The Good Habit of Knowing When to Take Smart Risks in Relationships

A few years ago, I found myself caught in a snowstorm driving from Denver to Vail. Teslas and Honda Accords were stranded along the roadside, waiting for help. But I was able to keep moving. Why? My truck had four-wheel drive, oversized all-terrain tires, and I had experience navigating harsh conditions. The risk wasn’t zero—but I was prepared.

This experience offers a strong metaphor for relationships. Vulnerability is risky—but sometimes necessary. The key is knowing when and how to take that risk safely and intentionally. Developing the good habit of evaluating your emotional “terrain” before opening up can protect you from unnecessary hurt and help you build deeper, more authentic connections.

Vulnerability Is a Risk Worth Taking—When the Time Is Right

Just like snow driving, not every situation requires full speed ahead. You need to assess your emotional and relational readiness first.

Ask Yourself Before Taking a Risk in Vulnerability:

• Is this person emotionally trustworthy?

• Have they shown signs they want to connect on a deeper level?

• Could this moment build connection—or create more distance?

• Am I ready for the possibility it might not go well?

Building emotional resilience includes learning to recognize safe spaces for vulnerability. This discernment is a good habit that helps you avoid emotional stalls—and unnecessary crashes.

Another Good Habit? Early Detection of Disconnection

Whether in relationships or business, we often miss the first signs that something’s off. Weeks or even months can pass before we realize we’re stuck. One of the most underrated emotional habits is learning to notice misalignment early.

Here’s how to strengthen this skill:

• Check in with yourself regularly—emotionally and relationally

• Trust your gut when something feels “off”

• Don’t delay difficult conversations

• Course correct with curiosity, not blame

The sooner you notice a problem, the sooner you can act with clarity and care. Good habits aren’t always flashy—but they are foundational.