- Equity Research Cheat Sheets
- Posts
- LMND 3Q25 - Insurance is a great business to leverage AI — just ask LMND. Bull case $120 Bear case $52
LMND 3Q25 - Insurance is a great business to leverage AI — just ask LMND. Bull case $120 Bear case $52
Cheat Sheets
Lemonade Inc. (LMND)
📊 Revenue $194.5M (+42% YoY BEAT) | Adj EPS -$0.51 vs -$0.70 Est | IFP $1.16B (+30% YoY) | Gross Margin 41% | LAE Ratio 7% vs 9% Industry
8th Consecutive Quarter of Accelerating Growth | Record 176K+ Net New Customers | Loss Ratio 62% (Best Ever) | 50%+ of Car Growth CAC-Less from Existing Customers | Gross Profit +113% While Headcount Flat | Q4 2026 EBITDA Target Unchanged
💰 Market Cap: $4.3B | 🏢 1.2K Employees | 🌍 US, UK, Germany, France, Netherlands
👨💼 CEO Daniel Schreiber | 🎯 AI-First Insurance | 🇺🇸 New York, NY
$74.56
📈 +$15.90 (+27.1%) Post-Earnings
+92% YTD | Q3 2025 Nov 5
Price Targets (12-18 Months)
Current Price: $74.56
$120.00
Bull Case (+61%)
2026 Revenue: $1.05B | P/S Multiple: 11.4x
AI DOMINANCE
🚀 Needs:
IFP reaches $1.5B+ by end of 2026 hitting 35%+ growth • Car insurance achieves 50%+ growth with loss ratio dropping to 70% as telematics adoption scales • Gross profit margin expands to 45%+ as AI efficiencies compound • EBITDA profitability achieved in Q3 2026 (ahead of Q4 guidance) • European operations scale to $100M+ IFP with sub-75% loss ratios • Annual dollar retention improves to 90%+ as multi-product bundling reaches 7-8%
$95.00
Base Case (+27%)
2026 Revenue: $950M | P/S Multiple: 10.0x
STEADY EXECUTION
⚖️ Needs:
IFP maintains 28-30% growth trajectory hitting management's guidance range • Car insurance continues 35-40% growth with loss ratios stabilizing in mid-70s • Gross margin holds at 40-42% range as volume scales • EBITDA profitability achieved in Q4 2026 as guided • Loss ratios remain in low-to-mid 60s with CAT normalization • Positive adjusted free cash flow maintained throughout 2025 and 2026
$52.00
Bear Case (-30%)
2026 Revenue: $800M | P/S Multiple: 6.5x
EXECUTION STUMBLE
⚠️ Risk:
Severe CAT events in 2025-2026 push loss ratios back above 75% eroding profitability progress • Car insurance growth stalls as competition intensifies in telematics-driven auto insurance • Customer acquisition costs spike as digital marketing efficiency deteriorates • Annual dollar retention deteriorates below 82% indicating churn acceleration • EBITDA profitability timeline pushed to 2027 or beyond • Regulatory challenges in key states limit expansion opportunities • Market valuation multiple compression for unprofitable insurtechs
The TL;DR
💰
What Happened
Revenue: $194.5M vs $185.5M est, up 42% YoY - beat driven by 12-point outpacing of IFP growth
EPS: -$0.51 vs -$0.70 est, 27% beat with net loss improving 45% YoY to $38M
Customer Growth: Record 176K+ net new customers added, total 2.87M (+24% YoY) with premium per customer +5%
LAE Ratio: 7% (vs 9% large carrier average) - cut in half over 3 years while claim volume grew 2.5x
Operating Leverage: Gross profit +261% over 2 years while OpEx +single digits, headcount down to 1,205 from 1,274 in Q2
EPS: -$0.51 vs -$0.70 est, 27% beat with net loss improving 45% YoY to $38M
Customer Growth: Record 176K+ net new customers added, total 2.87M (+24% YoY) with premium per customer +5%
LAE Ratio: 7% (vs 9% large carrier average) - cut in half over 3 years while claim volume grew 2.5x
Operating Leverage: Gross profit +261% over 2 years while OpEx +single digits, headcount down to 1,205 from 1,274 in Q2
📈
Why It Matters
Variable to Fixed Cost Transformation: Gross profit up 10x over 3 years while headcount flat/declining - AI handling claims, marketing optimization (90% of ad spend guided by 50+ ML models), and customer service
CAC-Less Growth Engine: 50%+ of Car growth from existing customers with "negative CAC" - these customers are profitable before adding Car, have better loss patterns, and higher retention
