How to spot a Product Strategy problem?

When prioritising becomes hard, it is usually a strategy problem:

• Should I prioritize building a new feature or optimizing an existing flow?
• Should I prioritize closing more deals or extending existing contracts?
• Should I prioritize building this tool in-house or license a third party service for now?

Difficulty prioritizing is often a strategy issue, not an execution issue. It is impossible to make rigorous prioritization decisions when the guidance on how to do so is missing, unclear or disconnected from what you are trying to do.

Fixing the issue = fixing the strategy.