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Notable events involving Pennywort include:

1 Apr 1942
HrMs O 9 (Lt. J.F. Drijfhout Van Hooff, RNN) departed Tobermory for Rothesay. She was escorted by HMS Pennywort (T/Lt. R.A. Mason, RNVR). (1)

29 May 1942
HMS H 28 (Lt. J.S. Bridger, RN) conducted A/S exercises off Lough Foyle with HMS Daneman (T/Lt. G.O.T.D. Henderson, RNVR), HMS Highlander (Cdr. S. Boucher, RN), HMS Asphodel (Lt.Cdr.(Retd.) K.W. Stewart, RN), USS Spry (Lt. M.W. Firth, USN) and HMS Pennyworth (T/Lt. R.A. Mason, RNVR). (2)

11 Sep 1942
HMS H 43 (Lt. J.C.Y. Roxburgh, DSC, RN) conducted A/S exercises off Lough Foyle with HMS Zetland (Lt. J.V. Wilkinson, RN) and HMS Pennyworth (T/Lt. R.A. Mason, RNVR). (3)

12 Sep 1942
HMS H 43 (Lt. J.C.Y. Roxburgh, DSC, RN) conducted A/S exercises off Lough Foyle with HMS Pennyworth (T/Lt. R.A. Mason, RNVR), HMS Clover (Lt.Cdr. F.A. Shaw, RNR), HMS Anemone (Lt.Cdr. P.G.A. King, RD, RNR), HMS Abelia (T/Lt. F. Ardern, RNR) and HMS Dunkery (T/Lt. S.M. Booker, RNVR). (3)

6 Feb 1943
HMS P 31 (Lt. L.E. Herrick, DSC, RN) departed Holy Loch for Scapa Flow. The passage North through the Minches was made together with HrMs O 19 (Lt.Cdr. H.F. Bach Kolling, RNN(R)). They were escorted by HMS Pennyworth (T/Lt. R.A. Mason, RNVR). (4)

9 Feb 1943
HMS P 225 (Lt. C.H. Rankin, RN) shifted from Scapa Flow to Lerwick. She was escorted by HMS Pennyworth (T/Lt. R.A. Mason, RNVR). (5)

11 Feb 1943
HMS P 216 (Lt. D.S.R. Martin, RN) departed Lerwick for Holy Loch. She made the passage together with HMS P 314 (Lt.Cdr. E.A. Woodward, DSO and Bar, RN) and HMS P 53 (Lt. G.E. Hunt, RN). They were escorted by HMS Pennyworth (T/Lt. R.A. Mason, RNVR). (6)

17 Mar 1943
HMS Pennyworth (Lt. O.G. Stuart, RCNVR) picks up 30 men from the American merchant James Oglethorpe that was torpedoed and damaged by German U-boat U-758 in the North Atlantic in position 50°38'N, 34°46'W.
The James Oglethorpe (with 30 men still on board) tried to reach St. John's Canada, but was never seen again.

HMS Pennywort also picks up 40 survivors from the Norwegian merchant Elin K. that was torpedoed and sunk the previous day in position 50°38'N, 34°46'W by German U-boat U-603.

18 Mar 1943
HMS Anemone (Lt.Cdr. P.G.A. King, RNR) and HMS Pennywort (Lt. O.G. Stuart, RCNVR) together pick up 54 survivors from the British merchant Canadian Star that was torpedoed and sunk by German U-boat U-221 southeast of Cape Farewell in position 53°24'N, 28°34'W.

19 Jun 1943
HMS P 511 (Lt. C.W. Taylor, RNR) conducted A/S exercises off Lough Foyle together with HMS Fishguard (Lt.Cdr. H.L. Pryse, RNR), HMS Clare (Lt.Cdr. J.P. Stewart, DSC, RD, RNR or Lt.Cdr. G.S. Grant, RNR), HMS Pennyworth (Lt. O.G. Stuart, RCNVR), HMS Winchelsea (Lt.Cdr. G.W. Gregorie, RD, RNR), HMS Highlander (Cdr. E.C.L. Day, RN), HMS Asphodel (Lt. H.P. Carse, DSC, RNVR) and HMS Clover (Lt. P.H. Grieves, RNR). (7)

27 Jul 1943
HMS H 32 (Lt. J.A.R. Troup, DSC, RN) conducted A/S exercises off Lough Foyle with USS Madison, USS Lansdale, HMS Winchelsea (Lt.Cdr. G.W. Gregorie, RD, RNR), HMS Pennywort (Lt. O.G. Stuart, RCNVR) and HMS Clover (Lt. P.H. Grieves, RNR). (8)

