Mark Halpern: Transforming Estate Tax into a $1 Billion Charitable Legacy

Are you building a successful business only to realize you’ve leaned your ladder against the wrong building?

For many visionary entrepreneurs, the drive to create, innovate, and scale is second nature.

But as your wealth grows, so does a quiet, invisible threat: the “accidental” legacy you might be leaving to the government.

In this episode of The Lighthouse Sessions, I sit down with Mark Halpern, a veteran estate planner and “good disruptor” who is on a mission to drive $1 billion in annual philanthropy.

Mark doesn’t just talk about insurance; he talks about significance.

He shares how a personal tragedy at age 11—losing his father, who had no will and no insurance—ignited a lifelong passion to protect families from the same struggle.

Why Visionary Entrepreneurs Need to Watch This Episode:

As a high-achieving founder, you are likely part of the 85% of successful people who lack essential documents like up-to-date wills or shareholder agreements. Without a plan, the government becomes your default beneficiary, often claiming up to 50%+ of your RRSPs/RRIFs and significant portions of your corporate savings.

Mark reveals how you can change the narrative: The Choice of Three: Discover why you have three potential beneficiaries (Family, Charity, and Government)—but you can only pick two.

The “Strategic Philanthropy” shift: How to turn every $2 of legacy giving into $1 of tax savings. Life Insurance as a Force Multiplier: Understand how to use “pennies for premiums” to create gifts 8 to 30 times larger than a standard check.

The “Bench of Specialists”: Why your lawyer, accountant, and wealth manager must stop operating in silos to protect your vision.

This isn’t just a conversation about money; it’s about ensuring your “struggle muscle” builds something that lasts for generations.

Whether you are motivated by your faith, your family, or a deep desire to solve a world problem, Mark’s insights will show you how to move from success to significance.

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