|Birth name||Cara Stern|
|Station(s)||Chicago's Rewind 100.3"|
|Time slot||7 p.m. - 12 a.m.|
Her first professional radio job using her maiden name Cara Stern was at 95.3 "The New Foxy 95" WCFX in Clare, Michigan while attending college at Central Michigan University. She was hired as a weekend overnight/fill-in personality at WCFX in 1986 and was soon promoted to weekend middays (10 am – 3 pm), then full time evenings (7 pm – midnight) and eventually middays (10 am – 2 pm) and Production Director.
In 1989, using the stage name Cara Simms on air, Cara began hosting overnights at 103.9 WABT "The Wabbit" in Dundee, Illinois. Within a year she moved up to evenings (7 pm – 12 am), and within another year began hosting middays (10 am – 3 pm) and also became Assistant Program Director. She was appointed Program Director in 1992 and shortened her on air shift to 10 am - noon to accommodate her new responsibility. She remained at WABT until the station was put up for sale in 1995. Using her newly acquired married name Cara Carriveau she became Program Director at Shadow Broadcast Services in Chicago, Illinois in 1995. One responsibility of her position was anchoring the news and being a sidekick on the nationally syndicated "Kevin Matthews Morning Show" originating from WLUP studio's in the John Hancock Building. Later that same year Cara began hosting weekends at 95.1 WIIL "95 Will Rock" in Kenosha, Wisconsin. Within a few months (March 1996) she accepted the simultaneous positions at WIIL of Morning Show Sidekick/News Anchor, Midday Host (via voicetracking) and Promotion Director. At the same time, she also began hosting weekends at "Rock 103.5" WRCX in Chicago, Illinois. It was during this time that Cara discovered she was pregnant with her first child.
After her daughter was born in 1996 Cara left WIIL and chose to continue working only part time at WRCX allowing her to dedicate more time to being a mother. When WRCX changed formats in 1998 and terminated the entire on air staff, Cara briefly filled in at WTMX hosting evenings and then middays for vacationing jocks during the holidays, then began working part time at 97.9 WLUP "The Loop" in January, 1999. Within 2 months she was promoted to full time evenings (7 pm – midnight), and then in 2000 was promoted to middays (10 am – 3 pm). She remained at WLUP until 2006, when she was let go after writing a letter to Chicago Sun-Times columnist Robert Feder lamenting about legendary radio personalities currently off the air.
During her brief time off the air Cara decided to pursue her passion of interviewing entertainers, specifically rock stars. She started her podcast Cara's Basement in February, 2007 and still continues to host it presently.
During this time Cara also began providing artist interviews for The Chicago Music Guide and also providing blog content for The NBC5 Street Team. She quickly returned to the Chicago radio airwaves, working weekends and often filling in weekdays at WTMX beginning in November, 2006. Cara was chosen to host middays full time in July, 2008 after a nationwide search. In 2010 and 2012 Cara was named "Best Radio Personality, Major Market" by the Illinois Broadcasters Association, winning first place Silver Dome awards. After spending five years hosting middays at 101.9 The MIX she moved to sister station Chicago's Rewind 100.3 WILV in 2013. Cara also began blogging for The Local Tourist  and was soon appointed "Music X-Pert" in 2013.
- Outside the Loop Radio Podcast