Wininger Shai 4

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.