‘Oz’ Characters Examined Part 4 – Diane Whittlesey


dianewhittleseyozOngoing for 25 total entries, I will be examining the best and most memorable figures from Oz. The prison show was HBO’s first venture into dramatic television, making the series a critical point of progress for the network. Many cast members went on to have bigger careers that partially spawned due to excellence on Oz. The majority of TV shows, past and current, don’t provide enough characters to justify a list of this length. 25 feels like an ideal total that should please fans of the show in addition to detailing a reasonable number of top notch personalities.

Subjective lists are inherently debatable as personal tastes and individual responses determine how a given character is viewed. In other words, disagreements/omissions will be a reality. The majority of days (weekends included) will feature either one or two articles from this list being published. Exceptions will be if I have an interview or otherwise important project to publish, in which case the Oz series may take a brief break. All prior entries will be linked at the bottom of every fresh article. If you’re a fan of the show and appreciate this project, please promote it widely and spread the word. Pop Culture Spin appreciates your efforts. Up next in the list, we have Diane Whittlesey, played by Edie Falco.

If you were to ask anyone what was the HBO show that Edie Falco starred in, reasonable people would answer The Sopranos. Yes, the wife of Tony Soprano is a substantially more critical role than as a correction officer in Oz, but her work with HBO’s first dramatic hit shouldn’t be swept aside. Whittlesey was one of the show’s top female characters and acted as the first female CO to join the Oz world. She had a difficult life during the show – divorced, single mother, caretaker of her cancer ridden mom, issues with past lovers/substance abuse, and more.

It was never misunderstood – Whittlesey didn’t exactly want to have her job as a prison staff member, but she needed the money and it was a position she was capable of landing. Her most noteworthy character development point was her relationship with possibly the biggest prison staff member of the show, Tim McManus. After having sex and receiving bad vibes from the rest of their coworkers for their rendezvous, Whittlesey dumped the deeply in love McManus. When she left later on in the series, he never recovered.

While I would’ve liked to have seen Whittlesey finish off the series rather than departing during Season 4, I’m grateful for the time she put into the show. In a male dominated world full of testosterone and anger, Whittlesey held her own and became a pivotal part of Oz. It’s also likely that she wouldn’t have became The Sopranos and Nurse Jackie star without her repeated trips from her fictitious TV home to the depraved Oswald State Correctional Facility universe.

Published Entries of my Examining Oz Characters List
Part 1 – Simon Adebisi / Part 2 – Father Ray Mukada / Part 3 – Chris Keller
Part 4 – Diane Whittlesbey / Part 5 – Bob Rebadow / Part 6 – Augustus Hill
Part 7 – Jaz Hoyt / Part 8 – Ryan O’Reily / Part 9 – Arnold “Poet” Jackson
Part 10 – Sister Peter Marie Reimondo / Part 11 – Shirley Bellinger / Part 12 – Miguel Alvarez
Part 13 – Warden Leo Glynn / Part 14 – Chucky Pancamo / Part 15 – Gloria Nathan
Part 16 – Cyril O’Reily / Part 17 – Governor James Devlin / Part 18 – Kareem Said
Part 19 – Kenny Wangler / Part 20 – Vernon Schillinger / Part 21 – Agamemnon Busmalis
Part 22 – Tim McManus / Part 23 – Enrique Morales / Part 24 – Burr Redding / Part 25 – Tobias Beecher


About Author

Tyler is the Editor-in-Chief for Hardwood and Hollywood's pop culture section. He has an unrelenting fascination with Lisbeth Salander and Omar Little. If you're looking to work on a writing project with Tyler or to be interviewed, reach him at [email protected].


  1. Pingback: 'Oz' Characters Examined Part 1 - Simon Adebisi - Pop Culture Spin

  2. Pingback: 'Oz' Characters Examined Part 2 - Father Ray Mukada - Pop Culture Spin

  3. Pingback: 'Oz' Characters Examined Part 3 - Chris Keller - Pop Culture Spin

  4. Pingback: 'Oz' Characters Examined Part 6 - Augustus Hill - Pop Culture Spin

  5. Pingback: 'Oz' Characters Examined Part 5 - Bob Rebadow - Pop Culture Spin

  6. Pingback: 'Oz' Characters Examined Part 7 - Jaz Hoyt - Pop Culture Spin

  7. Pingback: 'Oz' Characters Examined Part 9 - Arnold "Poet" Jackson - Pop Culture Spin

  8. Pingback: 'Oz' Characters Examined Part 8 - Ryan O'Reily - Pop Culture Spin

  9. Pingback: 'Oz' Characters Examined Part 10 - Sister Peter Marie Reimondo - Pop Culture Spin

  10. Pingback: 'Oz' Characters Examined Part 11 - Shirley Bellinger - Pop Culture Spin

  11. Pingback: 'Oz' Characters Examined Part 13 - Warden Leo Glynn - Pop Culture Spin

  12. Pingback: 'Oz' Characters Examined Part 12 - Miguel Alvarez - Pop Culture Spin

  13. Pingback: 'Oz' Characters Examined Part 18 - Kareem Said - Pop Culture Spin

  14. Pingback: 'Oz' Characters Examined Part 15 - Gloria Nathan - Pop Culture Spin

  15. Pingback: 'Oz' Characters Examined Part 16 - Cyril O'Reily - Pop Culture Spin

  16. Pingback: 'Oz' Characters Examined Part 17 - Governor James Devlin - Pop Culture Spin

  17. Pingback: 'Oz' Characters Examined Part 21 - Agamemnon Busmalis - Pop Culture Spin

  18. Pingback: 'Oz' Characters Examined Part 14 - Chucky Pancamo - Pop Culture Spin

  19. Pingback: 'Oz' Characters Examined Part 23 - Enrique Morales - Pop Culture Spin

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