A regular check-in works best when both people agree on what it means.

Regular meetings drift when nobody says what they are for. One person treats it as a status update, the other as a chance to talk about how things really are, and both leave slightly dissatisfied without knowing why. The mismatch rather than the meeting is what makes it feel like a chore. Agreeing the purpose costs one conversation and rescues all the others.

Ask the person you meet with regularly what they want from it, and say what you want. Reshape it to match, or agree to stop if neither of you needs it.