Asking For a Friend

Insurance questions have a way of sneaking up on people — usually at the worst possible time.


This page is a judgment-free place to ask the questions you’ve always wondered about but weren’t quite sure how to ask. The “Am I supposed to know this?” questions. The “This might be dumb, but…” questions. (They’re not dumb. We promise.)


Each month, we answer one or more real questions in our newsletter and on our blog — clearly, honestly, and without the jargon.


You can submit anonymously if you’d like, and there’s never a sales pitch attached. Just real answers to help you make sense of how insurance works in real life.

👇 Ask away.

Asking for a Friend

We’ll never share your name or contact information without permission.


Read the Latest Questions and Answers:

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By Jill Rose January 22, 2026
This post includes "Asking for a Friend" questions that our clients have submistted annonymously for answes about insurane that they felt dumb asking or just want confirmation on. No one has asked a dumb question yet!