I agree with you, the schnauzers, on the importance of the series order for Undercover Boss episodes. Here is the data on the first 2 seasons, which gives no clue on how long the run for season 3 might be):
• Season 1
1 1-01 101 07/Feb/10 Waste Management
2 1-02 102 14/Feb/10 Hooters
3 1-03 103 21/Feb/10 7-Eleven
4 1-04 104 28/Feb/10 White Castle
5 1-05 105 14/Mar/10 Churchill Downs
6 1-06 106 21/Mar/10 GSI Commerce
7 1-07 107 28/Mar/10 Herschend Family Entertainment
8 1-08 108 04/Apr/10 Roto-Rooter
9 1-09 109 11/Apr/10 1-800-Flowers
• Season 2
10 2-01 26/Sep/10 Choice Hotels International
11 2-02 03/Oct/10 Great Wolf Resorts
12 2-03 10/Oct/10 Directv
13 2-04 17/Oct/10 Frontier Airlines
14 2-05 24/Oct/10 Nascar
15 2-06 31/Oct/10 Chiquita
16 2-07 07/Nov/10 Chicago Cubs
17 2-08 14/Nov/10 Lucky Strike Lanes
18 2-09 21/Nov/10 Subway
19 2-10 05/Dec/10 ABM Industries
20 2-11 12/Dec/10 Johnny Rockets
21 2-12 02/Jan/11 Norwegian Cruise Line
22 2-13 09/Jan/11 UniFirst
23 2-14 16/Jan/11 BELFOR
24 2-15 20/Feb/11 Mack Trucks
25 2-16 06/Mar/11 City Of Cincinnati
26 2-17 13/Mar/11 United Van Lines
27 2-18 20/Mar/11 Mgm Grand
28 2-19 27/Mar/11 Synagro
29 2-20 10/Apr/11 Baja Fresh
30 2-21 17/Apr/11 BrightStar
31 2-22 01/May/11 University of California, Riverside
A 22 episode season would be ludicrous, so I expect 9 episodes or less. I have read about one episode showing Jan. 29 (Kendall Jackson winery), so we know it will be at least 3 episodes. A full 9 Undercover Boss episodes would put the Amazing Race start on March 18 and the finish of a only-one-hour-legs 12 week season on June 3.