Help please! Dating advice

Hey! Hope everyone is doing well! I’m in my early 30s, and this is the first time I’ve been back in the dating scene after getting out of a long relationship. I have two big questions that I have no idea how to approach:

First, how and when do you guys ask if the person is open to marriage? I want to get married, and I feel it’s important to know from the beginning if the person sees marriage in their future, but I don’t know when the right time is to ask.

Another big question is that I have some debt related to bad shopping habits. It’s something I’m working on, and I know it can be seen as a red flag and something the other person needs to know, especially if I’m looking to settle down. But again, I’m not sure how or when to bring it up.

Thank you so much 😊