Peters John Sheldon 4

What Happened
John Sheldon Peters, Chief Insurance Officer of Lemonade (LMND), sold a total of 5,343 shares in two transactions: 1,735 shares on 2026-06-03 at $53.17 each for $92,250, and 3,608 shares on 2026-06-04 at $52.94 each for $191,008. The combined proceeds were about $283,258. These were sales (not purchases), and the filing indicates routine reasons rather than an opportunistic buy signal.

Key Details

• Transaction dates and prices:
  • 2026-06-03: 1,735 shares @ $53.17 — $92,250 (reported footnote F1)
  • 2026-06-04: 3,608 shares @ $52.94 — $191,008 (reported footnote F2)
• Shares owned after the transactions: Not disclosed in the Form 4 filing.
• Footnotes of note:
  • F1: Sale was not discretionary and represents shares sold to cover tax withholding on vesting/settlement of Restricted Stock Units.
  • F2: Sale was made pursuant to a Rule 10b5-1 trading plan.
• Filing timeliness: Form 4 was filed on 2026-06-05 for transactions on 2026-06-03 and 06-04 (filed within the typical 2-business-day reporting window).

Context
Sales tied to tax-withholding and executed under a pre-established 10b5-1 plan are common insider filings and generally reflect routine administration of equity compensation rather than a direct signal about company prospects. For retail investors, purchases by insiders tend to carry more informational weight than routine sales like these.