Cardiometabolic abnormalities are common health threats in Canada. About one in five Canadians over the age of 18 has metabolic syndrome. As diet and exercise are essential in preventing and treating cardiometabolic abnormalities, there is an urgent need for a Canadian-based dietary assessment tool to guide counselling and provide evidence for effectiveness of diet counseling delivered by Registered Dietitians (RD). This pilot study tested the feasibility of a primary-care located validation study conducted with patients and RDs, using an adapted food frequency tool, called the Diet Quality Monitoring Tool (DIETQ) against 7-day food records using the online ASA24 system. Two RDs and four patients completed the 3-month study. The study provided valuable insights on improving the design of DIETQ, recruiting, orientation and training strategies, as well as possible changes to data analysis procedures. With the suggested improvements, validation against 7-day records is considered to be feasible in a national validation.