• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia

Trendingnow

1

‘I want to die broke’: Billionaire philanthropist Denny Sanford dies after giving away $4 billion

2

'Dr. Doom' Nouriel Roubini says we're headed for universal basic income or 'some form of socialism' as AI revolutionizes work—He calls that optimistic

3

Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock

1

‘I want to die broke’: Billionaire philanthropist Denny Sanford dies after giving away $4 billion

2

'Dr. Doom' Nouriel Roubini says we're headed for universal basic income or 'some form of socialism' as AI revolutionizes work—He calls that optimistic

3

Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock
CommentaryInsurance

I’m leading a $100 million corporate turnaround. Here’s why I learned to distrust the growth mindset

By
Richard McCathron
Richard McCathron
Down Arrow Button Icon
By
Richard McCathron
Richard McCathron
Down Arrow Button Icon
May 25, 2026, 5:00 AM ET
Richard McCathron is President & CEO, Hippo.
Richard McCathron is President & CEO, Hippo.courtesy of Hippo
Add Fortune on Google for similar content.

As an insurance industry veteran, I’ve had a front row seat to watch many insurtechs adopt growth assumptions borrowed from industries where scale eventually delivers profitability. Insurance doesn’t work that way. Overseeing a $100m turnaround taught me how businesses are learning the wrong lessons – not least their adoption of Silicon Valley’s philosophy of growth-above-all-else.

Recommended Video

Let’s start with my industry. In insurance, the rise of digital challengers hasn’t brought greater prosperity; it’s distracted parts of the industry from the fundamentals that make insurance sustainable. Premiums are through the roof, in some cases up 70% in just the last five years. Insurers are retreating from high-risk zones across the U.S., leaving widening coverage gaps.

We’re not the only industry seduced by the growth mindset. Recent history is full of businesses that mistook expansion for resilience and discovered too late that scale alone doesn’t fix weak fundamentals. Hippo had to confront that reality too.

When I became CEO in June 2022, Hippo was entering one of the toughest periods in its history. The low point came in Q3 2023. From there through the end of 2025, we helped drive a turnaround from a $41 million net loss to $58 million in net income. I never lost confidence because, over 30+ years in insurance, I’d seen similar cycles before. Insurance is inherently cyclical. Markets change, assumptions break down, and businesses have to decide whether they adapt or keep relying on conditions that no longer exist.

Our turnaround didn’t come from a single breakthrough or dramatic cost-cutting exercise. It came from recognizing that assumptions we’d relied on – such as stable risk, predictable loss patterns, and the belief that growth would eventually deliver profitability – no longer held.

The reason those assumptions stopped working is simple: the underlying economics changed. Climate volatility increased, losses became harder to predict, and the cost of absorbing risk rose. Businesses built for stable conditions suddenly found themselves operating in a different reality.

As climate-related losses rose, insurers had to increase rates simply to break even, while the cost of attracting the capital needed to absorb risk climbed too. That dynamic pushed premiums higher and affordability lower. Setbacks were often blamed on “extreme” weather events, but the deeper issue was some had stopped doing the hard work of pricing risk accurately and spreading it intelligently.

Too many of our competitors seem to forget that we’re in the risk business; we simply can’t afford to ignore these signals. In a market where risk is compounding and less predictable, growth can become the fastest way to fail.

Those choices have real consequences. Insurers, including us, have paused new business, reduced exposure, and raised rates in some areas. Simply charging customers more may help insurers in the short term, but it doesn’t solve the underlying problem.

Long-term resilience requires investing upstream in prevention rather than continually paying for failure downstream. For this industry, that means building stronger homes, and having better mitigation, updated building standards, and improved insurance models designed around evolving climate risk.

This industry, like others, needs to become willing to make difficult decisions to protect long-term resilience. Sometimes you have to cut off the arm to save the body. The good news is that, if you do it right, the arm grows back.

That philosophy shaped our decisions, ranging from pausing new business in some areas, reducing exposure in concentrated catastrophe-prone regions, and resisting pressure to chase growth, to selling our homebuilder distribution network in 2025. We doubled down on what we do best — underwriting and risk selection — while expanding access to the new home market from six homebuilders to more than 50.

What looked to some like retrenchment was, in reality, a deliberate bet on long-term resilience over short-term momentum. But discipline alone wasn’t enough. We also needed the ability to adjust faster than traditional insurers typically can.

And this is where the insurance industry can learn from the tech sector. We couldn’t have turned Hippo around without the data and analytics that allowed us to adjust faster. That meant advanced underwriting, using external data (e.g. property-level insights and environmental risk data); continuous re-underwriting at renewal; and better segmentation of risk across our own balance sheet and partners.

