There is still a lift bridge in Cleveland; I'm not sure if it's this one or not. But you can visit Jack Knife Bridge No. 464, a historical landmark. Seen below from the Willow Avenue Bridge.

I remember when the Cuyahoga River was awarded Laugh-In's Flying Fickle Finger of Fate for catching fire in 1969 from all the chemicals in it. But the river had already caught fire in 1868, 1883, 1887, 1912, 1922, 1936, 1941, 1948 and 1952. However, in 1969 the times were a-changing, plus Cleveland manufacturing jobs were disappearing, so cleanup efforts began in earnest.

Maybe that's Charlie Chaplin before he became famous?

Four Canadian women visiting Florida in 1973 got hung up for two hours in their 1962 Thunderbird when a drawbridge opened. The full story is here.

Did he climb up or ride it up?

Or perhaps fishing nets on drying racks in front of the Monson Fish Company?

Growing up in along the St. Johns River, I was fascinated by the Florida East Coast Railroad bridge, which (like the one in this Cleveland photo) raised its metal deck and superstructure on a single pivot with a heavy counterweight.

Now I know this is called a single-leaf bascule bridge. Below is an impressive modern example (albeit for pedestrians only) in Poland.