Silvio and Ralph must take care of a planned protest of the Columbus Day parade by a Native American group. At an Italian pride ladies' lunch, Carmela is embarrassed by anti-Mafia remarks. Meanwhile, Ralph deals with new relationship troubles, and Bobby receives some tough news.

Checking out Ralph's promising new filly at the track, Tony displays a flair for horse-racing strategy--and discovers an unexpected affinity for the stable life. Adriana finds her rock club being used as a place of business for Chris and his pals. Meanwhile, a court artist incurs the wrath of Uncle Junior, and Janice feeds Bobby in his hour of need.

After an aggressive team of reporters lowers the boom on Uncle Junior, his lawyers try a new strategy. Ralph has some fun at the expense of Paulie and his mother, but soon winds up with his own family problems. Meanwhile, Tony again finds refuge at the stables.

After a sitdown with Carmine and Johnny Sack, Tony contemplates the future of the HUD partnership. Meanwhile, Paulie blows off steam with an old pal; Janice starts losing patience with the obsessive Bobby; and Melfi ponders the Freudian undercurrents of Tony's latest dreams.

In the Season Four finale, Tony and Carmela contemplate purchasing a shore house, but a voice from the past threatens the deal. While Uncle Junior breaks out the Hearty Burgundy, Little Paulie and Benny break in a new sound system on the Stugots. With Carmine apparently intent on putting the past behind him, Tony and Johnny Sack weigh their options, carefully.

In the Season Five finale, Tony's crew circles the wagons as Johnny Sack turns up the heat. Carmela counts her blessings. Christopher is freaked out by an unexpected visitor. Benny's connection to the plumber's union comes in handy. A.J. demonstrates his business acumen. Tony ponders whether to execute a 'sacrifice bunt.'

The family tries to cope with Tony's hospitalization and possibly impending death, while Tony begins to hallucinate a new life parallel to his own.

While the gang begins to turn on itself, Tony finds himself at the threshold.

Paulie finds public opinion turned against him after an amusement ride accident, while Chris tries to start a new life as a husband and father.

Christopher's Cleaver premieres, showing Tony how he feels about him. Johnny Sack faces a health crisis. Phil Leotardo resents his family, and himself, for being weak and downtrodden. Silvio gets caught up in New York's power vacuum.