Claims Automation Breakthrough: Adjusters now handle 3x claim volume vs before using "Blender" AI system, with LAE ratio targeting another 50% reduction over next business doubling
Pricing as Strategic Weapon: Management optimizing for gross profit dollars, not loss ratio targets - willing to trade higher loss ratios for market share when elasticity justifies it
Multi-Product Bundling: Policy bundling reached 5% (up from 1% at IPO), driving retention improvements and creating competitive moat through cross-sell economics
CAC-Less Growth Engine: 50%+ of Car growth from existing customers with "negative CAC" - these customers are profitable before adding Car, have better loss patterns, and higher retention
Claims Automation Breakthrough: Adjusters now handle 3x claim volume vs before using "Blender" AI system, with LAE ratio targeting another 50% reduction over next business doubling
Pricing as Strategic Weapon: Management optimizing for gross profit dollars, not loss ratio targets - willing to trade higher loss ratios for market share when elasticity justifies it
Multi-Product Bundling: Policy bundling reached 5% (up from 1% at IPO), driving retention improvements and creating competitive moat through cross-sell economics
🎯
What's Next
Q4 2025 Guidance: IFP $1.218-1.223B (29-30% growth), Revenue $217-222M (+49% at high end), Adj EBITDA loss $13-16M (significant improvement)
Full Year 2025: Adj EBITDA loss $127-130M vs prior $135-140M, second consecutive year of positive adjusted FCF with $180M growth spend for year
EBITDA Profitability: Q4 2026 target "locked in" and "not moving" per CEO - 3-year commitment now highly visible with current trajectory
LOCO Platform Rollout: LLM-first no-code product builder accelerating development - processes that took weeks now happen in hours, product/actuarial teams can iterate without engineering
Tesla Integration & FSD: Direct API integration pulling richer data (seat belt usage, precise trip data) vs phone apps - building blocks for usage-based and autonomous vehicle pricing future
Full Year 2025: Adj EBITDA loss $127-130M vs prior $135-140M, second consecutive year of positive adjusted FCF with $180M growth spend for year
EBITDA Profitability: Q4 2026 target "locked in" and "not moving" per CEO - 3-year commitment now highly visible with current trajectory
LOCO Platform Rollout: LLM-first no-code product builder accelerating development - processes that took weeks now happen in hours, product/actuarial teams can iterate without engineering
Tesla Integration & FSD: Direct API integration pulling richer data (seat belt usage, precise trip data) vs phone apps - building blocks for usage-based and autonomous vehicle pricing future
💡
Bottom Line for Retail Investors
Lemonade's management laid out a compelling case for why AI-first insurance works at scale. The company added a record 176K+ customers while gross profit surged 261% over two years and operating expenses grew only single digits - that's the definition of operating leverage. CEO Daniel Schreiber emphasized they're optimizing for gross profit dollars, not loss ratio percentages, giving them pricing flexibility that traditional insurers can't match. With 50%+ of Car growth coming CAC-less from existing customers (who have better loss patterns and higher retention), the cross-sell flywheel is accelerating. The path to Q4 2026 EBITDA profitability is "locked in" per management, and with claims adjusters now handling 3x the volume thanks to AI and the LAE ratio targeting another 50% reduction, the margin expansion runway is massive. At 7.5x forward sales for a company transforming variable costs into fixed costs while growing 40%+, LMND offers compelling risk/reward for believers in AI disruption of traditional industries.
