minutes, 45 seconds; Start: 9/2/2006 10:45:00 AM; Finish: 9/4/2006 4:33:46 AM)
91: Motion Prediction IV (1 day, 17 hours, 48 minutes, 45 seconds; Start: 9/4/2006 4:33:46 AM; Finish: 9/5/2006 10:22:31 PM)
92: Rapid Launch IV (1 day, 17 hours, 48 minutes, 45 seconds; Start: 9/5/2006 10:22:31 PM; Finish: 9/7/2006 4:11:16 PM)
93: Sharpshooter IV (1 day, 17 hours, 48 minutes, 45 seconds; Start: 9/7/2006 4:11:16 PM; Finish: 9/9/2006 10:00:02 AM)
94: Target Navigation Prediction IV (1 day, 17 hours, 48 minutes, 45 seconds; Start: 9/9/2006 10:00:02 AM; Finish: 9/11/2006 3:48:47 AM)
95: Mass Production IV (1 day, 19 hours, 25 minutes, 14 seconds; Start: 9/11/2006 3:48:47 AM; Finish: 9/12/2006 11:14:01 PM)
96: Mining Drone Operation IV (1 day, 20 hours, 16 minutes, 19 seconds; Start: 9/12/2006 11:14:01 PM; Finish: 9/14/2006 7:30:21 PM)
97: Combat Drone Operation IV (1 day, 20 hours, 16 minutes, 19 seconds; Start: 9/14/2006 7:30:21 PM; Finish: 9/16/2006 3:46:41 PM)
98: Retail IV (2 days, 3 hours, 18 minutes, 55 seconds; Start: 9/16/2006 3:46:41 PM; Finish: 9/18/2006 7:05:36 PM)
99: Mining Foreman IV (2 days, 8 hours, 26 minutes, 49 seconds; Start: 9/18/2006 7:05:36 PM; Finish: 9/21/2006 3:32:25 AM)
100: Metallurgy IV (2 days, 12 hours, 28 minutes, 44 seconds; Start: 9/21/2006 3:32:25 AM; Finish: 9/23/2006 4:01:09 PM)
101: Propulsion Jamming IV (2 days, 12 hours, 28 minutes, 44 seconds; Start: 9/23/2006 4:01:09 PM; Finish: 9/26/2006 4:29:53 AM)
102: Shield Management IV (2 days, 12 hours, 28 minutes, 44 seconds; Start: 9/26/2006 4:29:53 AM; Finish: 9/28/2006 4:58:38 PM)
103: Target Painting IV (2 days, 12 hours, 28 minutes, 44 seconds; Start: 9/28/2006 4:58:38 PM; Finish: 10/1/2006 5:27:22 AM)
104: Medium Projectile Turret IV (2 days, 14 hours, 43 minutes, 7 seconds; Start: 10/1/2006 5:27:22 AM; Finish: 10/3/2006 8:10:29 PM)
105: Heavy Missiles IV (2 days, 14 hours, 43 minutes, 7 seconds; Start: 10/3/2006 8:10:29 PM; Finish: 10/6/2006 10:53:37 AM)
106: Gallente Industrial IV (3 days, 11 hours, 37 minutes, 30 seconds; Start: 10/6/2006 10:53:37 AM; Finish: 10/9/2006 10:31:08 PM)
107: Assault Ships IV (3 days, 16 hours, 32 minutes, 39 seconds; Start: 10/9/2006 10:31:08 PM; Finish: 10/13/2006 3:03:47 PM)
108: Amarr Cruiser IV (4 days, 8 hours, 31 minutes, 53 seconds; Start: 10/13/2006 3:03:47 PM; Finish: 10/17/2006 11:35:40 PM)
109: Amarr Battleship I (1 hour, 7 minutes, 20 seconds; Start: 10/17/2006 11:35:40 PM; Finish: 10/18/2006 12:43:01 AM)
110: Amarr Battleship II (5 hours, 13 minutes, 36 seconds; Start: 10/18/2006 12:43:01 AM; Finish: 10/18/2006 5:56:37 AM)
111: Gallente Cruiser IV (4 days, 8 hours, 31 minutes, 53 seconds; Start: 10/18/2006 5:56:37 AM; Finish: 10/22/2006 2:28:30 PM)
