- The Latte
- Posts
- Root $ROOT: The Insurtech Everyone Counted Out — Until Now
Root $ROOT: The Insurtech Everyone Counted Out — Until Now
Once left for dead, Root is proving skeptics wrong with profitability, and a valuation gap that could close fast.
Join 400,000+ executives and professionals who trust The AI Report for daily, practical AI updates.
Built for business—not engineers—this newsletter delivers expert prompts, real-world use cases, and decision-ready insights.
No hype. No jargon. Just results.
Root $ROOT ( ▼ 2.25% ) remains one of the most fascinating turnaround stories in the public markets. Once dismissed as just another failed insurtech, the company has begun proving skeptics wrong through disciplined execution, a smarter go-to-market strategy, and a sharper focus on profitability. Shares have climbed about 35% year-to-date and over 900% since the 2023 lows, but remain well below the March 2025 highs of $180.

$ROOT ( ▼ 2.25% ) spectacular recovery
The volatility reflects an ongoing debate among investors: is Root still an expensive niche insurer, or has it quietly built the foundations of a structurally advantaged business that deserves a re-rating?
With Q2 results, the evidence leans toward the latter. Revenue growth continues, underwriting metrics are improving, and the embedded distribution model is beginning to show real scale. For investors with tolerance for risk and volatility, the stock offers an asymmetric opportunity. Let’s see why.
From Direct-to-Consumer Trap to Embedded Insurance

Root’s new and efficient go-to-market strategy
Root launched with an ambitious premise: disrupt auto insurance pricing by using telematics to assess real driving behavior rather than demographic proxies. Through its app, Root collected sensor data during a “test drive” period and built risk scores based on acceleration, braking, phone usage, and driving times. This model rewarded safe drivers with lower premiums and was designed to address long-standing inefficiencies in traditional underwriting.
The concept was sound, but the go-to-market strategy was flawed. Root’s initial reliance on direct-to-consumer digital acquisition proved unsustainably expensive. Customer acquisition costs soared as the company poured money into app installs and paid marketing campaigns. Retention rates were weak because customers acquired through digital channels tended to be highly price sensitive, leading to churn at renewal. Worse, Root’s rapid expansion into multiple states without sufficient historical driving data created unstable loss ratios and volatile underwriting performance. The company fell into a scale trap: the more it grew, the more money it lost.
Recognizing the unsustainability of this approach, management pivoted in 2023 to an embedded insurance model. Instead of relying on advertising, Root began integrating its insurance quoting directly into partner platforms. Its flagship deal with Carvana $CVNA ( ▼ 0.92% ) exemplifies the strategy. By embedding Root’s offering into the car-buying process, customers receive real-time quotes and can bind coverage at the point of sale with a single click. Early results showed dramatically lower acquisition costs, higher conversion rates, and more stable retention compared with the old DTC approach.
Since then, Root has expanded its embedded partnerships beyond Carvana to other dealers, OEMs, and auto lenders. The long-term vision is to become the infrastructure layer for auto insurance in the digital car ecosystem, positioning Root less as a standalone insurer and more as a platform powering coverage at scale.
Evidence the Pivot Is Working

Root’s solid improvement in loss ratio performance
Q2 2025 results confirmed that the embedded strategy is producing meaningful improvements. Revenue reached $382.9 million, up from $349.4 million in Q1 and 32% higher year over year. This growth is underpinned by net written premiums of $392 million in the quarter, putting Root on pace for an annualized run rate of around $1.57 billion.
The underwriting picture is also stronger. The company reported a loss ratio of 64% in Q1, down sharply from prior years and now comparable to some of the strongest operators in the industry. For context, Progressive $PGR ( ▲ 0.91% ) posted a 65.4% loss ratio and State Farm 83.3%. Root’s ability to achieve competitive ratios highlights the effectiveness of its telematics-driven underwriting when paired with disciplined market entry.
Profitability is no longer hypothetical. Root delivered its fourth consecutive quarter of positive operating cash flow, totaling $26.8 million, and generated net income of $18.4 million in Q1 versus a $6.2 million loss a year earlier. Adjusted EBITDA rose to $31.9 million, more than doubling year-over-year. For a company long associated with cash burn, this represents a remarkable shift.
The balance sheet has strengthened in tandem. Root closed the quarter with $609 million in cash and just $200 million in long-term debt. The combination of positive operating cash flow and ample liquidity puts the company in a position to fund growth without resorting to dilutive equity raises, a key concern in past years.
Market Opportunity
The U.S. auto insurance market is enormous, generating more than $400 billion in annual premiums and projected to exceed $500 billion by 2030. Legacy players like State Farm, Progressive, and GEICO dominate, but the sector remains ripe for reinvention. Distribution is outdated, underwriting relies heavily on demographic assumptions, and customer experience often lags behind other financial services.
Embedded insurance represents one of the most disruptive trends in this market. Instead of forcing customers to shop for coverage separately, embedded models offer insurance exactly when it’s needed—at the point of buying a car, arranging financing, or signing up for a subscription service. Industry analysts estimate that by 2030, embedded policies could account for 20% of all auto insurance, or roughly $100 billion of premiums. Root has positioned itself as an early leader in this channel.
Even a modest market share would be transformative. Capturing just 1% of the U.S. auto insurance market would mean more than $3 billion in annual premiums, double Root’s current run rate. With improving underwriting and embedded partnerships scaling, the company has a plausible path to compound premiums and profitability far beyond current levels.
What About Valuation

🤝Support Our Caffeinated Community
🫂The Latte is a community-supported publication. We wouldn't be here without the support of our premium members. Join us and enjoy the perks:
Already a paying subscriber? Sign In.
💎Premium Member Benefits:
- • 💬Access to Members-Only Community
- • 🗞️Full Access to All Past Newsletters
- • 🔍Real-Time Updates on George, the Founder's Portfolio
- • 📢 Weekly Updates on Stocks Worth Buying