X0306 4 2019-02-03 0000775368 ALLEGHANY CORP /DE Y 0001362376 Sennott John Langton Jr. ALLEGHANY CORPORATION 1411 BROADWAY, 34TH FLOOR NEW YORK NY 10018 0 1 0 0 SVP, Chief Financial Officer Common Stock 2019-02-03 4 M 0 708 0 A 5792 D Common Stock 2019-02-03 4 D 0 243 635.73 D 5549 D Restricted Stock Units 2019-02-03 4 M 0 708 0 D Common Stock 708 0 D Settlement of 708 restricted stock units for shares of the registrant's common stock and $154,674.99 in cash representing withholding for tax obligations in connection with such settlement. Each restricted stock unit represents a contingent right to receive one share of of the registrant's common stock or a payment in cash in respect of such restricted stock unit in an amount equal to the fair market value of one share of the registrant's common stock on the applicable vesting date. Each restricted stock unit vested on February 3, 2019. /s/ Stela Burghart, Attorney-in-Fact 2019-02-04