Some more potential nominees, using the Best/Worst Moments thread as a guide.
The 1/6/09 show features a single, amazing segment that could contend for Best Call, make a case for Fredericks as Caller of the Year and serve as part of the Highlight Reel should Spike win Most Delusional. The call featured Fredericks vs. H-Man vs. Spike vs. the newly debuting Fredericks Soundboard and runs from 21 minutes to 28 minutes into the show. Highlights include:
0:21:25 - Tom declares Fredericks the break-out star of the show
0:25:21 - Spike sighs "Ohhh, this is stealing my thunder..."
0:25:36 - A defeated Spike whimpers "Ugh, he's drunk" in reference to the Fredericks Soundboard
0:26:52 - Spike sets off a year-long chain of events when he says to Fredericks "Oh, listen, I've been around WEIRDOS...fuh-evah!"
1/20/09 show, 1:35:50 two back-to-back contenders for Best Heave-Ho when Tom opens up the line to all first-time callers. First-time caller Carlos From Staten Island is informed that the Best Show is not Stand By Me and the need to build a Best Show Resume, and then Tom shockingly turns on first-time caller David From Montclair and explains that all new callers leave on Tom's terms.
A major Saddest Call contender would have to be someone who may also qualify for Rookie Of The Year: Charlie the Drug Addict. 1/27/09, starts at 2:53:45 with "How are ya, Tom? This is Charlie the Drug Addict!" and includes Charlie the Drug Addict's tales of knapsack-based crime and what I think is a brief detour into an attempt to hang himself with his own hair.
2/3/09: One of the best episodes of the year, when Tom asks listeners to call in with celebrity impressions.
-A strong contender for Most Delusional Caller: Petey's "You come to me on day of my daughter wedding?" (1:02:30)
-Best Heave-Ho nominee: Regular Joe's John Rhys-Davies Impression (1:05:45)
-Best Heave-Ho nominee: Brian In Queens tries to out Michael McDonald Tom's McDonald impression, met with Tom's "Don't do it with me! Heave Ho! I'm crushing you!" and leads to Tom retiring his Michael McDonald impression and then retiring ALL of his impressions except Isabel Sanford and Alan Alda (2:41:18-2:42:50)
-Best Heave-Ho nominee: The Great Joey Levels attempts to do an impression, possibly of himself, but Tom informs the world that he wants "nothing to do with Joey Levels!" and hangs up on him. Added historical importance: possibly Joey Levels' final appearance on the Best Show (2:59:22)
-Possible Best Call nominee (maybe too long?) Chad From Edwardsville does an impression of Chewbacca covering Dinosaur Jr's In A Jar (starts 2:06:52)
-Best Call nominee: Chris L From Maryland as Elvis Costello introducing Herbie Hancock on Spectacle (2:26:28)