AmiSight 3/18: The Hardest Part of Helping Entrepreneurs
- Ami Kassar

- 12 minutes ago
- 1 min read
One of the hardest parts of our work is also one of the most important: being honest.
Entrepreneurs are dreamers by nature. That optimism is often exactly what allows them to build great companies. The last thing anyone wants to do is be the person who delivers difficult news or challenges the vision.
But avoiding hard conversations doesn’t help anyone.
Doing this work well requires consistency — consistently evaluating situations objectively and giving candid assessments, even when the message isn’t what someone hoped to hear.
No one wants to hurt a dream. I certainly don’t.
But false encouragement does a disservice. Honest feedback, even when uncomfortable, can help an entrepreneur recalibrate their thinking and ultimately make better decisions.
In the long run, candor is a form of respect.






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