Insurance & Risk

Jason Watt joins Jason Pereira to explore the grey areas of insurance and tax law facing Canadian business owners. Topics include corporate-owned life insurance and the capital dividend account, unsettled questions around critical illness coverage, and why conservative positions matter where the Income Tax Act is ambiguous.

Creditor insurance is the focus as Matthew Inglis of Creditor Insurance Watchdogs joins the show. He explains how coverage sold alongside loans differs from individual policies, where the fine print and claim deadlines can catch borrowers off guard, and how the disability coverage compares to advisor-sold and group plans.

Paul Martin of KRG Insure demystifies property and casualty insurance for business owners. Topics include why liability settlements have surged, how widespread cyber attacks have driven insurance claims, and how insurers adapted to work-from-home arrangements and vehicle side hustles.

Long-term care insurance specialist Jen Jacobs explains why this coverage is among the most overlooked in Canada. Listeners will learn how longer lifespans change retirement planning, how Canadian fixed-premium policies differ from other markets, and what to consider when weighing coverage.

Insurance expert Brian Laundry joins Jason to discuss living benefits and what business owners can do to protect themselves in case of disability. The episode covers how common disability is among Canadians, how critical illness insurance pays a tax-free lump sum, and the conditions behind most claims.

Guy Anderson of Aligned Capital rejoins Jason to cover disability planning for business owners. Learn when a business must register with WSIB, how provincial disability programs work, and what owners can consider when planning for themselves, family members, or employees living with disabilities.

Greg Markell of Ridge Canada walks Jason through the world of cyber insurance. The episode covers why any business that has collected payment information faces breach risk, how ransomware compares to standard data breaches, and what owners can do to protect their companies.

Zachary Goldman, Managing Partner of Sterling Park Financial Group, joins Jason to explain why business owners look at insurance as part of their planning. Learn how periodic premiums can lead to a much larger tax-free payment later, and where insurance fits in protecting a business and the people who depend on it.