Sam Englander in

Sam Englander

Head of Finance and Strategy at District Cover
📍 New York, New York, United States

Sam Englander is the Head of Finance and Strategy at District Cover, with extensive experience in leadership roles at Cover Whale, SiriusPoint, and Swiss Re. An alumnus of the University of Chicago and Harvard Business School, he specializes in reinsurance, strategic operations, and corporate finance.

He has built a career focused on high-impact roles at the intersection of strategy, finance, and operations within the complex insurance and reinsurance industries.

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Experience
13 Years
Current Role
Head of Finance and Strategy
Job Level
Mid-senior
Location
New York, New York, United States
Personality Overview
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Priorities

Topics Sam cares about

Insurance Strategy
His career is defined by senior strategy roles at major insurance and reinsurance companies like SiriusPoint, Swiss Re, and Cover Whale.
Financial Operations
As Head of Finance and Strategy, he leads financial planning and execution, building on his experience in strategic and underwriting operations.
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Career

Work history

7-2026
Head of Finance and Strategy
District Cover
3-2025 - 7-2026
Head of Strategic Operations
Cover Whale
3-2024 - 2-2025
Independent Consultant
Self
8-2021 - 3-2024
Vice President, Americas Reinsurance Strategy & Operations
SiriusPoint
5-2019 - 8-2021
Vice President
Swiss Re
In the press

Media appearances

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Education
Executive MBA
Harvard Business School Executive Education
2009 - 2013
Economics and Statistics (minor)
University of Chicago
Social presence
in

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