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Disruption Investor | Business & Stock Analyst | Due Diligence | Institutional Pedigree | Tech. & AI-fanatic | Concentrated Multi-year 10X+ Investments | πŸ‡ΊπŸ‡Έ

Joined June 2016
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Signal > noise Best take I’ve heard all year. JP Morgan strategist shares her insights on real world corporate adoption of AI.
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Some investors make money in stocks and some make fortunes. The former get shaken out. The latter build up extreme knowledge of the business behind the stock. You must put in the work to earn the right to 10-100x+ stocks.
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Below are my thoughts on why $LMND continues to get crushed even after what I consider a good 3Q26, where the metrics that matter most to the business model long-term moved in the right direction. The only fly in the ointment in 3Q26 were the LR comments on pet and Europe, but $LMND made rate filings months ago to address these. This is the kind of temporary fluctuation that all insurers deal with in the ordinary course of business. Nothing thesis changing here. And yet the stock trades like death. It is always possible I am missing something, but my working theory is that the company put itself in the penalty box earlier this year by overpromising, blowing up their own guidance and their supporters in the process. $LMND started the year guiding for flat opex, even with the structural upward pressures of other insurance expenses that are proportional to revenues. But then they also saw an opportunity to make strategic hires to take advantage of the progress in AI to significantly accelerate their geographic and product rollouts. Between those two things we got a huge spike in expenses that blew up the prior guidance. Ironically, I believe they made the right business decisions. We want them to invest to maximize long-term business value. The ongoing accelerating in growth with improving marketing efficiency suggests so. The problem was not the execution. The problem was setting unrealistic expectations that they would have failed to meet even without the extra investment. Put differently, if (even economically rational) decisions violate prior expectations set by the company, it makes investors ask why the company missed their self-imposed targets and whether the underlying model is broken. This happened in two consecutive quarters earlier this year. That is why $LMND is in the penalty box. Companies don't need to tell every bullish story under the sun. Since $LMND is a fast evolving business (especially with the accelerating progress in AI), they need some room in the guidance to make the most value accretive business decisions day to day, even if those sometimes hurt short term numbers. The answer is not to guide on things that you cannot be reasonably certain you can deliver with the normal volatility in the business and investment opportunity set. Instead, be accountable for the top and bottom line guidance you do give, and deliver on it with no excuses. No drama beat and raise stories are good. Long explanations after the fact are bad. Guidance on other metrics is good only as long as you are willing to be accountable for them under a no excuses policy, even while the world around you evolves. The business model of a structurally low cost provider of insurance was fabulous even pre AI (just look at the track record of value creation at Geico and Progressive). And $LMND is super charging this with AI in a way no one else is. You do not have to promise any more than that. The Investor Day will be important. It is a real opportunity to reset the narrative. I hope that the company sets reasonable, first principles, achievable targets, and then just gets to work on beating, raising, and rebuilding investor confidence. I am bullish on Nick Stead, the incoming CFO. Even though he is a young guy just stepping into the role for the first time, his comments on the last few earnings calls suggests that he gets it. I am also glad that @daschreiber acknowledged the other insurance cost pressure in his interview with @PaperBagInvest earlier this year. It suggests that the company understands they should not promise things that are unsupported by the fundamental economics of the business. The reaction to 3Q26 earnings suggests that investors have PTSD over this stock. And anyone who as consistently defended $LMND looks like a bit of an idiot right now, given where the stock is. That is why the stock is having a hard time finding a bottom, imo. Personally, I don't often fight the tape like this, but I currently have my largest long position in $LMND ever. I think that $LMND's business model is special and has the opportunity to deliver tremendous long-term value. And I think that within a couple of quarters the noise from earlier this year will fade as opex growth returns to a normal trend rate. And maybe growth continues to accelerate as a result of this year's investments as well. I have been early, and it has been painful, so feel free to take my opinion with a grain of salt. But I also think it is our job as investors to stand up for good companies going through hard times. I look forward to the Investor Day and to brighter days ahead. cc: @shai_wininger
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S3 renewal filed (as expected) $LMND
πŸ“’ 𝐉𝐔𝐒𝐓 𝐈𝐍: $LMND Lemonade files mixed shelf Lemonade, Inc. filed a Form S-3 shelf registration statement with the SEC on November 6, 2026, enabling the company to offer and sell common stock, preferred stock, debt securities, warrants, purchase contracts, and units from time to time in one or more offerings.
