The Power of Checking In: How Small Questions Increase Client Retention


One of the most important parts of client retention isn’t what we do—it’s what we ask.

I’ve learned that regularly checking in with clients—asking questions like, “Is counseling still helpful?” or “Are we working on what matters most to you right now?”—can change the course of therapy in meaningful ways. These aren’t throwaway moments. They’re invitations. They tell the client, your voice matters most, and this work belongs to you.

Client Retention | CareLink Media

Clients need to feel that therapy is about them—not a checklist and certainly not about the therapist’s agenda. When we truly listen, we’re more likely to stay aligned with what’s really important to our clients. Sometimes all it takes is a simple question to unlock a new layer of honesty or redirect our focus to something more pressing.

Of course, client retention also involves showing up well: starting and ending on time, creating a comfortable environment, and building trust. But those things are just the groundwork. Clients stay when they feel therapy is changing their lives, improving their relationships, and helping them make sense of their struggles.

For me, good counseling is about being present and directional. We listen deeply in the moment while also holding a vision for where we’re going. Evidence-based tools like CBT, DBT, and EMDR help, but they must be shaped to fit the unique rhythm of each client’s story. The method matters—but not more than the relationship that holds it. That relationship is what makes the work safe and effective.

And then, there are the moments that go off-script—those unexpected check-ins that don’t come from the treatment plan. Those are often the most powerful moments. They give clients permission to help shape the journey and remind us that therapy isn’t something we do to clients—it’s something we do with them.

When clients finish therapy, we celebrate their progress. But life isn’t linear, and healing doesn’t follow a schedule. Some clients return months or years later because they remember how they felt in the space we built together. Letting them know they’re always welcome back is a way of honoring the work we’ve done—and reinforcing that needing help again is okay.

Retention isn’t about clever tactics. It’s about presence. It’s about listening. It’s about asking the right questions, again and again, and showing up with kindness, humility, and the deep belief that healing is possible—and that we get to walk that road together.


Russell Holloway

Russell Holloway is a licensed professional counselor based in Savannah, Georgia, with over 17 years of experience managing and expanding multi-location mental health practices. He holds a Master of Business Administration with a focus on marketing (2004) and a Master of Science in Clinical Mental Health Counseling (2008), both from Stetson University. Russell is the founder of Holloway Counseling & Consulting LLC, as well as CareLink Media LLC, a company dedicated to helping mental health professionals grow their practices through ethical, effective content. Call or text Russell at (386) 212-3634.

https://www.carelinkmedia.com/
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