McDougall Insurance Group acquires Tailored Insurance of Richmond Hill | InQuinte.ca
×
Today's latest storiesSearch is on for missing Marlbank manBeyond the Headlines - school safetyMcDougall Insurance Group acquires Tailored Insurance of Richmond Hill300 charges laid during Road Safety Week Blitz in BellevilleOpen House on Saturday for Belleville's newest riverside apartment communityAthlete of the Week: Alyssa MorrisonDispose of your electronics to help the community this SaturdayOver $70,000 raised for local kids on ThursdayBayside Secondary hits the ground running with Relay for Life FridayStrengthening affordable local and regional food accessBelleville Spirits U17 Squad Building Momentum Ahead of Ontario CupBelleville's Mahmood among flotilla participants freed from captivityLocal Public School Board students and staff 'say it forward' on Words Matter DayFederal government investing $20 million in Wellington Wastewater Treatment Plant expansionThomasburg man charged with assault in BellevilleStudent in east-end Belleville charged with robbery after incident with a weaponHits 95.5 Interviews: Tim Porter, The 25th Annual Putnam County Spelling BeeBeyond the Headlines - Commendation for investigative team at Belleville Police ServiceInvestigative team with BPS receives Chief's Commendation in historic sexual assault caseDowntown at Dusk returns to celebrate the Summer Solstice in Belleville

McDougall Insurance Group acquires Tailored Insurance of Richmond Hill

By Paul Martin May 22, 2026 | 9:50 AM

McDougall Insurance Brokers Limited, today announced a new strategic partnership with Tailored Insurance Services Inc. in Richmond Hill, Ontario. Tailored is a portfolio-driven boutique insurance brokerage with a renowned acumen in commercial program business – with specialization in machine shops, photography and graphic design.

McDougall is excited to collaborate with Tailored to broaden their program access across its national footprint and to capitalize on Tailored’s specialized staff while leveraging its scale and access to augment Tailored’s reach and customer service. The partnership also continues McDougall’s inorganic momentum in the GTA, with it averaging a new office in the region every six months since adding Cornell Insurance in Markham at the end of 2024. Cornell and Tailored will collaborate closely to capitalize on the partnership.

“The Cornell team is excited to support and leverage Tailored,” said John Beadle, President of Cornell. “They are a fantastic organization with unique skills that see the industry in the same way we do.”

“Tailored was a rare opportunity for us to partner with a business that both shares our entrepreneurial culture and brings new expertise and options for us to provide to our clients,” said Lorne McDougall, VP of McDougall Insurance. “We are confident that our collaboration will produce meaningful gains for the clients of both organizations and we appreciate this opportunity to further build our story in the GTA.”

Tailored’s President, Gary Spry, will continue with Tailored post-deal. “This process was motivated by customer service,” said Spry. “Tailored takes its obligations to clients very seriously – and partnering with McDougall gives Tailored’s clients access to a market-leader in our industry while providing Tailored access to a wealth of opportunity nationally. We look forward to collaborating with McDougall to take our respective businesses to the next level.”

McDougall is committed to supporting Tailored in maintaining the high standards of professionalism and customer service that Tailored’s clients have come to expect.