Passisto
Dropout Prevention

Re-Engagement Conversation

A re-engagement conversation is a supportive one-to-one with a student who has gone quiet: missed classes, unanswered messages, work not handed in. It is not a reprimand. Its purpose is to understand what happened from the student's side and to agree on a realistic way back. Here are the questions to ask, in the order that keeps the student at ease.

17 questions

When to use this template

  • After several absences or a period without contact, once an informal reminder has not brought the student back.
  • When a student has stopped handing in work or taking part, and a teacher or tutor has noticed the change.
  • After a long break such as illness, a move or a family event, to plan the return together.
  • Before any formal procedure, while the student still has room to choose how to continue.

Questions to ask

Opening and reconnecting

  1. 01How are you doing at the moment, in general?
  2. 02We have missed you in class. Is it a good time to talk about it?
  3. 03How would you describe the last few weeks for you?
  4. 04What would you like me to know before we start?

What happened

  1. 05When did things start to feel different for you?
  2. 06Was there a particular event or moment that changed things?
  3. 07What got in the way of coming to class or doing the work?
  4. 08Is there anything outside your studies that has been taking your energy?

Feelings about the course

  1. 09How do you feel about your course right now?
  2. 10What did you enjoy at the beginning, and what has changed since?
  3. 11Is there a subject, a person or a situation you would rather avoid?
  4. 12Do you still see yourself finishing this programme? What makes you say that?

Way back and support

  1. 13What would make coming back easier for you?
  2. 14What is one small step you could take this week?
  3. 15Who could help you, here or outside the school?
  4. 16What support would you like from us, and what would you prefer we did not do?
  5. 17How and when should we check in again?

Tips for a useful conversation

  • Start with the person, not the absences: ask how they are before mentioning attendance.
  • Tell the student at the start what the conversation is for and who will see what is said.
  • Listen without defending the school or the teachers, even when the criticism is uncomfortable.
  • Agree on one or two small, concrete steps rather than a long plan the student will not follow.
  • Write down what was agreed, share it with the student and plan the next check-in before leaving.

Mistakes to avoid

  • Opening with a list of missed classes and consequences, which makes the student defensive.
  • Asking “why” repeatedly, which sounds like an accusation.
  • Promising confidentiality you cannot keep when the student mentions something serious.
  • Having one conversation and never following up.

Let Passisto Students hold these conversations

The AI agent holds regular voice check-ins with your students and flags those who need help, so advisors can act early.

Re-Engagement Conversation: Questions and Free Template | Passisto