Same ideas, just up-scale it. And, skip the sports stuff, as there's probably a sports department handling the pro stuff. Sports days at schools, though, yacht club regattas, etc. The smaller society weddings. (Big ones probably have a regular reporter.) New exhibits at museums and cultural places. If there's a 'cultural' section (don't know what they would have called it then) they'd probably do the major stuff, big concerts, etc. but your guy might, again, to smaller stuff - college or major church gets a new organ, the cost of a 'real' Stradivarius that a local musician has bought. Local choirs and glee clubs. Of some major business closes/opens, he might to a little retrospective, or a piece on it's high hopes in this time of general gloom.
In the crossing of Depression/fluff pieces, he'd be looking for positive, hopeful stuff, I imagine. Kids, pretty girls, etc. Even if things were tough, I imagine that private schools would try to keep standards up. And the rich have parties, etc. Poor kids playing stickball, swimming in the river. Make-your-own-fun stuff.