When You’re Stuck Between Two Good Choices

The hardest decisions often aren’t between good and bad—they’re between good and good.

Last week, a client sat back in his chair, eyes narrowed, describing two opportunities. Both lined up perfectly with his values. Both promised work he’d be proud to do. The catch? Choosing one meant shutting the other out completely.

It also meant accepting a degree of uncertainty. Think back to the last time you had to make a decision. Can you recall asking yourself questions like:

• What if the other choice was the one I should have made?

• What if I don't get what I want from this choice?

• How will this decisions affect the people that trust me?

And these are the risk-averse questions. In other words, fear-based hesitation. Yet, it wasn’t fear keeping my client stuck—it was the weight of possibility. Each option felt equally right, equally exciting, and equally impossible to give up.

When every option is a good one, the barrier isn’t clarity—it’s commitment. We wait for the “right” answer to reveal itself instead of trusting that we can not only make a decision but also navigate whatever may come as a result of that decision.

1. Flip the framing: Stop asking “Which is right?” and start asking “Which am I willing to make right, whatever may come?”

2. Set a trial window: Commit fully to one choice for 90 days. Go all in. Then reassess.

Which choice are you willing to make, whatever may come, starting today?

What you're doing here is Envisioning and Navigating, steps 3 and 4 of The OPEN Method.

If you’re standing at a crossroads and want a trusted sounding board, that’s exactly the kind of moment my coaching is built for.