Rather than chasing growth, businesses across a range of industries should pursue nimbleness. We experimented constantly: tweaking prices, re-underwriting, or reacting to shifting geographic exposure. In fact, we adjusted our plan eight times in under two years, which in the insurance industry is practically heresy. Those adjustments kept us on track.

Silicon Valley still has much to teach other industries, particularly around speed, experimentation, and calculated risk-taking. But in volatile markets, resilience, precision, and adaptability increasingly determine who succeeds. Growth still matters. The difference is that sustainable growth starts with discipline.

The opinions expressed in Fortune.com commentary pieces are solely the views of their authors and do not necessarily reflect the opinions and beliefs of Fortune.

About the Author
By Richard McCathron
See full bioRight Arrow Button Icon
Add Fortune on Google for similar content.

Latest in Commentary

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • World's Most Admired Companies
  • See All Rankings
  • Lists Calendar
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • About Us
  • Press Center
  • Work At Fortune
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Richard McCathron is the President & CEO of Hippo and has been a member of the Board of Directors since February 2017. Before Hippo, Rick held senior executive positions at various insurance companies, including First Connect Insurance as President & CEO, Superior Access Insurance as President & CEO, and Mercury Insurance Group as Regional Vice President. Rick is both a Chartered Property & Casualty Underwriter and a Certified Insurance Counselor and sits on the board of directors of Spinnaker Insurance Company, First Connect Insurance, The National Alliance of Insurance Education and Research, and Players Health. He is an advisor to several insurtech companies and holds a BS in finance from Oregon State University. 


Latest in Commentary

Sumeet Agrawal is VP of Product Management (Data, AI Governance & Context Engineering for Agentic Systems) at Salesforce.
CommentaryAI agents
Salesforce VP on the leaky AI pipeline: why cheaper tokens won’t fix enterprise AI
By Sumeet AgrawalJuly 20, 2026
11 hours ago
japan
CommentaryJapan
Japan’s monetary conundrum — why the yen hit a 40-year low as interest rates hit a 31-year high
By Steve H. Hanke and John GreenwoodJuly 20, 2026
12 hours ago
ryan
CommentaryLeadership
I’ve interviewed 700 leaders. The ones outsourcing their thinking to AI lose their best people first
By Ryan HawkJuly 20, 2026
13 hours ago
ranch
CommentaryWorld Cup
Ranch dressing is quietly doing America’s diplomacy for it
By David BohigianJuly 19, 2026
2 days ago
jt
CommentaryRetirement
Gen X built their whole identity on never needing help. Retirement is the one door they can’t unlock alone
By Jeanne ThompsonJuly 19, 2026
2 days ago
biden
CommentaryLeadership
Ginsburg and Biden’s blind spot: when leaders don’t know when to leave
By Michael SonnenfeldtJuly 19, 2026
2 days ago

Most Popular

‘I want to die broke’: Billionaire philanthropist Denny Sanford dies after giving away $4 billion
Success
‘I want to die broke’: Billionaire philanthropist Denny Sanford dies after giving away $4 billion
By Sydney LakeJuly 20, 2026
11 hours ago
'Dr. Doom' Nouriel Roubini says we're headed for universal basic income or 'some form of socialism' as AI revolutionizes work—He calls that optimistic
AI
'Dr. Doom' Nouriel Roubini says we're headed for universal basic income or 'some form of socialism' as AI revolutionizes work—He calls that optimistic
By Jason MaJuly 18, 2026
2 days ago
Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock
Success
Mark Cuban says he has the solution to growing income inequality, and it's to reward every employee—from CEO to janitor—with company stock
By Sasha RogelbergJuly 20, 2026
7 hours ago
Power companies are using eminent domain to seize land for data centers as 70% of Americans say not in my backyard
AI
Power companies are using eminent domain to seize land for data centers as 70% of Americans say not in my backyard
By Aaron Walayat and The ConversationJuly 19, 2026
2 days ago
Warren Buffett says his $147 billion investing career was an accident: ‘I may be one of the 10 luckiest in the world’
Future of Work
Warren Buffett says his $147 billion investing career was an accident: ‘I may be one of the 10 luckiest in the world’
By Sarah GlodekJuly 20, 2026
18 hours ago
Red Lobster’s 37-year-old CEO waited tables before joining the C-suite—he says it was a crash course in managing ‘difficult people and situations’
Success
Red Lobster’s 37-year-old CEO waited tables before joining the C-suite—he says it was a crash course in managing ‘difficult people and situations’
By Preston ForeJuly 19, 2026
2 days ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.