He moved to Los Angeles in 2001 to pursue a career in acting and got his start booking various commercials, including Budweiser and Castrol.
In 2009, Jacobson earned a small role in the pilot for the Showtime series “Nurse Jackie,” which later became a major recurring role, appearing in 25 episodes over the next 4 seasons. During this time, Jacobson also worked on several other series including NCIS, Southland (TV series), Law & Order: LA, and Rizzoli & Isles.
His career continued with roles on TV’s CSI, Shameless and Modern Family, and in feature films like “Celeste & Jesse Forever” and the 2013 Steve Jobs biopic “Jobs,” starring Ashton Kutcher, Josh Gad, and J. K. Simmons
Following his final season on “Nurse Jackie,” Jacobson shared with his cast-mates a Screen Actors Guild Award nomination for Outstanding Performance by an Ensemble in a Comedy Series, his first major nomination.
In August 2013, Deadline.com announced that Jacobson would be starring in Comedy Central pilot “Big Time in Hollywood, FL,” which was then ordered to series in January 2014. Lenny is an avid user of the application periscope where he broadcasts live and talks with viewers. He has over 8,000 followers and has over 5 million hearts.
- 2016: Frequency (TV Series) – Gordo
- 2016: Grimm (TV Series) – Oliver Dunbar
- 2016: The Veil – Ed
- 2015: NCIS: Los Angeles (TV Series) – Mike Hobbs
- 2015: Bros (TV Series) – Ben
- 2015: Shameless (TV Series) – Norbert
- 2014: Selling Religion (Short) – Animal Guy
- 2014: Halt and Catch Fire (TV Series) – Donnie Manning
- 2014: Bad Teacher (TV Series) – Larry
- 2014: Next Time on Lonny (TV Series) – Terrance
- 2014: Bipolar – John Poole
- 2014: The Crazy Ones (TV Series) – Jerome
- 2013: Jessie (TV Series) – Ted the Delivery Guy
- 2013: Behind the Candelabra (TV Movie) – Stage Manager (uncredited)
- 2013: Modern Family (TV Series) – Tony
- 2013: The New Normal (TV Series) – Ben
- 2013: Jobs – Burrell Smith
- 2013: CSI: Crime Scene Investigation (TV Series) – Denny Jones
- 2012: A Christmas Wedding Date (TV Movie) – Tyler
- 2012: Rizzoli & Isles (TV Series) – Rick Jaffe
- 2009-2012: Nurse Jackie (TV Series) – Lenny
- 2012: Celeste & Jesse Forever – Peter Pan
- 2011: NCIS (TV Series) – Security Guard
- 2011: Law & Order: LA (TV Series) – Ray
- 2011: Hard Hats (Short) – Chet Mueller
- 2010: Southland (TV Series) – Borders Guy
- 2009: Mayne Street (TV Series)- Scott
- 2007: Period Party (Short) – Father
- 2007: October Road (TV Series) – Hippy Bob
- 2007: Las Vegas (TV Series) – Pickpocket
- 2007: Girl Camp (Short) – Addict #2
- 2007: Entourage (TV Series) – Rub & Tug Customer #2
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