🐂 Bull Thesis
🤖
AI-Driven Operating Leverage
Variable to Fixed Cost Magic: Gross profit +261% over 2 years while OpEx +single digits - transformed variable expenses into fixed costs (AI hallmark)
90% AI-Driven Marketing: 50+ ML models optimize every dollar of $180M annual growth spend, predicting customer LTV by segment/campaign/channel
3x Claims Productivity: Adjusters handle 3x volume using "Blender" AI system while headcount declined, with majority of claims settled without human intervention
Majority of Code AI-Written: Engineering productivity multiplied as AI writes most software - LOCO platform lets product teams launch products in hours vs weeks without engineering
90% AI-Driven Marketing: 50+ ML models optimize every dollar of $180M annual growth spend, predicting customer LTV by segment/campaign/channel
3x Claims Productivity: Adjusters handle 3x volume using "Blender" AI system while headcount declined, with majority of claims settled without human intervention
Majority of Code AI-Written: Engineering productivity multiplied as AI writes most software - LOCO platform lets product teams launch products in hours vs weeks without engineering
🚗
CAC-Less Growth Machine
"Negative CAC" Economics: 50%+ of Car growth from existing customers who are already profitable in other lines - essentially catalyst acquisition transforming unit economics
Superior Customer Quality: Cross-sold customers have better loss behaviors, lower service costs, and higher retention vs direct-acquired customers
40% Growth Trajectory: Car at 15% of IFP today, management sees path to 40% of $10B IFP target (low-20s% in 2-3 years based on mid-teens today)
Tesla Direct Integration: API access to granular telemetry (seat belts, precise trips) vs phone apps - building blocks for autonomous vehicle insurance pricing
Superior Customer Quality: Cross-sold customers have better loss behaviors, lower service costs, and higher retention vs direct-acquired customers
40% Growth Trajectory: Car at 15% of IFP today, management sees path to 40% of $10B IFP target (low-20s% in 2-3 years based on mid-teens today)
Tesla Direct Integration: API access to granular telemetry (seat belts, precise trips) vs phone apps - building blocks for autonomous vehicle insurance pricing
📊
Best-in-Class Unit Economics
Industry-Leading LAE: 7% vs 9% for large carriers despite smaller scale - cut in half over 3 years, targeting another 50% reduction with next business doubling
Loss Ratio Excellence: 62% gross and 67% TTM (both record lows), but management optimizes for gross profit dollars not percentages - dynamic pricing by product/segment
ADR Improving: 85% annual dollar retention (up 1 point sequentially) as Home book cleaning completes and bundling drives stickiness at 5%+ attach rate
LTV to CAC Above 3:1: Maintained across all products, channels, and geographies with diversity in growth channels providing resilience
Loss Ratio Excellence: 62% gross and 67% TTM (both record lows), but management optimizes for gross profit dollars not percentages - dynamic pricing by product/segment
ADR Improving: 85% annual dollar retention (up 1 point sequentially) as Home book cleaning completes and bundling drives stickiness at 5%+ attach rate
LTV to CAC Above 3:1: Maintained across all products, channels, and geographies with diversity in growth channels providing resilience
🎯
Clear Path to Profitability
Q4 2026 Target "Locked In": CEO said "That's not moving... locked in... we're not anticipating that changing" - 3-year commitment now highly credible with visibility
Revenue Outpacing IFP: Revenue growing 12 points faster than IFP due to July quota share change (ceding only 20% vs 55% before), Q4 implies 49% revenue growth at high end
Gross Profit Optimization: Management willing to accept higher loss ratios in price-elastic segments if it maximizes absolute gross profit dollars - strategic flexibility incumbents can't match
European Acceleration: 170% growth, loss ratio in low-80s vs 30 points worse when US was this size - dynamic pricing freedom and lessons learned driving faster scale
Revenue Outpacing IFP: Revenue growing 12 points faster than IFP due to July quota share change (ceding only 20% vs 55% before), Q4 implies 49% revenue growth at high end
