I want to watch a drama with poor male lead until he becomes rich or successful 

Smile You (Not chaebol rich or anything close but successful)
Cunning single lady (Gets rich early on)
The Incarnation of money
Giant

These are the ones I gave an 8 or more so enjoy.
Ugly Alert!!! I'm not sure if you'll like because it has 133 episodes of 30 minutes each... But it's perfect because you see the guy since he was a child and acompany his achievements , he doesn't become rich, but he could e he kind becomes successful. Well the story is about a guy that goes to prison for muder , when actually his stepbrother was the murderer. A really sad story, but at the same time really happy and the romance is great!