Andrew Ostro from PolicyMe

Andrew Ostro from PolicyMe

Author: Evan McCann August 14, 2025 Duration: 52:37

Andrew Ostro is the Co-Founder and CEO of PolicyMe.


PolicyMe's mission is to reinvent insurance for Canadians by merging smart technology with unwavering humanity–driving down costs, simplifying protection, and prioritizing your needs at every step.


Chapters

00:00 The Birth of PolicyMe

05:25 Understanding Life Insurance

08:37 The Buying Process of Life Insurance

11:36 Streamlining Insurance Pricing

14:40 Innovations in Underwriting

17:17 AI and Operational Efficiency

21:18 Types of Life Insurance

25:03 Product Expansion and Strategy

30:46 Navigating the Insurance Landscape

35:34 Marketing and Growth Strategies

43:21 Coping with Challenges as a Founder


Evan McCann sits down with the people shaping Canada's business landscape, moving past the polished success stories to get into the real work that happens behind the scenes. The Hard Part with Evan McCann is built on conversations with founders, investors, and leaders who have navigated unique challenges, focusing on the pivotal decisions and often overlooked struggles that define a venture. This podcast explores the specific strategies and personal playbooks that have driven impact, offering a rare look at the operational truths of building something significant. While the spotlight frequently falls on innovators elsewhere, these episodes are dedicated to the Canadian visionaries whose work is redefining global entrepreneurship from here at home. You'll hear candid reflections on risk, resilience, and the moments that tested their conviction, providing not just inspiration but tangible insight into the mechanics of leadership and growth. Each discussion aims to unpack the nuance of achievement, making it an essential listen for anyone curious about the substance behind the headlines in the Canadian business world.
Author: Language: en-ca Episodes: 100

The Hard Part with Evan McCann
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