{
  "name": "Tiptoe Relationship Check-in Question Library",
  "version": "1.0",
  "published": "2026-09-29",
  "updated": "2026-09-29",
  "author": "The Tiptoe team",
  "license": "CC BY 4.0",
  "attribution": "Tiptoe Relationship Check-in Question Library, https://tiptoe.ai/tools/relationship-check-in-questions/",
  "methodology": "Forty original editorial prompts are grouped by the job they help a couple do: notice, coordinate, discuss, or reconnect. They are not customer submissions, clinical screening questions, or a validated assessment.",
  "url": "https://tiptoe.ai/tools/relationship-check-in-questions/",
  "count": 40,
  "questions": [
    {
      "id": "appreciation-01",
      "category": "appreciation",
      "question": "What did I do this week that made your day easier?",
      "useNote": "An ordinary detail counts more than a speech you do not mean."
    },
    {
      "id": "appreciation-02",
      "category": "appreciation",
      "question": "What effort do you wish someone had noticed?",
      "useNote": "Leave room for quiet work without turning the answer into a demand for applause."
    },
    {
      "id": "appreciation-03",
      "category": "appreciation",
      "question": "When did you feel most like we were on the same team?",
      "useNote": "Ask what made that moment work."
    },
    {
      "id": "appreciation-04",
      "category": "appreciation",
      "question": "What made you laugh this week?",
      "useNote": "The answer does not have to be about the relationship."
    },
    {
      "id": "appreciation-05",
      "category": "appreciation",
      "question": "What is one thing you handled that you feel good about?",
      "useNote": "Listen before comparing it with your own week."
    },
    {
      "id": "appreciation-06",
      "category": "appreciation",
      "question": "What small kindness would you enjoy next week?",
      "useNote": "Keep it specific enough to understand."
    },
    {
      "id": "appreciation-07",
      "category": "appreciation",
      "question": "Was there a moment you wanted to tell me about but forgot?",
      "useNote": "Make room for the story that got interrupted."
    },
    {
      "id": "appreciation-08",
      "category": "appreciation",
      "question": "What have you liked about our ordinary evenings lately?",
      "useNote": "A quiet sofa can be an honest answer."
    },
    {
      "id": "appreciation-09",
      "category": "appreciation",
      "question": "What did we make easier by planning ahead?",
      "useNote": "Notice the useful agreement without awarding points."
    },
    {
      "id": "appreciation-10",
      "category": "appreciation",
      "question": "What would you like more of from last week?",
      "useNote": "Choose something you actually enjoyed."
    },
    {
      "id": "practical-01",
      "category": "practical",
      "question": "Which day next week looks most crowded?",
      "useNote": "Name the pinch point before adding another job."
    },
    {
      "id": "practical-02",
      "category": "practical",
      "question": "What household job is taking more thought than it looks?",
      "useNote": "Ask about the planning around the visible task."
    },
    {
      "id": "practical-03",
      "category": "practical",
      "question": "Which responsibility needs a different owner temporarily?",
      "useNote": "A handoff still needs a clear answer."
    },
    {
      "id": "practical-04",
      "category": "practical",
      "question": "What can we drop this week?",
      "useNote": "Removing an optional job can be more useful than dividing it."
    },
    {
      "id": "practical-05",
      "category": "practical",
      "question": "Is there a shared purchase we need to discuss before anyone acts?",
      "useNote": "A conversation does not require an immediate decision."
    },
    {
      "id": "practical-06",
      "category": "practical",
      "question": "Which upcoming occasion needs preparation?",
      "useNote": "Check whether a gift, booking, or visit needs an owner."
    },
    {
      "id": "practical-07",
      "category": "practical",
      "question": "What are we nearly out of?",
      "useNote": "Put the answer in the place you both check."
    },
    {
      "id": "practical-08",
      "category": "practical",
      "question": "What does done mean for the job we keep revisiting?",
      "useNote": "Compare expectations before choosing another deadline."