112: Gallente Battleship I (1 hour, 7 minutes, 20 seconds; Start: 10/22/2006 2:28:30 PM; Finish: 10/22/2006 3:35:50 PM)
113: Gallente Battleship II (5 hours, 13 minutes, 36 seconds; Start: 10/22/2006 3:35:50 PM; Finish: 10/22/2006 8:49:27 PM)
114: Drone Interfacing IV (4 days, 14 hours, 40 minutes, 49 seconds; Start: 10/22/2006 8:49:27 PM; Finish: 10/27/2006 11:30:16 AM)
115: Drone Durability IV (4 days, 14 hours, 40 minutes, 49 seconds; Start: 10/27/2006 11:30:16 AM; Finish: 11/1/2006 2:11:05 AM)
116: Repair Systems V (4 days, 18 hours, 2 minutes, 22 seconds; Start: 11/1/2006 2:11:05 AM; Finish: 11/5/2006 8:13:27 PM)
117: Science V (4 days, 18 hours, 2 minutes, 22 seconds; Start: 11/5/2006 8:13:27 PM; Finish: 11/10/2006 2:15:49 PM)
118: Targeting V (4 days, 18 hours, 2 minutes, 22 seconds; Start: 11/10/2006 2:15:49 PM; Finish: 11/15/2006 8:18:12 AM)
119: Gunnery V (4 days, 22 hours, 15 minutes, 47 seconds; Start: 11/15/2006 8:18:12 AM; Finish: 11/20/2006 6:33:59 AM)
120: Large Projectile Turret I (42 minutes, 5 seconds; Start: 11/20/2006 6:33:59 AM; Finish: 11/20/2006 7:16:04 AM)
121: Missile Launcher Operation V (4 days, 22 hours, 15 minutes, 47 seconds; Start: 11/20/2006 7:16:04 AM; Finish: 11/25/2006 5:31:52 AM)
122: Spaceship Command V (4 days, 22 hours, 15 minutes, 47 seconds; Start: 11/25/2006 5:31:52 AM; Finish: 11/30/2006 3:47:39 AM)
123: Empathy V (5 days, 2 hours, 48 minutes, 42 seconds; Start: 11/30/2006 3:47:39 AM; Finish: 12/5/2006 6:36:22 AM)
124: Presence I (30 minutes, 18 seconds; Start: 12/5/2006 6:36:22 AM; Finish: 12/5/2006 7:06:40 AM)
125: Presence II (2 hours, 15 minutes, 7 seconds; Start: 12/5/2006 7:06:40 AM; Finish: 12/5/2006 9:21:47 AM)
126: Battlecruisers IV (5 days, 5 hours, 26 minutes, 13 seconds; Start: 12/5/2006 9:21:47 AM; Finish: 12/10/2006 2:48:01 PM)
127: Trade V (5 days, 15 hours, 52 minutes, 36 seconds; Start: 12/10/2006 2:48:01 PM; Finish: 12/16/2006 6:40:38 AM)
128: Hull Upgrades V (9 days, 12 hours, 4 minutes, 44 seconds; Start: 12/16/2006 6:40:38 AM; Finish: 12/25/2006 6:45:22 PM)
129: Weapon Upgrades V (9 days, 20 hours, 31 minutes, 34 seconds; Start: 12/25/2006 6:45:22 PM; Finish: 1/4/2007 3:16:57 PM)
130: Heavy Assault Ships I (53 minutes, 28 seconds; Start: 1/4/2007 3:16:57 PM; Finish: 1/4/2007 4:10:26 PM)
131: Gallente Industrial V (19 days, 17 hours, 3 minutes, 9 seconds; Start: 1/4/2007 4:10:26 PM; Finish: 1/24/2007 9:13:36 AM)
132: Caldari Cruiser V (24 days, 15 hours, 18 minutes, 57 seconds; Start: 1/24/2007 9:13:36 AM; Finish: 2/18/2007 12:32:33 AM)
132 skills; Total time: 216 days, 7 hours, 52 minutes, 38 seconds; Completion: 2/18/2007 12:32:33 AM