This is for a message card for a coworker who is leaving the company.
1. Good luck in (with?) your new life.
2. Good luck in (with?) the next chapter of your life.
Do "in" and "with" work in the both sentences?
So would I.
You can use 'good luck with' like this:
SON: 'The lottery's a rollover tonight. I'm buying extra tickets.'
DAD: 'Good luck with that.'
I have no problem with "with." Regional variation, perhaps?
I'm not a teacher, but I write for a living. Please don't ask me about 2nd conditionals, but I'm a safe bet for what reads well in (American) English.