Asking open-ended questions is one of the most powerful ways to build inclusion in the workplace. Yet, many leaders struggle to move beyond closed-ended queries that limit understanding. Instead of assuming we already know the answers, open-ended questions invite deeper conversations, uncover hidden perspectives, and strengthen allyship. By using this approach, leaders and allies can bridge gaps in communication, foster belonging, and create more supportive environments.

Open-Ended Questions and Allyship in Practice

Open-ended questions typically start with “what” or “how” rather than “are,” “do,” or “should.” Allies avoid these “ould” words because they often disguise advice or judgment. For example, instead of asking “Is it a good fit?” an ally might ask “What would make this feel like a good fit for you?” This subtle shift promotes trust and prevents misunderstanding. In workshops, participants who lean into open-ended questioning quickly discover they gain richer insights than when relying on yes/no questions—clarity that is essential for authentic inclusion.

Listening as the Core of Allyship

The real power of open-ended questions lies in listening to learn. Too often, leaders hear only what confirms their assumptions. By contrast, active listening opens the door to perspectives that might otherwise remain hidden. A few strong allyship questions to keep in your toolkit include:

• “What do you wish people at our organization understood about you?”

• “What are your career goals, and what support would help you achieve them?”

• “What does inclusion look like for you?”

These kinds of questions not only surface barriers but also demonstrate genuine curiosity and care—two essentials for building trust and belonging.

Embracing Vulnerability for True Inclusion

Asking open-ended questions often requires courage. Leaders may fear what they’ll hear, but vulnerability is key to connection. Sharing your own goals or challenges while inviting employees to share theirs creates mutual trust. Over time, this practice fosters stronger relationships, deeper understanding, and a culture where everyone feels seen and valued. True allyship begins not with answers, but with the humility to ask—and the openness to listen.