Lemonade, Inc.·4

Mar 20, 4:05 PM ET

Wininger Shai 4

4 · Lemonade, Inc. · Filed Mar 20, 2026

Research Summary

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Lemonade (LMND) President Shai Wininger Receives RSU & PRSU Awards

What Happened Shai Wininger, President and a director of Lemonade, was granted a total of 1,000,000 equity awards on March 18, 2026: 820,000 restricted stock units (RSUs) and 180,000 performance restricted stock units (PRSU). The awards show an acquisition price of $0 (typical for RSU/PRSU grants); no cash was exchanged. These are grants (award/acquisition code A), not open‑market purchases or sales.

Key Details

  • Transaction date: 2026-03-18; Form 4 filed 2026-03-20 (appears timely).
  • Awards: 820,000 RSUs (time‑based) and 180,000 performance RSUs (PRSUs); acquisition price reported as $0.
  • Shares owned after transaction: Not disclosed in this filing.
  • Footnote F1 (time‑based RSUs): Vest quarterly over 8 years starting June 1, 2026 — 5% in year 1, 10% year 2, 15% year 3, 20% in years 4 & 5, 15% year 6, 10% year 7, 5% year 8. Each RSU converts to one common share upon vesting.
  • Footnote F2 (performance PRSUs): Vest only if Lemonade’s stock closes at $110 for 30 consecutive trading days within 24 months of the grant date.
  • Transaction code: A = Award/Grant.

Context These awards are compensation grants that vest over time and, for the PRSUs, only upon meeting a specific stock‑price hurdle. Such grants are common for executives and do not represent an immediate purchase or sale of shares; their future value depends on the company’s stock performance and fulfillment of vesting conditions.

Insider Transaction Report

Form 4
Period: 2026-03-18
Wininger Shai
DirectorPresident
Transactions
  • Award

    COMMON STOCK

    [F1]
    2026-03-18+820,0004,238,749 total
  • Award

    COMMON STOCK

    [F2]
    2026-03-18+180,0004,418,749 total
Footnotes (2)
  • [F1]Represents an award of restricted stock units ("RSUs"), which will vest in quarterly installments over 8 years, subject to the Reporting Person's continued employment with the Issuer through each applicable vesting date. The RSU begins vesting quarterly on June 1, 2026 with 5% of the award vesting during the first year, 10% during the second year, 15% during the third year, 20% during each of the fourth and fifth years, 15% during the sixth year, 10% during the seventh year and 5% during the eighth year. Each RSU represents a contingent right to receive one share of the Issuer's common stock.
  • [F2]Represents an award of performance restricted stock units, which will vest if and only if the Company's stock price sustains a closing price of $110 for at least 30 consecutive trading days within 24 months of the Grant Date.
Signature
/s/ Timothy Bixby, Attorney-in-Fact for Shai Wininger|2026-03-20

Documents

1 file
  • 4
    wk-form4_1774037131.xmlPrimary

    FORM 4