Shai Wininger

Shai Wininger is a veteran tech entrepreneur and inventor, who most recently co-founded Lemonade, a licensed insurance company powered by artificial intelligence and behavioral economics. He previously founded Fiverr.com, the world’s largest marketplace for creative and professional services.

Most Recent

Lemonade's New Push: Zero Everything

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With Zero Everything, Lemonade customers will no longer need to pay deductibles and have their rate increased when filing claims.

All Articles

Lemonade: World’s First Live Policy

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Up until now, changing a deductible or coverage amounts or adding a valuable meant contacting customer support. Not any more.

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Lemonade: From Local to Everywhere

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As Lemonade gets ready to roll out across the U.S., it offers four tips for other startups on the "local vs. global" debate.

Six Things

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Beware the Algorithm!

By Paul Carroll

Lawyers and consumer advocates are demonizing algorithms any time a decision goes against a policy holder. Let's talk about them less.

How to Navigate Social Inflation

Facing increasingly complex claims, insurers must modernize, shift their cultures to prioritize efficiency and empathy, and seek legal reforms. 

1

Managing Loss Control With Location Intelligence

By combining historical aerial imagery, property condition data, and AI, insurers can optimize underwriting, inspections, and fraud reduction.

2

A Practical Approach to AI in Insurance

Insurers can use AI to solve specific problems without causing major disruptions.

3

AI in Insurance: Balancing Innovation and Caution

AI's potential to transform insurance clashes with the industry's risk-averse nature, creating a complex landscape for insurers to navigate.

4

Why Obesity Rates Won't Stop Rising

The government must partner with organizations and insurers to increase the availability of obesity medications.

5

How Business Rules Engines Can Slash Time to Market

The systems streamline the management of business rules, letting insurers adapt swiftly and efficiently without the need for intervention by IT. 

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