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LMND 0.00%↑ is not focused on achieving the lowest loss ratio but on maximizing gross profit, driving growth, and scaling the business. The company continuously fine-tunes its pricing strategy, balancing the trade-off between conversion rates and the loss ratio. To truly understand this approach, one must view Lemonade as an AI-driven company rather than a traditional insurer.
Management has been clear on this strategy, addressing critics who point to Lemonade’s loss ratio as below industry-leading benchmarks or question its current lack of profitability. This perspective set the tone for the investor day and underpins the ambitious vision to grow from $1 billion to $10 billion in in-force premium (IFP).
If you haven't read my original deep dive on Lemonade, I recommend doing so before reviewing this update. It's essential reading for a thorough understanding of the company.
Yael Wissner-Levy, Vice President of Communication, opened the event by emphasizing that attendees would gain a front-row seat to this bold growth plan.
“Our thesis is very simple,” explained Daniel Schreiber, Co-Founder and CEO of Lemonade.
He described Lemonade as a new kind of insurance company, built from the ground up without legacy constraints and with AI as a core component from day one. This approach, he stated, enables the company to delight customers, quantify risk, and dramatically reduce costs in ways that traditional structures cannot achieve. “Lemonade was founded to do exactly that,” Schreiber concluded.
So why can’t legacy insurers achieve the same results? Let’s take in consideration some significant facts.
Every week, we do about 50 code releases, optimizing the experience and changing it for our customers. Let me repeat this. Every week, we change our product 50x
explained Maya Prosor, Co-Founder and Chief Business Officer.
Unlike traditional insurers, who rely on off-the-shelf systems to make product changes, Lemonade’s ability to constantly iterate and refine provides a significant advantage.
This technological edge is also reflected in Lemonade’s brand strength. For example, Lemonade Renters Insurance is ranked #2 in search volume, surpassing major players like Progressive, GEICO, and Allstate.
In pet insurance, in record time, we're now the #4 most searched brand with the highest year-over-year growth
Maya noted.
And we did this efficiently, punching above our weight, spending 5% of what the largest incumbent spends a year on marketing
Another competitive advantage is Lemonade’s use of synthetic agents—a creative financing structure designed to fuel growth. Partners advance 80% of Lemonade’s growth spend upfront and, in return, receive a fractional stream—16% of the premiums they helped finance—for a limited period of 2 to 3 years until repayment is complete.
This approach resolves key limitations of the traditional agent model employed by incumbents like Liberty Mutual and State Farm. Traditional agents bear customer acquisition costs in exchange for perpetual commissions and create a disintermediated relationship between the customer and the carrier. Synthetic agents eliminate both downsides, mirroring the benefits of the agent model while retaining direct customer relationships and ensuring financial efficiency.
Lemonade’s model superiority is evident in the numbers. The company continues to improve efficiency, leveraging AI to drive revenue growth while decoupling it from costs—what I’ve provocatively described as a path to growth with near-zero marginal cost in my original Deep Dive.
While all insurance products are expected to grow, the largest contributor to reaching $10 billion IFP will undoubtedly be car insurance.
Lemonade’s car insurance strategy leverages technology and data analytics to offer competitive pricing, driving growth and customer acquisition. Same playbook already proved for the other insurance products in the Lemonade portfolio. Key elements include:
Data-Driven Pricing with Telematics
Continuous Monitoring: Unlike the industry norm of using telematics for a brief period, Lemonade implements continuous telematics. This means they monitor driving behavior in real-time, capturing driving data—every mile, brake, turn, and acceleration.
Precision Pricing: Rates reflect actual driving behavior, offering lower premiums for safe drivers and higher premiums for riskier ones.
Dynamic Adjustments: Prices are updated as driving data accumulates, rewarding safe behavior and penalizing risks.
Price Elasticity and Conversion
Market Sensitivity: Lemonade’s data shows a 10% price change can result in a 50% to 150% change in conversion rates, allowing for aggressive pricing to gain market share.
Cross-Selling: By targeting existing customers and next-generation drivers, Lemonade reduces acquisition costs and boosts retention.
AI and Automation
Lemonade’s AI infrastructure enhances claims handling, customer service, and internal operations, driving significant cost efficiencies.
Lemonade’s growth trajectory includes maintaining a 30% CAGR, with car insurance playing a pivotal role. “A year ago, we started reaccelerating our business,” said Daniel Schreiber.
Q3 of last year, we grew 18%, then 19%, then 20%, then 22%, this last quarter 24%, the quarter we're in right now, we've guided to 26% growth. That's pretty rapid acceleration… In the years ahead, we expect that to continue, '25 will grow faster than '24, '26 will grow faster than '25. As we grow into that 30% CAGR, you might not hit that entirely in '25, but from '26 onwards, we expect to be at that cruising altitude.
Through AI-driven efficiencies, Lemonade has kept operational expenses flat even as the business has expanded. The strategy outlines a path to EBITDA profitability by 2026 and net income profitability by 2027, with car insurance’s scale being a key driver.
The Long-Term Vision
Despite profitability still appearing distant—a factor that might mislead traditional investors relying on standard insurance financial metrics—this is a deliberate choice.
It’s a choice to cash in a technological advantage as margins or growth, and we bias growth, and I want to explain why
said Daniel.
Lemonade’s approach revolves around the profit frontier, balancing margins and growth. Whether profits come from higher margins or increased volume, the total profit potential remains identical at any given scale. However, scaling shifts the profit frontier itself. While traditional businesses experience diminishing returns at scale, Lemonade, as a tech-driven company, benefits from accelerating efficiencies.
Since we’re planning for the long term and for maximum profit over time, maximizing the enterprise value, we’re going to bias growth in order to get to levels where we can continuously increase the total profit of the business
Daniel explained.
With a clear vision and an innovative, tech-first approach, Lemonade is well-positioned to achieve its ambitious goals, redefining insurance along the way.
From now on, for the companies I have analyzed in depth & disclosed a personal position in, I will introduce a new metric to track their stock performance since my initial deep dive. I have named this index “Deep Dive To Date” (DDTD). This metric will serve as a tool for both myself and my followers to reflect on and learn from my successes and mistakes.
For Lemonade stock ($LMND), the price on September 24th, when I published my analysis, was $17.24. As of this update, the price stands at $39.97, reflecting a
+131% or 2.31x DDTD
See you in the next update!