The next chapter
FEB 2026 Acera merger completedJUL 2026 Coast-to-coast expansionNOV 2026 Next national brand phase planned

People / Insurance / The long game

Shawn DeSantis’s very big bet on staying local

He spent a decade bringing Canadian brokerages together while keeping their local identities. Now Shawn DeSantis is putting one name above the door - and asking the relationships underneath it to do the heavy lifting.

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A familiar name above a brokerage door has a particular value. It tells a customer who will answer the telephone, who knows the business, and who might still remember the awkward conversation at last year’s renewal. Shawn DeSantis built Navacord by inviting the people behind those doors into a larger enterprise. Twelve years after its founding, he is changing many of the signs. The interesting part is what he expects to survive the repainting.

In November 2026, more than 50 brokerages are due to begin operating under the Navacord name. For its co-founder, president and CEO, this is a consequential turn: the company grew by offering entrepreneurs national resources alongside their established local identities. DeSantis now argues that a common identity will help those businesses compete for national accounts and attract people. The promise of local service has acquired a much larger stage.

There is a personal history beneath that corporate argument. Long before Navacord had a national footprint, DeSantis and his co-founder, T. Marshall Sadd, knew each other through the insurance business. Their association preceded their company by roughly two decades. A relationship had time to accumulate before either had to put a corporate name to it.

Before the boardroom, a Calgary football field

DeSantis grew up in Calgary in an Irish-Italian family, with a large extended circle and plenty of food. He earned a football scholarship to the University of Calgary and was part of two national championship teams. His later account of moving to Toronto was pragmatic: a senior insurance opportunity, in Canada’s financial centre, was an appealing proposition.

His interests have always left room for more than the office. He has named Rome as his favourite Italian city and Jim Collins as a favourite author. Three of his four children had entered insurance by 2020. Dinner-table conversation, apparently, had a recruitment function. His own explanation was that they had seen how much he enjoyed the work.

“People do business with people they like and trust.”

Shawn DeSantis, 2020

A broker’s advocate on the insurer’s side

By April 2013, DeSantis was an executive vice president at RSA Insurance, publicly defending the future of brokers at an industry symposium in Toronto. Direct sellers were taking market share, and customers wanted better web and mobile services. The debate already contained the questions that would follow him into Navacord: how personal advice could retain its value, and how the businesses delivering it would afford to modernize.

He was optimistic about the broker channel. At the same time, he acknowledged that people wanted to shop online. Put those positions beside one another and a practical view emerges. Customer habits could change without making the intermediary redundant. Brokers would have to earn their place in the transaction while making themselves easier to deal with. Affection for the profession was no substitute for a usable service.

Later that year, he became president and CEO of Jones DesLauriers Insurance Management. He brought experience of major acquisitions at RSA Canada to an independent brokerage. It was a useful change of vantage point: the executive who had worked for an insurer was now running a business that advised customers and negotiated with insurers. In 2014, Jones DesLauriers and Lloyd Sadd Insurance Brokers joined forces to create Navacord.

Navacord co-founders Shawn DeSantis, left, and T. Marshall Sadd, right
THE LONG GAME DeSantis, left, and Sadd. Their working relationship was established well before their company. Photograph accompanying their 2022 Insurance Business interview.

The attraction of buying in

The early proposition addressed a sensitive matter for brokerage owners: what happens to the business after a deal? Sadd and DeSantis offered a national organization in which local operators could participate, with access to capital, expertise and resources. The partnership language mattered because the sellers were being invited to hold a stake in the larger business. They could continue building after the transaction.

By 2022, Navacord had more than 200 broker shareholders. Its model generally involved taking full ownership of a brokerage while its partners acquired equity in Navacord. That distinction helps explain why management emphasized participation. Ownership moved to a broader enterprise, and the people who had built the local business could share in the fortunes of that enterprise. A sale could also be the beginning of another investment.

The financial machinery had developed along the way. In 2018, Navacord announced a management-led buyout of minority capital partner Fairfax, supported by Chicago-based Madison Dearborn Partners. At that point the group reported more than $700 million in premium, with about 80 percent of revenue coming from commercial insurance. Its partnership group had an average age of 44. The founders were building around operators with working years ahead of them.

