What To Do When They Aren’t Asking You Questions on a Date | Matt Monday

What To Do When They Aren’t Asking You Questions on a Date | Matt Monday

“Were we even on the same date?” I’ve heard this more times than I can count when people feel frustrated that their date didn’t ask them many questions . . . or in some cases, any questions at all. In today’s episode, I respond to a viral TikTok on this topic and talk about how to tell the difference between someone who’s self-absorbed vs. someone who is just oblivious but really is interested in learning more about you. I also give you two sample scripts you can use when you want to bring up the issue in a high-value and low-pressure way.


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The Real Reason You Can’t Let Go of Your Past | Rewind

The Real Reason You Can’t Let Go of Your Past | Rewind

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Are Coffee Dates a Bad Idea?

Today’s episode is a proper grab bag—in the best way. If you’ve been feeling stuck on where you can actually meet people in real life, it explores the kinds of places that don’t just give you “options...

21 Jan 56min

Some HUGE Personal News | Matt Monday

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Some big life changes don’t come with a plan. They just crack you open and make you see everything differently.Today’s unscripted episode is about what happens when priorities shift and you start choo...

19 Jan 14min

How to Know If You’re Dating a Narcissist | Rewind

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Narcissists walk among us . . . but what makes us stay with such people?In the beginning, sadly, many people fail to see the long-term damage a relationship with a narcissist (or narcissistically incl...

16 Jan 16min

Are Anxiously Attached People Better Off Single?

Are Anxiously Attached People Better Off Single?

If you’ve ever walked away from a relationship thinking, “I’m never doing that again,” you won’t want to miss this episode. Heartbreak has a way of creating rigid rules—what you’ll never give, tolerat...

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4 Tips to Make Dating Apps Actually Work for You in 2026 | Matt Monday

4 Tips to Make Dating Apps Actually Work for You in 2026 | Matt Monday

You open a dating app thinking, maybe this time will be different. Then it happens: ghosts, cancellations, silence, or that slow erosion of confidence these apps can create.If that feels familiar, thi...

12 Jan 10min

How Soon Is Too Soon to Sleep Over? | Rewind

How Soon Is Too Soon to Sleep Over? | Rewind

How many dates should you wait before going over to someone's house? If you're worried it's moving too quickly and you're becoming "like a couple" (or even just too sexual) faster than you want, here'...

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Answering Your Vulnerable Love Life Questions

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In the first Love Life podcast of 2026, Matthew and Audrey are back for an honest conversation about simplifying your life and being more intentional about what—and who—you let in. They also talk abou...

7 Jan 43min

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