SEC Form 4
Lemonade, Inc. (LMND) insider trading
In the 12 months to Oct 24, 2026, 5 LMND insiders reported open-market sales of $36.6M across 19 filings; one director bought $485.5K.
Latest filing · Last 12 months · Source: SEC EDGAR · How we count
- Open-market sales
- $36.6M
- 19 filings · 5 insiders
- Open-market purchases
- $485.5K
- 1 filing · Maria Angelidis-Smith, Director
- Pre-arranged sales (10b5-1)
- 14 of 19
- $32.9M of $36.6M sold (90%)
Who traded LMND, and when
- Purchase
- Sale
- Sale, pre-arranged (10b5-1)
LMND daily close from Oct 24, 2025 to Oct 23, 2026, between $43.15 and $96.57, last $44.92. 19 sale and 1 purchase filings by 6 insiders, marked at their filing dates. Daniel A. Schreiber, Chief Executive Officer: sold $12.9M across 2 filings, first filed Jan 23, 2026, last Feb 4, 2026. Adina Eckstein, Chief Operating Officer: sold $10.2M across 4 filings, first filed Nov 12, 2025, last Dec 15, 2025. Timothy E. Bixby, Chief Financial Officer: sold $8.0M across 2 filings, first filed Nov 12, 2025, last Jul 9, 2026. John Sheldon Peters, Chief Insurance Officer: sold $5.1M across 10 filings, first filed Nov 24, 2025, last Sep 8, 2026. Maria Angelidis-Smith, Director: bought $485.5K across 1 filing, first filed Mar 30, 2026, last Mar 30, 2026. Debra Schwartz, Director: sold $351.1K across 1 filing, first filed Dec 15, 2025, last Dec 15, 2025.
Largest mark · tap a row for others
Daniel A. Schreiber · Chief Executive Officer
Sale $11,996,453
126,625 shares at $94.74 avg
Filed Jan 23, 2026 · traded Jan 22
Pre-arranged (10b5-1) · close on filing date $93.25
Daniel A. Schreiber · Chief Executive Officer
Chief Executive Officer
$12.9M soldAdina Eckstein · Chief Operating Officer
Chief Operating Officer
$10.2M soldTimothy E. Bixby · Chief Financial Officer
Chief Financial Officer
$8.0M soldJohn Sheldon Peters · Chief Insurance Officer
Chief Insurance Officer
$5.1M soldMaria Angelidis-Smith · Director
Director
$485.5K boughtDebra Schwartz · Director
Director
$351.1K soldHas Lemonade, Inc.'s CEO sold stock?
Yes. Daniel A. Schreiber (CEO) sold 135,733 shares ($12.9M) between Jan 2026 and Feb 2026, all under a pre-arranged 10b5-1 plan.
Open-market trades
20 filings in the last 12 months| Insider | Role | Sold | Bought | Filings | Pre-arranged (10b5-1) | Last filed |
|---|---|---|---|---|---|---|
| Daniel A. Schreiber | Chief Executive Officer | $12.9M | — | 2 | 100% of sales | |
| Adina Eckstein | Chief Operating Officer | $10.2M | — | 4 | 100% of sales | |
| Timothy E. Bixby | Chief Financial Officer | $8.0M | — | 2 | 72% of sales | |
| John Sheldon Peters | Chief Insurance Officer | $5.1M | — | 10 | 78% of sales | |
| Maria Angelidis-Smith | Director | — | $485.5K | 1 | — | |
| Debra Schwartz | Director | $351.1K | — | 1 | — |
| Filed | Insider | Type | Shares | Avg price | Value | Held after | Source |
|---|---|---|---|---|---|---|---|
traded | John Sheldon Peters Chief Insurance Officer | SalePre-arranged (10b5-1) | 2,249 | $54.45 | $122.5K | 73,834 | |
traded | John Sheldon Peters Chief Insurance Officer | Sale | 11,000 | $52.55 | $578.1K | 76,942 | |
traded | Timothy E. Bixby Chief Financial Officer | SalePre-arranged (10b5-1) | 73,000 | $79.18 | $5.8M | 174,263 | |
traded | John Sheldon Peters Chief Insurance Officer | Sale | 3,444 | $79.00 | $272.1K | 77,942 | |
traded | John Sheldon Peters Chief Insurance Officer | SalePre-arranged (10b5-1) | 3,608 | $52.94 | $191.0K | 81,386 | |
traded | Maria Angelidis-Smith Director | Purchase | 8,740 | $55.55 | $485.5K | Multiple accounts | |
traded | John Sheldon Peters Chief Insurance Officer | SalePre-arranged (10b5-1) | 3,571 | $52.50 | $187.5K | 76,729 | |
traded | Daniel A. Schreiber Chief Executive Officer | SalePre-arranged (10b5-1) | 9,108 | $99.04 | $902.1K | 1,514,426 | |
traded | Daniel A. Schreiber Chief Executive Officer | SalePre-arranged (10b5-1) | 126,625 | $94.74 | $12.0M | 1,523,534 | |
traded | John Sheldon Peters Chief Insurance Officer | SalePre-arranged (10b5-1) | 9,000 | $90.00 | $810.0K | 70,228 | |
traded | John Sheldon Peters Chief Insurance Officer | SalePre-arranged (10b5-1) | 10,000 | $80.00 | $800.0K | 60,771 | |
traded | Adina Eckstein Chief Operating Officer | SalePre-arranged (10b5-1) | 7,919 | $84.15 | $666.4K | 188,391 | |
traded | Debra Schwartz Director | Sale | 4,200 | $83.59 | $351.1K | 21,567 | |
