Rueben's Ramblings

Do You Remember: Jack & Jill

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Jack & Jill

Back on September 26, 1999, the one-hour comedy-drama Jack & Jill debuted on the WB Network (now known as The CW).

The series focused on David “Jill” Jillefsky (Ivan Sergei, who since has gone on to appear in Charmed, Crossing Jordan, Gravity, Twisted and most recently NCIS: New Orleans) and Jacqueline “Jack” Barrett (Amanda Peet, who since has gone on to appear in the box office films The Whole Nine Years and its sequel, 2012 and The Way Way Back as well as The Good Wife and Togetherness).

Jack and Jill fell in love at first sight, but it took them time to realize they were meant to be together because of major obstacles in their relationships with their significant others. Jack worked in a local TV station’s news department while Jill left a brief, but promising career as a photographer, to work a job at a toy company.

The series experienced average ratings during its first season, causing it to get only a 13-episode second season that aired during mid-season. The final episode also ended in a cliffhanger because despite rallying by fans the series did not get another pick-up order.

The other cast members of this short-lived series were:

Audrey Griffin (Jamie Pressly, who has since gone on to appear in My Name Is Earl, I Hate My Teenage Daughter and Mom) was a Broadway actress and dancer who ended up dating Barto;

Bartholomew “Barto” Zane (Justin Kirk, who has since gone on to appear in Angels in America and Weeds) was a brilliant but insecure med student, who was one of Jill’s best friends. He was from a wealthy Jewish family, who was under a great deal of pressure by his famous surgeon family;

Elisa Cronkite (Sarah Paulson, who has since gone on to appear in American Horror Story and The People vs. O.J. Simpson) was Jack’s colleague at the local TV station and was Jill’s ex-girlfriend; and,

Michael “Mikey” Russo (Simon Rex, who has since gone on to appear in the spoof films Scary Movie franchise and Superhero Movie) was a philosopher-barman and natural womanizer as well as one of Jill’s best friends.

Among the guest stars during the short-lived series were actors John Pyper-Ferguson (The Last Ship), Josh Hopkins (Quantico), Timothy Omundson (Psych and Galavant) and Ed Quinn (Eureka).

Jack & Jill consisted of 32 episodes that aired over the course of two seasons from September 26, 1999 through April 15, 2001 on the WB Network. Do you remember Jack & Jill?

Using her favorite online handle, Rueben is an East Coast-bred gal who is now a permanent Californian and a lifelong tv-oholic. She watches at least 25 TV shows a week, goes to the movies as often as possible, listens to music every waking moment, reads every day and “plays” on the internet every chance she can. Some of her current favorite TV shows are Outlander, Arrow, Grimm, The Blacklist, Teen Wolf, Killjoys, Dark Matter, The Shannara Chronicles, Good Witch, When Calls the Heart, The 100, Switched at Birth, Jane the Virgin, Marvel’s Agents of S.H.I.E.L.D., The Flash and The Fosters (among others). Follow her at @ruebenrambling or contact her at