She has opened Olson Food at Port and Olson Foods at Ravine. From 2002 to 2007 Olson was the host of Food Network Canada’s cooking show Sugar. She also hosted the second and third seasons of Kitchen Equipped on Food Network Canada and HGTV. From 2008 to 2010 she hosted Fresh with Anna Olson. Her latest show Bake with Anna Olson started in 2012. She has been featured for Starbucks Coffee Canada and appeared in commercials and advertisements. She has also appeared in ads for Splenda, KitchenAid, Pillsbury, and Home Hardware.