Use 'dwell upon' when noting someone's lingering attention on a specific topic, beyond what's typical. His speech was good, but he dwelled upon his achievements too much.
Pro Tip 2/3
Negative Connotation
'Dwell upon' often implies a negative judgment of spending too much time on a topic, especially worries or past events. Don't dwell upon your failures; focus on the future.
Pro Tip 3/3
Overthinking Warning
Suggests a person is overthinking when 'dwell upon' is used, possibly causing unnecessary stress. You're dwelling upon the comments too much; they weren't that serious.