News
About Like a Boss
The Portland Press Herald presents, Like A Boss, the live Q&A business event series. Our CEO and Publisher, Lisa DeSisto, will meet one-on-one with local CEOs and business leaders for a behind the scenes look at their career paths, the ups and downs of running their businesses and the trends shaping them. Join us to hear insightful, first-hand accounts of the realities of running a business.
Our 2024 season will be primarily hosted at The Roux Institute at Northeastern University in Portland.
Our 2024 season will be primarily hosted at The Roux Institute at Northeastern University in Portland.
Upcoming Events
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This conversation will take place on Wednesday, April 2, 2025 at 8 a.m. at the Roux Institute at Northeastern University.
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This conversation will take place on Wednesday, September 17, 2025 at 8 a.m. at the Roux Institute at Northeastern University.
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This conversation will take place on Wednesday, October 29, 2025 at 8 a.m. at the Roux Institute at Northeastern University.
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This conversation took place on Wednesday, October 23 at the Roux Institute at Northeastern University.
Past Like a Boss Events
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This conversation took place on Wednesday, September 25 at the Roux Institute at Northeastern University.
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This conversation took place on Wednesday, May 1 at the Portland Museum of Art.
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This conversation took place on Wednesday, March 6 at The Roux Institute at Northeastern University.
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The Maine State Director of AARP, Noël Bonam, sat down with Lisa DeSisto on Wednesday, October 18.
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The 14th USM President, Dr. Jacqueline Edmondson, sat down with Lisa DeSisto on Wednesday, Sept. 27.
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The Boulos Company President, Jessica Estes, sat down with Lisa DeSisto on Tuesday, April 4.
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CMP President Joe Purington sat down with Lisa DeSisto on Wednesday, March 1.
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Jenn Lever sat down with Press Herald CEO Lisa DeSisto to talk about leadership and navigating tough times.
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Baxter Brewing President Jenn Lever sat down with Lisa DeSisto on Wednesday, Oct. 19.
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Mary Larkin sat down with Press Herald CEO Lisa DeSisto to talk about leadership and navigating tough times.
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President of Diversified Communications, US Division, Mary Larkin will join Lisa DeSisto at The Roux Institute on Wednesday, Sept. 7.
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GMRI's longtime leader shares his strategies for nonprofit success, creative collaborations and his sci-fi novel reading list.
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Gulf of Maine Research Institute president and CEO Don Perkins joined Lisa DeSisto at Portland House of Music Wednesday, June 29.
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This event took place on Friday, April 29 at 8:00 a.m. at the Portland House of Music.
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The conversation took place on Friday, Oct. 15 at 8:00 a.m.
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The conversation with publisher Lisa DeSisto took place Friday, Sept. 10.
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The conversation with the president and CEO of Central Maine Healthcare happened May 14.
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Lisa DeSisto sat down with Joan Ferrini-Mundy of University of Maine on Friday, March 12.
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The interview between Lisa DeSisto and the head of IDEXX took place Friday, Jan. 22.
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The live interview with Liz Cotter Schlax happened Friday, Oct. 23.
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Lisa DeSisto sat down with the president of Bowdoin College on Sept. 30.
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Mike Simonds sat down with Masthead Maine CEO Lisa DeSisto for Like a Boss via Zoom webinar on May 29, 2020.
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Mike Bourque sat down with Masthead Maine CEO Lisa DeSisto for Like a Boss via webinar on May 15, 2020.
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Michael Bourque sat down with Masthead Maine CEO Lisa DeSisto for Like a Boss via Zoom webinar on May 15, 2020.
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Steve Smith sat down with Masthead Maine CEO Lisa DeSisto for Like a Boss via Zoom webinar on May 8, 2020.
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Glenn Cummings sat down with Masthead Maine CEO Lisa DeSisto for Like a Boss via Zoom webinar on May 1, 2020.
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Friday, May 22, Lisa DeSisto sat down with Dr. Edison Liu, President and CEO of The Jackson Laboratory.
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Kristen Miale sat down with Masthead Maine CEO Lisa DeSisto for Like a Boss via Zoom webinar on April 24, 2020.
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Leeann Leahy sat down with Masthead Maine CEO Lisa DeSisto for Like a Boss via Zoom webinar on April 17, 2020.
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John Stiker sat down with Masthead Maine CEO Lisa DeSisto for Like a Boss via Zoom webinar on April 10, 2020.
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Joan Fortin sat down with Masthead Maine CEO Lisa DeSisto for Like a Boss via Zoom webinar on April 3, 2020.
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Tony Shurman sat down with Masthead Maine CEO Lisa DeSisto for Like a Boss at Portland House of Music and Events on February 28, 2020.
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MaineHealth, Wex and MEMIC are helping their employees avoid driving to work every morning. But resources exist for all Portland area businesses.
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Tony Shurman sat down with Lisa DeSisto on Feb. 28 for the first Like a Boss event of 2020.
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Lindsay Skilling sat down with Masthead Maine CEO Lisa DeSisto for Like a Boss at Portland House of Music and Events on October 25, 2019.
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The conversation with Lisa DeSisto, Portland Press Herald CEO and publisher, took place Friday, Oct. 25.
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Shawn Cunningham sat down with Lisa DeSisto as part of the Like a Boss event series on Friday, September 27, 2019 . Here are excerpts from their conversation.
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The Sept. 27 conversation will be led by Lisa DeSisto, Portland Press Herald CEO and publisher.
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Michelle Hood sat down with Lisa DeSisto as part of the Like a Boss event series on Friday, May 17. Here are excerpts from their conversation.
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The May 17 conversation was be led by Lisa DeSisto, Portland Press Herald CEO and publisher.
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David Greene sat down with Lisa DeSisto as part of the Like a Boss event series on Friday, February 8. Here are excerpts from their conversation.
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The Feb. 8 conversation was led by Lisa DeSisto, Portland Press Herald CEO and publisher.
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The conversation was led by Lisa DeSisto, Portland Press Herald CEO and publisher.
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The conversation was led by Lisa DeSisto, Portland Press Herald CEO and publisher.
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The conversation was led by Lisa DeSisto, Portland Press Herald CEO and publisher.
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The conversation was led by Lisa DeSisto, Portland Press Herald CEO and publisher.
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The conversation was led by Lisa DeSisto, Portland Press Herald CEO and publisher.
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Listen in as Lisa talks healthcare with the President and CEO of Maine General Medical Center in Augusta
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Thomas College President Laurie Lachance chats with Portland Press Herald C.E.O. Lisa DeSisto
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The Sept. 15 conversation was led by Lisa DeSisto, Portland Press Herald CEO and publisher.
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Lisa shares best practices on how to deepen engagement with your employees
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The conversation was led by Lisa DeSisto, Portland Press Herald CEO and publisher.
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Host Lisa DeSisto talks with Burgess about how the industry has changed in the 30 years Burgess Advertising has been around.
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The conversation was led by Lisa DeSisto, Portland Press Herald CEO and publisher.
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The CEO of one of Maine's largest law fims, Bernstein Shur, sits down with Portland Press Herald CEO Lisa DeSisto to talk business
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The conversation was led by Lisa DeSisto, Portland Press Herald CEO and publisher.
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The conversation was led by Lisa DeSisto, Portland Press Herald CEO and publisher.