Calling all wise bikers
About a month ago I had a friend who I (like a dumbass) let learn how to ride, on my bike. I know.. dumb. But he ended up semi sliding the bike and the bike wouldn’t stay on for long periods of time. I eventually realized the bike was idling too low, and there was slight oil leaking from the bottom of my air intake cover. Wiped it, adjusted the idle, was good- For 2 weeks. Now.. after running great, the bike is having the issue again. This time, it died on me and wouldn’t start. Cranked but wouldn’t start for at least 30 seconds, and the oil leak is back. I can’t pinpoint where exactly it’s coming from. Only the droplets from the bottom of the cover as shown. I don’t know where to even begin so I thought i’d come on here and ask for any tips or headers. When I popped the cover off, there was no oil inside of the air filter. So I want to say there isn’t anything coming out of the carb but again, I really don’t know. I would very greatly appreciate help or pointers. It dies when at a stop light, or when I’m pulling the clutch to come to a stop, and to shift gears.
1999 Harley Davidson Sportster 883