15 questions about
retirement & late life
Pick one and start there. You don't have to go in order.
- 1
"What does retirement mean to you — freedom, rest, or something to postpone forever?"
- 2
"Where would you want to live when you retire?"
- 3
"What would you do with your time if work ended tomorrow?"
- 4
"What do you worry about most about the later years of your life?"
- 5
"What do you want to stay active or engaged with as you age?"
- 6
"Who do you want to be around in your later years?"
- 7
"What role do you want to play in your community as you get older?"
- 8
"What do you want to have done before you can't do it anymore?"
- 9
"What does ageing with dignity mean to you?"
- 10
"What's something you want to start now to prepare for later?"
- 11
"How important is it to you not to be a burden?"
- 12
"What does financial security in old age look like to you?"
- 13
"What do you hope we're doing together in our seventies?"
- 14
"What does a fulfilled later life look like in your mind?"
- 15
"What do you want to still be doing when you're eighty?"
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.