X0306 4 2020-03-10 0000775368 ALLEGHANY CORP /DE Y 0001361747 Kirby Jefferson C/O ALLEGHANY CORPORATION 1411 BROADWAY, 34TH FLOOR NEW YORK NY 10018 1 0 0 0 Common Stock 2020-03-10 4 M 0 518 290.17 A 94570 D Common Stock 2020-03-10 4 M 0 508 324.26 A 95078 D Common Stock 2020-03-10 4 M 0 508 336.45 A 95586 D Common Stock 159097 I Held by trusts w. reporting person as co-trustee and beneficiary Common Stock 23707 I Held by trust w. reporting person as co-trustee and beneficiaries as reporting person's descendants Common Stock 24886 I Held by trusts w. reporting person as sole trustee and beneficiaries as reporting person's children Common Stock 27586 I Held by trust w. reporting person as sole trustee and beneficiary Common Stock 19 I Held by reporting person's spouse Common Stock 364 I Held by reporting person's children sharing the same household Option (right to buy) 290.17 2020-03-10 4 M 0 518 D 2020-04-25 Common Stock 518 0 D Option (right to buy) 324.26 2020-03-10 4 M 0 508 D 2021-05-01 Common Stock 508 0 D Option (right to buy) 336.45 2020-03-10 4 M 0 508 D 2022-04-29 Common Stock 508 0 D Reflects adjustments to the exercise price and the number of shares underlying the option as a result of dividend payments. One-third of such option became exercisable on each of the first, second and third anniversaries of the date of grant. The option was granted for no cash consideration. /s/ Jefferson W. Kirby 2020-03-11