2013Moves from RSA to lead Jones DesLauriers
2014Co-founds Navacord with T. Marshall Sadd
2018Management-led buyout backed by MDP
2026Acera merger closes; national brand transition advances

Advice that deserves a conversation

DeSantis was explicit about where he wanted to compete. In 2018, he described a preference for customers who valued a broker’s advice and would make time for it. He had little enthusiasm for a race to reduce a homeowner’s application to a couple of questions. Navacord’s commercial emphasis put it closer to businesses whose risks required more discussion: construction, transportation and energy among them.

That choice gives the company’s growth an operational purpose. A brokerage serving a complicated business needs knowledge that can travel between colleagues. A bigger organization can make specialist experience available beyond the office in which it happens to sit. The value has to appear in the customer conversation, however. A collection of specialist titles is only useful when someone knows whom to call.

By 2023, DeSantis was applying a similarly practical standard to acquisitions. His test was whether a brokerage would be a better business five years after joining Navacord. He pointed to investment in talent and technology, and to improving what the business could offer its clients. Rising interest rates were also making the company more selective about prospective partners as capital became more expensive.

It is a useful question to keep beside the announcements. Acquisition totals describe transactions; a stronger service takes longer to judge. DeSantis’s own five-year framing puts the emphasis on the years after signing. Hiring, developing advisors and improving systems become part of the deal’s meaning. Otherwise, the paperwork has enjoyed rather more development than the business.

Old acquaintances, a much larger company

The Acera merger closed on February 2, 2026. Discussions had begun in 2024 and gathered pace in 2025. Acera’s founders, Lee Rogers and Andrew Kemp, had a long history in the same industry circles as Sadd and DeSantis. Their familiarity gave the negotiations a human foundation, while the businesses brought complementary geographic reach and lines of work.

The combined organization represented roughly $7.2 billion in insurance and employee benefits premiums, $7.5 billion in retirement assets under management, more than 5,000 professionals and over 150 locations. These figures measure different things. Premiums describe insurance business placed; retirement assets describe money under management. Neither number is a revenue figure, and neither is an estimate of DeSantis’s personal wealth.

$7.2BInsurance & benefits premiums
5,000+Professionals
150+Locations across Canada

Combined Navacord and Acera figures announced with the February 2026 merger.

In July, the partnership with Steers Insurance carried Navacord into Newfoundland and Labrador. Steers brought more than 100 employees and over $110 million in gross written premium, as well as operations in Nova Scotia. The company described the transaction as completing a coast-to-coast footprint. For a business built on local knowledge, the national map was being filled in through people already working there.

There was a cross-border connection too. In October 2025, Insurance Office of America announced new strategic investments from Madison Dearborn Partners and Navacord, alongside investment by its own producers and employees. DeSantis and Sadd described the American firm’s culture and leadership as reasons for the partnership. The announcement left financial terms undisclosed. It extended the network of relationships around Navacord beyond Canada, while the Canadian brokerage’s own identity remained central to its public story.

The distinction is useful. A company can build a Canadian service proposition and still seek partners elsewhere. For DeSantis, the recurring thread is the willingness of people to commit to a wider enterprise. Geography changes the opportunity; the question of participation follows it across the border.

One name, thousands of introductions

DeSantis’s outlook for 2026 placed scale at the centre of the next industry shift. He connected size with the ability to invest in data, analytics, talent and expertise. A recognizable brand, in his view, could help customers understand those resources and give employees a clearer sense of belonging. The argument was especially relevant as insurance rates softened and economic conditions became more difficult.

His technology position was equally revealing: digital tools, including AI, should support the human relationship. That follows a theme visible years earlier. In 2021, he had argued that technology needed to move to the forefront of the business, helping colleagues perform as clients asked for more. The continuity matters. New systems are being asked to help an old profession keep its personal usefulness.

There is also a public-facing expression of the national-brand ambition. In January 2026, Navacord became an official partner of the Toronto Maple Leafs. DeSantis, a Toronto sports enthusiast, joined Sadd in linking the partnership to collaboration and community investment. Insurance has found plenty of ways into sporting life; a familiar hockey team offers a particularly Canadian introduction.

The harder introduction happens inside each local office. As the November transition approaches, DeSantis is asking customers to recognize a new name while continuing to trust familiar advisors. His career has moved from insurer to broker, from one brokerage to a national group, and from separate identities toward a common one. The telephone will still ring somewhere specific. What happens when someone answers will give his very big bet its everyday verdict.