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Heads up for $LMND investors β€” S3 shelf filing incoming. Its simply a *renewal* of an existing one (so they have the *option* available, but as expected no plans to sell)
$LMND reports Q3 results on Thursday before the open, and will host its third Investor Day on Nov 17. Beyond an update on Car, there are four key areas that I believe will further understanding of the company's progress, and how much of it ultimately reaches shareholders: 1️⃣ Underwriting (Pet) | Gross loss ratio rose to 74% in Q2 (70% a year earlier), on a line that's ~38% of IFP and growing ~55%. - Does the ~3x LTV/CAC hold at today's loss ratio? - How much of the rise is vet-cost inflation versus the book maturing? 2️⃣ Growth financing | From January, new growth spend is financed by Hannover Re: up to $250M at ~9.8%, 600+ bps below the current General Catalyst program. - Is that capacity enough for the growth plan Investor Day will lay out? - Do the interest savings go toward faster growth, or an earlier GAAP profit (also the gate to S&P index eligibility)? 3️⃣ Capital | Quota-share cession fell from ~20% to ~18% on July 1, while catastrophe cover expanded, so Lemonade now keeps more of its own premium. - Where does cession ultimately settle as the book matures? - Is keeping more risk expected to impact capital needs? What about earnings volatility? 4️⃣ Profitability & SBC | Q4 is guided as the first positive adjusted EBITDA quarter (~$8M). SBC (~$95M this year) accounts for almost all of the difference between adjusted EBITDA and GAAP results. - Does the 2027 GAAP profitability target assume SBC comes down? One housekeeping item, which @daschreiber and @shai_wininger likely have covered, so this is mainly a heads-up for other $LMND holders: The shelf registration Lemonade filed 3 years ago (a week after Q3 2023 earnings) expires this weekend, and renewing it is routine. Even though a shelf is permission and not necessarily a sale, feeds will headline it as a "mixed shelf offering of undisclosed size." Last time, it landed as its own event. The cleanest moment to renew (IMO) is alongside Thursday's results described as replacing the expiring registration. Looking forward to investor day!
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12 straight quarters of accelerating growth πŸš€ @Lemonade_Inc’s Q3 2026 results are in! Highlights (Y/Y) πŸš€ 12th consecutive quarters of accelerating IFP growth πŸš€ IFP reached $1.55 Billion (+34%) πŸš€ Revenue grew 73% to $336M πŸš€ Record Gross Profit of $118M (+48%) πŸš€ 3.52M customers (+23%) πŸš€ $27M adj. Free Cash Flow β†’ 6th consecutive positive quarter πŸš€ $1.2 Billion in cash + investments Car picking up speed βœ… Car IFP grew 63% Y/Y βœ… Now in 14 states, covering more than half the U.S. population βœ… Autonomous Car for Tesla FSD now in 6 states Lemonade OS βœ… >2.5x the premium base, with fewer employees than four years ago βœ… 25 new product-geography combinations launched this year βœ… Renters now available nationwide! βœ… Native support for personal AI agents coming soon βœ… Live demos of Lemonade OS at Investor Day, Nov 17 Up next ⬆️ Guiding to our first-ever positive adj. EBITDA quarter in Q4! ⬆️ Reiterating our expectation of a full year of positive adj. EBITDA in 2027 ⬆️ Raising FY revenue and gross earned premium guidance
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Replying to @Lemonade_Inc
@Lemonade_Inc With Renters Insurance now available nationwide (as of today), it will be fun to see where Renters Insurance expands to next. @Ironic_Ape @PaperBagInvest @Neil_X10
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Replying to @Lemonade_Inc
@Lemonade_Inc Renters is now available nationwide. Minnesota went live today, completing all 50 states.
