FWIW: Very similar to most of the above very helpful suggestions; just one (1) vintage Forum method suggested years ago for finding a difficult timing gear depression:
1. Remove (4) plugs so engine turns freely without compression.
2. Notice that piston No. 1, (nearest radiator), rises to the very top as the engine is turned with the crank.
3. One time, when no. 1 piston is at top, one will NOT "feel" the timing gear depression; however, the very next time, when the no. 1 piston is at the top, one should "feel" the timing gear depression.
4. On a very shallow and difficult timing gear depression try this old vintage trick.
A. Take your timing pin out, and sharpen the round point until it looks more like a sharpened pencil with a dull point; and then insert pin and press inwards with a constant pressure while the engine is turned very slowly, "especially" as the no. 1 piston is approaching the top; i.e., top dead center, (TDC).
B. If timing gear depression is not found, time to remove the timing cover for further investigation.
C. For original looks, buy a new timing pin ...... keep the sharpen one for a spare for when you loose the original one.