Radical Candor “Asks” Jeff Wetzler: The Foundational Skill of Asking Questions 6 | 26
On this episode of the Radical Candor podcast, Kim Scott sits down with Jeff Wetzler, author of Ask: Tap Into the Hidden Wisdom of People Around You...
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There is an order of operations to practicing the principles of Radical Candor. The first thing to do is to ask for criticism, especially if you’re the boss. But how can you do this in a way that's not awkward? On the latest mini-episode of the Radical Candor Podcast, Kim explains how to solicit feedback with a simple four-step process.
Listen to the episode.
These four tips can help you solicit Radical Candor more easily.

It’s awkward to ask people to tell you frankly what they think of your performance — even more awkward for them than it is for you. We recommend that you come up with a go-to question. There are three elements to a good go-to question.
Most people will try to wriggle out of the conversation. They probably didn’t see your question coming, and so they feel immediately wary. “Really everything is fine,” they may insist. Their discomfort will make you feel uncomfortable, and you may find yourself reassuring them by nodding and offering an “I’m glad to hear that.” Don’t do this. It’s essential that you prepare yourself for these scenarios in advance and commit to sticking with the conversation until you have a genuine response.
One technique is to count to six before saying anything else, forcing them to endure the silence. The goal is not to be a bully but to insist on a candid discussion — to make it harder for the person to say nothing than to tell you what they’re thinking. If they can’t come up with anything on the spot, you can always arrange a time to meet again. If counting to six doesn’t do the trick, ask the question again. And again if necessary.
Listen to and clarify the criticism — but don’t debate it. Try saying, “So what I hear you saying is . . .”
Once you’ve asked your question and embraced the discomfort and understood the criticism, you have to follow up by showing that you really did welcome it. You have to reward the candor if you want to get more of it.
The four steps are: (1) Have a go-to question — prepare an open-ended question that sounds natural to you and is tailored to the person you're asking; (2) Embrace the discomfort — don't let their awkwardness derail the conversation; stay with it until you get a genuine response; (3) Listen to understand, not to respond — clarify what you're hearing without debating it; and (4) Reward the candor — show you genuinely welcomed the feedback so people feel safe giving it again in the future.
A good go-to feedback question has three elements: it can't be answered with a simple yes/no or a deflective 'everything is fine'; it must sound authentically like you — not scripted or robotic; and it should be adapted to the specific person you're speaking with. Crafting a question that meets all three criteria makes it more likely you'll get a genuine, useful response instead of a polite brush-off.
Expect resistance — most people won't see the question coming and will try to deflect. The key is to resist the urge to let them off the hook. One practical technique is to count silently to six before saying anything, forcing a moment of uncomfortable silence that makes it harder to say nothing than to respond honestly. If that doesn't work, ask the question again. If they still can't answer on the spot, schedule a follow-up conversation rather than dropping it entirely.
When someone finally opens up with candid feedback, debating or defending yourself in the moment signals that the feedback wasn't truly welcome — which discourages future honesty. Instead, focus on understanding what they're actually saying by paraphrasing: 'So what I hear you saying is…' This confirms you've listened carefully and creates psychological safety. There's always time to reflect and respond later; the priority in the moment is to make the person feel heard.
Rewarding candor means visibly demonstrating that you welcomed the feedback after the conversation. This could mean acting on the criticism, following up to share what you did with the input, or simply thanking the person genuinely. If people see that speaking up leads to positive outcomes — rather than awkwardness or consequences — they'll be far more willing to be candid with you again. Consistent follow-through is what builds a feedback culture over time.
In the Radical Candor framework, asking for criticism before giving it is the first step in the order of operations — especially for leaders. When you're the boss, there's a power dynamic that makes people hesitant to speak up. By proactively soliciting feedback, you signal that honesty is safe and valued, model the vulnerability you're asking of others, and build the trust needed before your own candid feedback can be received well by your team.
Three ways to put this into practice.
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