15 questions about
five year plan
Pick one and start there. You don't have to go in order.
- 1
"Where do you want to be in five years — specifically?"
- 2
"What's the most important thing you want to have done in five years?"
- 3
"What needs to change in the next five years for you to be happy?"
- 4
"Is there a goal you've been putting off that needs to happen soon?"
- 5
"What do you want our relationship to look like in five years?"
- 6
"What kind of work do you want to be doing?"
- 7
"Where do you want to be living?"
- 8
"What do you want to have learned or mastered?"
- 9
"What relationship do you want to have built or repaired?"
- 10
"What do you want to have let go of?"
- 11
"What financial goal matters most in the next five years?"
- 12
"What kind of person do you want to be five years from now?"
- 13
"What would it mean to look back at five years well spent?"
- 14
"What's your most honest five-year dream?"
- 15
"What's standing between you and the life you want?"
How to use these
conversation starters
Over dinner
Pick one question at the start of the meal. Let the conversation lead where it wants.
On a long drive
No eye contact makes some questions easier. Road trips are perfect for depth.
Before sleep
One question each before the lights go out. This becomes a ritual you'll both love.
On a walk
Walking side by side reduces pressure. The movement helps the conversation flow.
Sunday morning
Slow morning, no agenda. Phones down. One question over coffee.
In the app
Log your answers in Relationship App: Love Story. Look back on them together.
Keep the conversation
going every day.
Daily prompts, mood check-ins, love notes, and a shared memory of every conversation you have together.