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About True North

Independent Advice.
Personal Relationships.

True North was built on a simple belief: insurance decisions should be understood before they are made.

Why True North Exists

Guidance Before Products

I founded True North because clients deserve more than a sales presentation. They deserve honest conversations, clear explanations, and recommendations based on what is right for them.

My role is to simplify complex decisions and help clients move forward with confidence. Our team's role is to make sure each step is handled carefully and professionally.

Our Approach

Personal Advice. Professional Execution.

You will work directly with me on the decisions that matter most. Behind the scenes, experienced support helps coordinate applications, underwriting, policy delivery, and ongoing service.

The result is a personal relationship supported by a professional process.

Founder & Principal

Paul Simmons

Paul Simmons, Founder of True North Insurance Group

Paul Simmons provides independent insurance and risk management guidance, drawing on experience across client service, operations, underwriting, case analysis, competitive intelligence, and insurtech leadership.

Paul began providing insurance guidance in 2009. His career has since included roles with Prudential Financial, M Financial Group member firm Chernoff Diamond, New York Life's Life Competitive Intelligence Team, and White Swan, where he serves as Chief Insurance Officer.

That range of experience shapes the way Paul works today: start with the client's goals, explain the options clearly, account for underwriting and implementation realities, and recommend only what makes sense.

“I believe insurance should be understood before it is purchased. My job is to help clients see their options clearly, weigh the tradeoffs, and make a decision they can feel confident about.”

— Paul Simmons, Founder & Principal

True North works with families, business owners, and financial professionals who value independent guidance, direct communication, and a long-term relationship.

2009Began providing life and health insurance guidance.
2011Expanded into operations, case analysis, and underwriting.
2014Joined New York Life's Life Competitive Intelligence Team.
2022Became Chief Insurance Officer at White Swan.

Let's Start with a Conversation.

Tell us what you're trying to protect, and we'll help you understand the next step.

Schedule a Conversation