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290. You Don't Need Certainty to Make a Good Dating Decision (Dating Dilemmas)
18 August 2026

290. You Don't Need Certainty to Make a Good Dating Decision (Dating Dilemmas)

Dating Intentionally

About

How much information do you actually need before you make a decision in your dating life? In this episode, I’m answering four real dating dilemmas that all come down to that one question.

We’re talking about dating two people and not knowing who to choose, deciding whether a sexual-health disclosure is a deal breaker, trying to figure out whether a struggling relationship is still worth fighting for, and realizing in hindsight that someone wasn’t quite who you thought they were.

The common thread? You’re rarely going to get 100% certainty in early dating. Instead, you have to learn how to gather information, stay connected to your values, and make decisions based on what you actually know, not what you wish you knew.

Submit a dating dilemma

In this episode:

    How to choose between two people without turning dating into a competitionWhat to do when someone discloses an STI and you’re unsure how you feel about itHow to tell when someone is overwhelmed by life versus no longer prioritizing the relationshipWhat to make of someone who seems great at first but gradually reveals a very different side of themselvesWhy you should evaluate people against your own needs, not against each otherHow to make good dating decisions without waiting for perfect certainty


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MORE FROM DATING INTENTIONALLY

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Slide into my DMs on IG

Watch the pod on YouTube

Reveal your dating blindspot (quiz)


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