5 Sep 1943
HMS H 33 (Lt. D.G. Kent, RN) conducted A/S exercises off Lough Foyle with HMS Westcott (Lt.Cdr.(Retd.) H. Lambton, RN), HMS Pennywort (A/Lt.Cdr. O.G. Stuart, RCNVR) and HMS Sennen (Lt.Cdr. F.H. Thornton, DSC, RNR). (9)

16 Oct 1943
HMS H 50 (Lt. J.C. Varley, RN) conducted A/S exercises off Lough Foyle with HMS Wild Goose (A/Cdr. D.E.G. Wemyss, RN), HMS Starling (Capt. F.W. Walker, CB, DSO and Bar, RN), HMS Ettrick (Lt.Cdr. J.E. Woolfenden, RD, RNR), HMS Pennywort (A/Lt.Cdr. O.G. Stuart, RCNVR) and HMCS Assiniboine (A/Lt.Cdr. R.P. Welland, DSC, RCN). (10)

22 Feb 1944
HMS Uther (Lt. A.A. Catlow, RN) conducted A/S exercises off Tobermory with HMS Cam (Lt.Cdr. J.P. Smythe, RD, RNR), HMS Wye (T/A/Lt.Cdr. R.C. Powys-Smith, RNR), HMS Swale (Lt.Cdr. J. Jackson, DSC, RNR) and HMS Pennywort (T/Lt. A.W. James, RNR). (11)

23 Feb 1944
HMS Uther (Lt. A.A. Catlow, RN) conducted A/S exercises off Tobermory with HMS Cam (Lt.Cdr. J.P. Smythe, RD, RNR), HMS Wye (T/A/Lt.Cdr. R.C. Powys-Smith, RNR), HMS Gorleston (T/A/Lt.Cdr. W.A.E. Leonard, RNZNVR) and HMS Pennywort (T/Lt. A.W. James, RNR). (11)

27 Feb 1944
HMS Uther (Lt. A.A. Catlow, RN) conducted A/S exercises off Tobermory with HMS Cam (Lt.Cdr. J.P. Smythe, RD, RNR), HMS Pennywort (T/Lt. A.W. James, RNR), HMS Quadrille (T/Lt. G.A. Peat, RNVR) and HMS Kilbride (Lt. H.O. L’Estrange, DSC, RNR). (11)

28 Feb 1944
HMS Uther (Lt. A.A. Catlow, RN) conducted A/S exercises off Tobermory with HMS Gorleston (T/A/Lt.Cdr. W.A.E. Leonard, RNZNVR), HMS Pennywort (T/Lt. A.W. James, RNR), HMS Cam (Lt.Cdr. J.P. Smythe, RD, RNR) and HMS Wye (T/A/Lt.Cdr. R.C. Powys-Smith, RNR). (11)

19 Mar 1944
HMS Unison (T/Lt. P.C.S. Pritchard, RNR) departed Rothesay for Blyth. She made the passage north through the Minches together with HMS Ursula (Lt. A.G. Davies, RN). They were escorted by HMS Pennywort (T/Lt. A.W. James, RNR). (12)

4 May 1944
HMS H 28 (Lt. A.S. Melville-Ross, DSC, RN) conducted A/S exercises off Lough Foyle with HMS Pennywort (T/Lt. A.W. James, RNR), HMS Wanderer, HMS Drury (Lt. N.J. Parker, RN), HMS Calder (T/A/Lt.Cdr. E. Playne, RNVR) and HMS Scarborough (Lt.Cdr. E.B. Carnduff, RN). (13)

25 Aug 1944
HMS Pennywort (T/Lt. W.P. Hart, RNR) and HMS Damsay together pick up 59 survivors from the British merchant Orminster that was torpedoed and sunk by the Germans submarine U-480 in the English Channel about 35 nautical miles north-west of Cap d?Antifer in position 50°09'N, 00°44'W.

3 Jan 1945
HMS Vampire (Lt. C.W. Taylor, RNR) conducted A/S exercises off Gibraltar with HMS Pennywort (T/Lt. J.C.E. Down, RNR) and HMS Kilbirnie (T/Lt. C.T. Letts, RNVR). (14)

17 May 1945
HMS Upshot (Lt. A.J. Boyall, RN) conducted A/S exercises off Tobermory with HMS Pennywort (T/Lt. J.C.E. Down, RNR) and FFS Commandant Drogou. (15)