I write for anybody struggling to manage their money.

If you'll have enough saved and nobody has to take on debt and you want to retire, shoot go for it.

You need to know everything. You both need to be comfortable with sharing everything. If you can't you are NOT ready to get married.

I'm not a fan of debt consolidation. In my experience, many people "clear" credit cards and other debt to get the one payment and never change what they need to change to prevent getting into debt again.

Remember life insurance is intended as income replacement to help dependents and or/spouse pay for things that your income would have covered. When you get to the point that you're dependents (Your kids mostly) aren't dependent on your income, you could reduce the amount of life insurance you are carrying.

Set up rules for when you will "give" not lend money. Never lend. My people know that I'll help with college. I'll help if they lose they job thu no fault of their own.

There's nothing wrong with having a 9-to-5 job, but figure out a way to have another stream of income.