- Former People magazine Senior Editor.
- Prior to joining People, launched the now defunct-VH1 Best Week Ever gossip and celeb news site 24Sizzler.com.
- Served as Star magazine's Deputy New York Bureau Chief; began career there as a senior reporter.
- During college, interned at Time magazine's Los Angeles bureau, The Hollywood Reporter, LA Weekly, and The Village Voice.
- Entertainment journalist.
- As Managing Editor, launched TooFab.com, a celebrity news and fashion Web site produced by Telepictures Productions in Los Angeles. Under his leadership, within his first five months, monthly unique visitors to the Web site jumped 50 percent, while Facebook and Twitters users increased by 258% and 200%, respectively.
- In 2011, consulted for US Weekly and HollywoodLife.com by Bonnie Fuller.
- Regular entertainment contributor to Canada's CTV News Channel.
- Joined TheDishh.com - launched by Black Ocean Management and entrepreneur and "Keeping Up With The Kardashians" TV personality Jonathan Cheban - as managing editor in November 2014.
- Spent 2 years as a digital news editor at ABC News, where he also hosted the ABC News Live program 'Real Live'.
- After ABC News, he joined 1010 WINS, where he now serves as Executive Editor of Digital Content for 1010 WINS and WCBS 880.
- As for 2024, was Executive Editor of 1010 WINS, Digital Content; prior to sister station WCBS 880 changing formats from news to sports, Caplan over WCBS 880 and did a weekly on-air segment,. "The Sizzle.".
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