Gross Profit Optimization: Management willing to accept higher loss ratios in price-elastic segments if it maximizes absolute gross profit dollars - strategic flexibility incumbents can't match
European Acceleration: 170% growth, loss ratio in low-80s vs 30 points worse when US was this size - dynamic pricing freedom and lessons learned driving faster scale
🐻 Bear Thesis
🌪️
Catastrophe Event Risk
CAT Exposure: Q1 2025 California wildfires added $22M EBITDA hit and 16 points to loss ratio - unpredictable volatility
Climate Change: Increasing frequency/severity of natural disasters could reverse loss ratio improvements rapidly
Reinsurance Costs: Rising reinsurance premiums in hard market could compress margins and slow profitability timeline
Geographic Concentration: Heavy exposure to California, Texas, Florida - high CAT risk states that could see regulatory pressure
Climate Change: Increasing frequency/severity of natural disasters could reverse loss ratio improvements rapidly
Reinsurance Costs: Rising reinsurance premiums in hard market could compress margins and slow profitability timeline
Geographic Concentration: Heavy exposure to California, Texas, Florida - high CAT risk states that could see regulatory pressure
🏁
Intensifying Competition
Auto Insurance Battlefield: Root, Progressive, Geico all have telematics programs - Car advantage may be temporary
Big Tech Entry: Google/Amazon could enter insurance with superior AI/data capabilities and unlimited capital
Traditional Insurers: State Farm, Allstate upgrading digital capabilities while maintaining cost of capital advantage
CAC Inflation: Digital customer acquisition costs rising across fintech as iOS privacy changes reduce targeting effectiveness
Big Tech Entry: Google/Amazon could enter insurance with superior AI/data capabilities and unlimited capital
Traditional Insurers: State Farm, Allstate upgrading digital capabilities while maintaining cost of capital advantage
CAC Inflation: Digital customer acquisition costs rising across fintech as iOS privacy changes reduce targeting effectiveness
💸
Valuation and Dilution
Still Unprofitable: -$0.51 EPS means stock trades on hope/momentum rather than earnings - vulnerable to sentiment shifts
Premium Valuation: 7.5x forward sales vs 2-3x for profitable traditional insurers - limited margin of safety
Dilution Risk: 74M shares outstanding, may need capital raises before profitability if growth accelerates
Analyst Skepticism: Consensus $44 price target 35% below current price - Wall Street not yet convinced on story
Premium Valuation: 7.5x forward sales vs 2-3x for profitable traditional insurers - limited margin of safety
Dilution Risk: 74M shares outstanding, may need capital raises before profitability if growth accelerates
Analyst Skepticism: Consensus $44 price target 35% below current price - Wall Street not yet convinced on story
📉
Execution Risk
Home Book Cleaning Ongoing: Management "thoughtful" about Home retention as they prune unprofitable customers - Q2 impact similar to H1, temporarily pressuring ADR growth
Retention Pressure: ADR improved to 85% (up 1 point sequentially) but down from 87% peak - cross-sell helping but Book cleaning masking underlying improvement
European Scaling Timeline: Despite 170% growth and improving loss ratios (low-80s), Europe still relatively small - material contribution may take longer than bulls expect
Profitability Target History: While CEO emphatic Q4 2026 is "locked in," company has discussed profitability timelines for years - execution on this final stretch is critical
Retention Pressure: ADR improved to 85% (up 1 point sequentially) but down from 87% peak - cross-sell helping but Book cleaning masking underlying improvement
European Scaling Timeline: Despite 170% growth and improving loss ratios (low-80s), Europe still relatively small - material contribution may take longer than bulls expect
Profitability Target History: While CEO emphatic Q4 2026 is "locked in," company has discussed profitability timelines for years - execution on this final stretch is critical
This analysis is for informational purposes only and should not be considered investment advice. Please consult with a financial advisor before making investment decisions.
