Before deciding what to do next in dating, it helps to understand where you actually are.

Once people understand the fear behind disclosure and have a better sense of timing, the next question is tactical:

“So… how do I actually say it?”

This is where many people get stuck.

Once people understand the fear behind disclosure, the next natural question is: “So… when do I actually bring it up?”

Most daters ask this about things with emotional or practical significance.

Many daters hesitate before sharing something personal — divorce, kids, chronic illness, or anything with a complicated impact. We want to communicate openly and also protect the connection. This tension makes disclosure feel more daunting than it needs to be.

In almost every conversation about meeting people offline, someone eventually asks:

“But… how do I know if they’re single?”

Part 4 was about practicing deeper conversations, this one’s about keeping the momentum going.

So you’ve made it past the small talk. Now what?

So, you’ve got the right mindset. Now where do you actually meet people?

When people ask me where to meet someone, the assumption is usually that the right location is the missing piece.

One minute you’re planning your weekend together, the next you’re dissecting text messages like a detective looking for clues to answer: What went wrong? What did I miss? Could this have gone differently?

Sometimes, life just happens to us. You hop in your car, maybe put the GPS on, and before you know it, you’re pulling into your parking spot without remembering a single turn you took.

Dating involves a series of decisions. Some are minor and straightforward, others are complicated and emotion-laden.