In 1874, J.T. Whitlock established a General Insurance Agency. Whitlock was also one of the founders of the St. Stephen Bank. He first established his business in the Windsor Hotel Building, later Buchanan Bros. Furniture Store.

On Whitlock's death, the business was taken over by his nephew, William T. Whitlock. In 1922, he was joined by Guy R. Daye and operated under the name of Daye & Whitlock. Previously, Guy R. Daye was with Ganongs as Office Manager. Their office was in the old Johnson building where the Royal Bank parking lot is now.

Whitlock left the business in 1941 to pursue other interests and Raymond Day joined his father at this time. The Business was changed to Guy R. Day & Son Ltd.

Real Estate sales have been promoted throughout the years and some of our salespeople are amongst the most experienced and successful in the area. Passenger tickets were also sold on Steam Ships and this was the start of the Travel Agency. When Trans Canada Airlines operated out of Pennfield , Guy R. Day & Son Ltd. became the first airline appointed agent in all of New Brunswick. A few years ago the decision was made to sell the travel agency and focus on general insurance and real estate.

After the fire in 1952, the office was moved to the old Johnson Hotel building.  In 1962 the business was again forced to move due to fire and was temporarily located in the J. Clark Building. Guy and Raymond bought the Farmer Store on King Street and converted the building into a modern office, where the business presently resides.

Guy R. Day died in March 1971. Tim Eagan joined the firm later that year and was later appointed Vice President of the company. Daryl Spires came to the firm in 1981 as Sales Manager. Raymond's daughter, Lorraine, joined the company in 1982 as CSR.

In 1989 Tim Eagan and Daryl Spires purchased controlling interest in the firm with Tim Eagan becoming President, Daryl Spires , Vice President, Lorraine Richard as Secretary-Treasurer and Raymond Day as Executive -Director.

The Insurance Brokerage  continues to represent a strong line of English, Canadian and US Insurers and recently was named the exclusive Broker for The Stanley Mutual Insurance. This was a departure for Stanley Mutual, who had always employeed their own agents in the past. The Brokerage is fully computerized, offering instant rating, email and direct upload, download capabilities with all its companies. The firm boasts six (6) licensed brokers.

The Real Estate Dept. has grown to one of the largest Real Estate offices in Charlotte County, and presently have seven (7) licensed salespeople. In 2006 the department became fully functional in the MLS listing service, so that customers and salespeople can access our listings from anywhere in the world. Guy R. Day & Son Ltd. was one of the first Real Estate Companies in NB. to use the Internet as a selling medium.The Company purchased the Exit Realty franchise for all of Charlotte County, including the Islands of Grand Manan, Campobello and Deer Island. The Real Estate Company is now known as Exit Realty Day's. Exit Realty was once seen as a newcomer in a market saturated with verteran real estate companies, but now Exit has proven to be an unstoppable contender with its highly sought after formula of residual income and empathy-oriented business model.  1500 Exit franchises have been sold from coast to coast and there are now 50,000 recruited sales agents in North America.

Guy R. Day & Son Ltd. also appreciates their capable and loyal staff, most of whom have been with the firm since the early 80's. The firm now employs 8 salaried employees and another 8 commissioned salespeople.

The present owners continue to boast the name of Guy R. Day & Son Ltd. and realize the company, from its infancy, was built upon the basic principle of fair and honest business practices. Their main goal is to follow that basic principle.