Do these sentences come across the same thing?

1) It's really difficult not to wish that I had done more for him.
2) I can't help wishing that I had done more for him.

Question

Do these sentences come across the same thing?

1) It's really difficult not to wish that I had done more for him.
2) I can't help wishing that I had done more for him.

Answer

The first one is really awkwardly worded. The second one works much better. You could also say:

I regret that I didn't do more for him.