    },
    {
      "id": "practical-09",
      "category": "practical",
      "question": "Is any plan still waiting on an answer?",
      "useNote": "Name who will ask and when."
    },
    {
      "id": "practical-10",
      "category": "practical",
      "question": "Where would a simpler version help?",
      "useNote": "Dinner and visitors are allowed to be less elaborate."
    },
    {
      "id": "conversation-01",
      "category": "conversation",
      "question": "Is there something small we keep postponing?",
      "useNote": "Choose one topic, not a catalogue of old annoyances."
    },
    {
      "id": "conversation-02",
      "category": "conversation",
      "question": "When would be a better time to discuss it?",
      "useNote": "Choose a real return time if now is crowded."
    },
    {
      "id": "conversation-03",
      "category": "conversation",
      "question": "What happened this week that I might have understood differently?",
      "useNote": "Hear the event before deciding what it says about intent."
    },
    {
      "id": "conversation-04",
      "category": "conversation",
      "question": "Is there an agreement that no longer fits?",
      "useNote": "Changing a plan with new information is allowed."
    },
    {
      "id": "conversation-05",
      "category": "conversation",
      "question": "What would make mornings a little easier?",
      "useNote": "Ask for one practical change, not a different personality."
    },
    {
      "id": "conversation-06",
      "category": "conversation",
      "question": "Do we need a clearer plan around visitors?",
      "useNote": "Include notice, preparation, hosting, and clearing up."
    },
    {
      "id": "conversation-07",
      "category": "conversation",
      "question": "Was there a request you did not know how to answer?",
      "useNote": "Leave room for maybe or no."
    },
    {
      "id": "conversation-08",
      "category": "conversation",
      "question": "What have I been assuming instead of asking?",
      "useNote": "Be willing to hear a correction."
    },
    {
      "id": "conversation-09",
      "category": "conversation",
      "question": "What is one thing you want me to understand, without solving it?",
      "useNote": "Ask whether listening is enough before offering instructions."
    },
    {
      "id": "conversation-10",
      "category": "conversation",
      "question": "What should we come back to with more time?",
      "useNote": "Record a subject and a return date."
    },
    {
      "id": "connection-01",
      "category": "connection",
      "question": "What would feel like time together this week?",
      "useNote": "A walk, a meal, or sitting quietly can all count."
    },
    {
      "id": "connection-02",
      "category": "connection",
      "question": "Do you want a night out, a night in, or fewer plans?",
      "useNote": "The third option is there on purpose."
    },
    {
      "id": "connection-03",
      "category": "connection",
      "question": "Which date idea is a yes for both of us?",
      "useNote": "A no to an activity is not a rejection of the person."
    },
    {
      "id": "connection-04",
      "category": "connection",
      "question": "Who would enjoy arranging the next plan?",
      "useNote": "Check the work involved before volunteering someone else's time."
    },
    {
      "id": "connection-05",
      "category": "connection",
      "question": "What is something you are curious about lately?",
      "useNote": "An interest does not need to become a present."
    },
    {
      "id": "connection-06",
      "category": "connection",
      "question": "Has a favorite food, song, or small preference changed?",
      "useNote": "People are allowed to update the answer you learned years ago."
    },
    {
      "id": "connection-07",
      "category": "connection",
      "question": "What would you like us to try at home?",
      "useNote": "Keep the preparation within what this week can hold."
    },
    {
      "id": "connection-08",
      "category": "connection",
      "question": "Is there something you miss doing together?",
      "useNote": "Ask which part you miss; a smaller version may fit."
    },
    {
      "id": "connection-09",
      "category": "connection",
      "question": "What would make our next visit feel easier?",
      "useNote": "Useful for relatives, travel, or partners living apart."
    },
    {
      "id": "connection-10",
      "category": "connection",
      "question": "What are you looking forward to that you want me to know about?",
      "useNote": "End with something beyond household admin."
    }
  ]
}