InsiderSignal.AI

InsiderSignal.ai

LMND - Lemonade, Inc.

Insider Sale by Peters John Sheldon (Chief Insurance Officer)

1 Month
After Trade
Before Trade

Loading data...

Trade Summary

3 days ago, Peters John Sheldon, serving as Chief Insurance Officer at Lemonade, Inc. (LMND), sold 5,344 shares at $51.71 per share, for a total transaction value of $276,340.00. Following this transaction, Peters John Sheldon now holds 76,729 shares of LMND.

This sale represents a 7.00% decrease in Peters John Sheldon's stake in the company. This is considered a high-conviction trade given the significant change in ownership.

The trade was executed on Tuesday, March 3, 2026 and publicly disclosed via SEC Form 4 filing on Thursday, March 5, 2026, 2 days after the trade was made.

Lemonade, Inc. operates in the FINANCIAL SERVICES sector, specifically within the INSURANCE - PROPERTY & CASUALTY industry. Insider selling activity in this sector can provide valuable signals about industry trends and company-specific developments.

Peters John Sheldon

Chief Insurance Officer

John Sheldon Peters is the Chief Insurance Officer of Lemonade, Inc. (LMND), a key executive role he has held as evidenced by multiple SEC filings and insider trading reports.[[1]](https://www.quiverquant.com/news/Insider+Sale:+Chief+Insurance+Officer+of+$LMND+Sells+10,000+Shares)[[2]](https://www.investing.com/news/insider-trading-news/lemonades-chief-insurance-officer-sells-16-million-in-stock-93CH-4376222)[[5]](https://www.gurufocus.com/insider/130964/john-sheldon-peters)[[6]](https://www.stocktitan.net/sec-filings/LMND/form-4-lemonade-inc-insider-trading-activity-198fc5c2f5ed.html) In this position, Peters oversees insurance operations for the insurtech company, which leverages AI and behavioral economics for digital insurance services.[[5]](https://www.gurufocus.com/insider/130964/john-sheldon-peters) Peters has engaged in several stock sales without corresponding purchases, including a recent sale of 10,000 shares on January 6, 2026, at $80 per share for approximately $800,000 under a Rule 10b5-1 plan adopted on August 22, 2025, leaving him with 60,771 shares.[[1]](https://www.quiverquant.com/news/Insider+Sale:+Chief+Insurance+Officer+of+$LMND+Sells+10,000+Shares)[[3]](https://www.ainvest.com/news/insider-sale-chief-insurance-officer-lmnd-sold-10-000-shares-2601/)[[6]](https://www.stocktitan.net/sec-filings/LMND/form-4-lemonade-inc-insider-trading-activity-198fc5c2f5ed.html)[[8]](https://www.tradingview.com/news/tradingview:6398c789bbd61:0-lemonade-s-chief-insurance-officer-sells-10-000-shares/) Prior transactions include sales totaling 22,728 shares in November 2025 netting $1.6 million, and cumulative sales of 82,499 shares estimated at $5.56 million across 8 transactions as of early 2026.[[2]](https://www.investing.com/news/insider-trading-news/lemonades-chief-insurance-officer-sells-16-million-in-stock-93CH-4376222)[[3]](https://www.ainvest.com/news/insider-sale-chief-insurance-officer-lmnd-sold-10-000-shares-2601/) His holdings were valued at around $3 million as of March 2025, with earlier sales dating back to 2021.[[5]](https://www.gurufocus.com/insider/130964/john-sheldon-peters)[[9]](https://www.secform4.com/insider-trading/1816299.htm) No details on his education or prior career highlights are available in the sources.

View full insider profile →

Trade Price

$51.71

Quantity

5,344

Total Value

$276,340.00

Shares Owned

76,729

Trade Date

Tuesday, March 3, 2026

3 days ago

SEC Filing Date

Thursday, March 5, 2026

Filed 2 days after trade

FINANCIAL SERVICESINSURANCE - PROPERTY & CASUALTY

About Lemonade, Inc.

Company Overview

No company information available
View news mentioning LMND

💬 Want Deeper Insight?

Use our AI assistant to ask questions about this trade, the insider, or the company.

Chat with AI

Share this trade

https://insidersignal.ai/trade/4526158

🚀 Track Insider Trades in Real-Time

Create a free account to access our full database of insider trades, AI-powered analysis, price alerts, and discover what corporate executives are buying and selling.

Create Free AccountLearn More

✓ Free forever plan available  •  ✓ No credit card required  •  ✓ Cancel anytime