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$LMND reports Q3 results on Thursday before the open, and will host its third Investor Day on Nov 17. Beyond an update on Car, there are four key areas that I believe will further understanding of the company's progress, and how much of it ultimately reaches shareholders: 1️⃣ Underwriting (Pet) | Gross loss ratio rose to 74% in Q2 (70% a year earlier), on a line that's ~38% of IFP and growing ~55%. - Does the ~3x LTV/CAC hold at today's loss ratio? - How much of the rise is vet-cost inflation versus the book maturing? 2️⃣ Growth financing | From January, new growth spend is financed by Hannover Re: up to $250M at ~9.8%, 600+ bps below the current General Catalyst program. - Is that capacity enough for the growth plan Investor Day will lay out? - Do the interest savings go toward faster growth, or an earlier GAAP profit (also the gate to S&P index eligibility)? 3️⃣ Capital | Quota-share cession fell from ~20% to ~18% on July 1, while catastrophe cover expanded, so Lemonade now keeps more of its own premium. - Where does cession ultimately settle as the book matures? - Is keeping more risk expected to impact capital needs? What about earnings volatility? 4️⃣ Profitability & SBC | Q4 is guided as the first positive adjusted EBITDA quarter (~$8M). SBC (~$95M this year) accounts for almost all of the difference between adjusted EBITDA and GAAP results. - Does the 2027 GAAP profitability target assume SBC comes down? One housekeeping item, which @daschreiber and @shai_wininger likely have covered, so this is mainly a heads-up for other $LMND holders: The shelf registration Lemonade filed 3 years ago (a week after Q3 2023 earnings) expires this weekend, and renewing it is routine. Even though a shelf is permission and not necessarily a sale, feeds will headline it as a "mixed shelf offering of undisclosed size." Last time, it landed as its own event. The cleanest moment to renew (IMO) is alongside Thursday's results described as replacing the expiring registration. Looking forward to investor day!
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Must read Li Lu on finding an edge
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It’s almost incomprehensible how wide the distance is between someone who’s working at the frontier with AI and basically everyone else right now. The crazy thing is these lines are not converging, but only growing farther apart. If the curve of AI progress had leveled off, it would certainly have given most people and companies time to catch up or implement their workflows in a standardized way. The technology would have neutralized competitive advantage because everyone would be using it the same way. But what’s happened is the opposite. The curve of AI progress is basically going vertical right now, which means if you had codified your processes 3-6 months ago you’re likely already behind again. Now imagine most companies that kicked into gear a year ago and thought that they were done. Even further behind now. I’ve never seen a technology in my life and career that improves at this rate, which consequently means you need to upgrade your expectations at a similar rate. Our brains weren’t wired for this, and our organizational change management processes certainly weren’t either. With any form of recursive self improvement, things just get wilder. It’s a time when you will need to be constantly reevaluating the things that didn’t work just a couple months ago to see if they now can be solved. AI native companies certainly have a strong advantage due to this right now, so now it comes down to can the bigger companies keep up. Wild times.
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Full interview
JPMorgan's top AI strategist does not believe the AI boom is a bubble. I sat down with JPMorgan global market strategist Stephanie Aliaga to discuss the latest sell-off in semiconductors and neoclouds, financing risks, hyperscaler and frontier lab moats, token economics, and the best opportunities in the market today. Stephanie is one of the leading voices on Wall Street covering AI. This conversation is packed with unique ideas. TIMESTAMPS: 0:00 - Still early in AI 2:43 - Neocloud financing fears 4:46 - Demand vs. financing 7:10 - Hyperscaler balance sheets 10:46 - Frontier lab token economics 15:06 - AI agents boom 17:05 - Enterprise AI adoption 20:24 - Where's the productivity gains? 26:24 - Where to invest now 30:16 - Favorite sectors 34:07 - US vs. international 37:29 - Too late to buy AI? 39:07 - What could derail the AI trade 40:44 - Follow Stephanie
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Maybe we should try being informative with substantive shareholder updates instead?
Replying to @farzyness
Fair enough, we will make it more entertaining next time
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I didn't simply decide $LMND was wonderful one day. I came back to it when the stock was broken ... near $10, and asked: What would have to be true for this thing not to be broken? We were still looking at awful-looking historical numbers. There was still enormous execution risk ahead. That's why my 2023 language was β€œ50x potential.” The word potential matters. My claim wasn't: Lemonade is obviously a 50x. It was: If the operating architecture is what management says it is, and if they can solve the problems currently visible in the numbers, how big is the distance between today's valuation and the eventual opportunity?
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Reinsurance renewal announcement for $LMND is imminent, so I've been digging up everything I can to further my understanding. Sharing this excerpt I pulled from @Lemonade_Inc S1 in the hopes it may help some others.
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Replying to @Romsty
It's not so straightforward. There are legitimate reasons for concern that have come up following their most recent earnings. If they can't figure out a way to price CAT risk, $LMND (alongside the whole insurance industry btw) is going to be in trouble. teapawt.net/Neil_X10/status/168752…
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