After James Allen's second escape from the chain gang, the last newspaper article shown states that he escaped "A little more than a year ago...". In the (final) scene that follows, Helen says to him, "It's been almost a year since you escaped."
When James Allen is getting a shave he asks the barber for a hot towel and when he does this the left side of his face is covered in shaving cream. When the barber returns with the towel the left side of his face has no shaving cream on it.
When the fugitive is getting a shave, a policeman comes in and is reading a magazine. Even though the time in the movie is 1926, the policeman is reading Liberty Magazine, date of November 14, 1931, as evidenced by the cover illustration.
Calendar pages flip several times in the film and it is always the same calendar even though the events of the story unfold over the course of many years. The first calendar flipping should be 1923 or 1924. The next is in 1929/30. The last flipping is likely intended to be 1930/31. In all cases, a 1932 (could be 1904, but due to the date of the film, 1932 is more likely) calendar is used. In two instances, the date flips from December to January and in both instances Jan 1 falls on the wrong day. Instead of using a 1933 calendar for January, they simply used the same 1932 calendar.
The goof items below may give away important plot points.
When Allen is in the dump truck being chased by the guards, he crosses a bridge which he blows up with dynamite. The bridge that he crosses is much lower than the one in the shot of the bridge blowing up.
A carload of guards is chasing Allen as he is driving the dump truck down the dirt road of the quarry in an attempt to escape. The car's tires squeal loudly as it speeds around sharp turns. The road is made of dirt; a car's rubber tires wouldn't squeal on dirt.