traded | John Sheldon Peters Chief Insurance Officer | Sale | 3,554 | $81.00 | $287.9K | 70,771 | |
traded | Adina Eckstein Chief Operating Officer | SalePre-arranged (10b5-1) | 7,919 | $81.15 | $642.6K | 196,310 | |
traded | Adina Eckstein Chief Operating Officer | SalePre-arranged (10b5-1) | 70,794 | $78.21 | $5.5M | 204,229 | |
traded | John Sheldon Peters Chief Insurance Officer | SalePre-arranged (10b5-1) | 2,667 | $72.37 | $193.0K | 74,325 | |
traded | John Sheldon Peters Chief Insurance Officer | SalePre-arranged (10b5-1) | 22,728 | $72.85 | $1.7M | 79,669 | |
traded | Timothy E. Bixby Chief Financial Officer | Sale | 30,000 | $75.51 | $2.3M | 0 | |
traded | Adina Eckstein Chief Operating Officer | SalePre-arranged (10b5-1) | 45,988 | $73.67 | $3.4M | 227,987 |
GET /stocks/filings/vX/form-4?tickers=LMND&filing_date.gte=2025-10-24&sort=filing_date.desc&limit=500{
"status": "OK",
"results": [
{
"tickers": [
"LMND"
],
"issuer_cik": "0001691421",
"owner_cik": "0001816299",
"accession_number": "0001816299-26-000023",
"form_type": "4",
"filing_date": "2026-09-08",
"period_of_report": "2026-09-03",
"issuer_name": "Lemonade, Inc.",
"issuer_trading_symbol": "LMND",
"owner_name": "Peters John Sheldon",
"is_director": false,
"is_officer": true,
"is_ten_percent_owner": false,
"is_other": false,
"officer_title": "Chief Insurance Officer",
"security_type": "non_derivative",
"record_type": "transaction",
"security_title": "COMMON STOCK",
"transaction_timeliness": "O",
"aff_10b5_one": true,
"transaction_date": "2026-09-04",
"transaction_code": "S",
"equity_swap_involved": false,
"transaction_shares": 2249,
"transaction_price_per_share": 54.45,
"transaction_acquired_disposed": "D",
"shares_owned_following_transaction": 73834,
"transaction_value": 122458.05,
"not_subject_to_section_16": false,
"direct_or_indirect": "D",
"footnotes": [
{
"id": "F2",
"description": "Represents sale pursuant to a Rule 10b5-1 trading plan."
}
]
},
{
"tickers": [
"LMND"
],
"issuer_cik": "0001691421",
"owner_cik": "0001816299",
"accession_number": "0001816299-26-000021",
"form_type": "4",
"filing_date": "2026-08-17",
"period_of_report": "2026-08-13",
"issuer_name": "Lemonade, Inc.",
"issuer_trading_symbol": "LMND",
"owner_name": "Peters John Sheldon",
"is_director": false,
"is_officer": true,
"is_ten_percent_owner": false,
"is_other": false,
"officer_title": "Chief Insurance Officer",
"security_type": "non_derivative",
"record_type": "transaction",
"security_title": "COMMON STOCK",
"transaction_timeliness": "O",
"aff_10b5_one": false,
"transaction_date": "2026-08-13",
"transaction_code": "S",
"equity_swap_involved": false,
"transaction_shares": 11000,
"transaction_price_per_share": 52.55,
"transaction_acquired_disposed": "D",
"shares_owned_following_transaction": 76942,
"transaction_value": 578050,
"not_subject_to_section_16": false,
"direct_or_indirect": "D",
"footnotes": [
{
"id": "F1",
"description": "The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote."
}
]
}
]
}
// trimmed to 2 resultsThe response includes every Form 4 record; this page keeps open-market purchases and sales on common stock and removes duplicate joint-filer rows.
Other insider activity (not market trades) · 39 records
- Option exercises7 records
- Tax withholding (sold to cover)12 records
- Grants and awards16 records
- Gifts4 records
Reported on Form 4 but not purchases or sales in the market, so not counted in the totals above.
Build this yourself
This page joins two Massive endpoints: Form 4 filings and daily prices. Ask an agent to watch for new filings:
Using the Massive API (massive.com/docs/llms.txt), check Form 4 filings for LMND every day with transaction_code=P and tell me when an insider files an open-market purchase, with their role, shares, price and the filing link.
How to read this page
- Open-market purchase or sale
- A buy or sell of the company's stock at market price. Grants, option exercises, shares withheld for tax, gifts and employee stock plan purchases are listed separately and not counted.
- Pre-arranged (10b5-1)
- The insider marked the filing as made under a trading plan set up in advance (SEC Rule 10b5-1). The mark covers the whole filing, and an unmarked filing may still be under a plan.
- Filing date
- Insiders have two business days to report a trade. Totals and the chart use the filing date, when the trade became public.