ROADTRIP NATION PRESENTS

Insurance Roadtrip
ALL VIDEOS
  • Insurance Roadtrip Trailer
    Insurance Roadtrip Trailer

  • All Bets Are Off
    All Bets Are Off

    The road trip begins! First up in Boston: Grace Ries, cyber risk expert, and Karen Clark, catastrophe modeling pioneer.

  • The World Is Your Oyster
    The World Is Your Oyster

    Niagara Falls leaves the team in awe; then they attend a Chicago music festival with David Shotts, who helps insure concerts and events.

  • Available
    10/25/2018
    What Are The Odds?
    What Are The Odds?

    Feeling emboldened to embrace more risk, the roadtrippers try out rock climbing and zip lining, and bond over a high-stakes board game.

  • Available
    11/1/2018
    Look For The Risk-Takers
    Look For The Risk-Takers

    The journey comes to a close with Lyft’s Kate Sampson and Harvard professor Mihir Desai talking risk-taking and challenging the status quo.


It sounds like a contradiction: one of the most steady careers out there is also one that involves the most risk—and proves you can’t gain without taking a chance.

Achieving anything great involves taking a gamble; and failure is always a possibility. Step into the lives of people who take on unknown odds every day to offer others a chance to achieve their dreams—with a firm safety net beneath them. We’re talking about the risk-assessors—and risk-takers—in the world of insurance. Gaby, Alain, and Jenna are all interested in the varied paths of insurance, and set out to talk to cyber risk managers, catastrophe modeling pioneers, entertainment brokers, and more who’ve made risk their business. As they travel from coast to coast, the roadtrippers uncover endless possibilities in the field they never imagined—and see how a career predicated on uncertainty can actually bring peace of mind to people the world over.

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INSIGHTS FROM THE FILM

Grace Ries

“Think about what excites you the most. What do you want to be part of? Sign yourself up for something that is uncomfortable even to you. You don’t need to fit in. Just try to be part of it, and see what difference you can bring to the table.”

Grace Ries, Manager of Cyber Risk Insurance Products, FM Global

Karen Clark

“I don’t think people regret having done things. What they regret most is not having done things. So be fearless out there.”

Karen Clark, President & CEO, Karen Clark & Company

Mihir A. Desai

“Go to where you want to be as fast as you can. You’re going to meet people, you’re going to be around things. Opportunities will open up.”

Mihir A. Desai, Professor of Finance and Law, Harvard University

CATCH IT ON TV

Insurance Roadtrip

What does it look like to confront risk face‐to‐face every day? To build a career—and a life—around unpredictable odds?

Every career contains an element of uncertainty. But for insurance professionals, risk isn’t just a sidelong possibility: it’s the job itself. That’s why this summer, with the support of Travelers, Roadtrip Nation is sending three young adults interested in the insurance industry on a road trip to uncover what it’s like to make improbability your profession. They’ll talk to people across the country to explore the risks behind betting against unknown odds—and the rewards of being able to help people when they need it most. Follow the road‐trippers’ journey below, then stay tuned to watch the series when it premieres.


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THE ROADTRIPPERS

  • JENNA

  • GABY

  • ALAIN

JENNA

Age 21
From Detroit, MI

As a basketball fan who’s steadfastly loyal to her local Detroit Pistons, Jenna knows all about considering the odds before shooting your shot—it’s probably why she’s so drawn to risk management. But she didn’t always feel this way—when she first enrolled in college, she rejected the idea of pursuing an insurance major, believing her big personality would never fit into the plain box she’d believed the insurance industry to be. However, a counselor talked her into taking a few risk management classes, and before long, she’d added an insurance major to her already-packed schedule as a business major. Now that she’s discovered the field’s exciting world of risks and rewards, she’s eager to hit the road and show others why insurance is so awesome.

Jenna

GABY

Age 21
From Port Talbot, Wales, U.K.

Gaby has already started down her path into insurance—she recently took a promising job at an auto insurance company in Wales—but she’s still in the process of weighing the risks and benefits of her choice. She definitely has the drive to succeed, but as a lover of data, she can’t shake the doubts that have been creeping in ever since she read that within the top 100 companies on the London Stock Exchange, there are more chief executives named John than there are chief executives who are women! That’s why she’s ready to sit down with strong female role models who can reaffirm her decision to enter the industry, and reassure her that she has what it takes to achieve her dreams.

Gaby

ALAIN

Age 21
From Storrs Mansfield, CT

The son of Japanese immigrants and the younger brother of two successful older siblings, Alain has started to feel the pressure to find a lucrative career. A self-proclaimed “math guy” who can casually speak on probability distribution and ratemaking, he knows his actuarial sciences major could set him up for that desired success. But his interests aren’t confined to his left brain—he also loves music and art, and participates in his school’s acapella group—so he’s excited to explore careers in the insurance sphere that will let him indulge his creative spirit, while also allowing him to exercise his analytical talents.

Alain

HOME SWEET HOME

THELMA the RV

QUICK STATS

DOB............................2004

# OF ROADTRIPS..............5

MILES.......................53,933

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STOPS & INTERVIEWS

STOPS
INTERVIEWS
Boston, MA
7/5/2017

Grace Ries

Staff Vice President, Manager of Cyber Risk Insurance Products, FM Global

Karen Clark

Co-Founder, President & CEO, Karen Clark & Company

New York City, NY
7/7/2017

Laura Woop

Director of Risk Management, Payments and Credit Services, Tiffany & Co.

Jeffrey Devers

Founder, F.H. Leghorn

Danville, PA
7/11/2017

Kurt Wrobel

Chief Financial Officer & Chief Actuary, Geisinger Health Plan

Chicago, IL
7/14/2017

Matt Domitrovich

Senior Vice President, Transportation Team Leader, Worldwide Facilities, LLC

David Shotts

Vice President, Ascend Insurance Brokerage

Lincoln, NE
7/18/2017

Cory Walters

Assistant Professor, Department of Agricultural Economics, University of Nebraska—Lincoln

Denver, CO
7/21/2017

Naomi DeMarco

Marketing Director, Valen Analytics

Salt Lake City, UT
7/25/2017

Cameron Allen

Broker, Veracity Insurance Solutions, LLC

San Francisco, CA
7/28/2017

Mihir A. Desai

Professor of Finance and Law, Harvard University

Kate Sampson

Vice President, Risk Solutions, Lyft

STOPS & INTERVIEWS

Boston, MA
7/5/2017

Grace Ries

Staff Vice President, Manager of Cyber Risk Insurance Products, FM Global

Karen Clark

Co-Founder, President & CEO, Karen Clark & Company


New York City, NY
7/7/2017

Laura Woop

Director of Risk Management, Payments and Credit Services, Tiffany & Co.

Jeffrey Devers

Founder, F.H. Leghorn


Danville, PA
7/11/2017

Kurt Wrobel

Chief Financial Officer & Chief Actuary, Geisinger Health Plan


Chicago, IL
7/14/2017

Matt Domitrovich

Senior Vice President, Transportation Team Leader, Worldwide Facilities, LLC

David Shotts

Vice President, Ascend Insurance Brokerage


Lincoln, NE
7/18/2017

Cory Walters

Assistant Professor, Department of Agricultural Economics, University of Nebraska—Lincoln


Denver, CO
7/21/2017

Naomi DeMarco

Marketing Director, Valen Analytics


Salt Lake City, UT
7/25/2017

Cameron Allen

Broker, Veracity Insurance Solutions, LLC


San Francisco, CA
7/28/2017

Mihir A. Desai

Professor of Finance and Law, Harvard University

Kate Sampson

Vice President, Risk Solutions, Lyft

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