For engineering managers
1:1 questions by situation, picked into a doc you can copy.
88 one-on-one questions for the 1:1s that are hard to plan: a new report, a promotion, someone burning out, someone thinking of leaving. Filter by situation, pick two or three, and copy the week's entry for your running 1:1 doc.
Questions for this 1:1
- 1What's on your mind this week?
- 2Is anything blocked, or about to be?
- 3When did you last take a real break, with Slack off?
- 4Any time off, travel or on-call coming up in the next six weeks?
1:1 · Ana / Ben · Sat, Oct 17, 2026
Their topics
Wins since last time
- Shipped the search rewrite behind a flag
- Cut the flaky test rate in CI
Blockers
- Waiting on the platform team for staging access
Questions
- What's on your mind this week?
- Is anything blocked, or about to be?
- When did you last take a real break, with Slack off?
- Any time off, travel or on-call coming up in the next six weeks?
Coming up (next six weeks)
- Time off, travel, on-call:
Action items
- Ben: ask platform about staging access by Friday
Copy pastes as formatted text into Google Docs, Notion or Confluence. Markdown is for GitHub, Jira or Slack.
Paste it at the top of the shared doc you keep with this person, in Notion, Confluence, Google Docs or Obsidian. Newest entry first.
Eleven situations, and what to listen for in each.
First 1:1
With a new report. Learn how they like to work before you need to know it. Write the answers down: you'll forget them in a month.
What did your best manager do that you'd like me to do too?
Regular check-in
The weekly default. Their topics first, then one or two of these if there's time. Not a status update.
What's on your mind this week?
Career growth
Once a month or once a quarter, set a 1:1 aside for this. It gets pushed out by urgent work if you don't.
Where do you want to be in two to three years?
Feedback both ways
Ask for feedback often and specifically, so it's normal by the time you need to give hard feedback yourself.
What's one thing I could do differently to help you more?
Signs of burnout
Late commits, short answers, cameras off, no time off in months. Ask directly and be ready to take work away.
How's your energy been lately, on a scale of one to ten?
Low performance
Start curious, then be specific. Say what you see, what good looks like and how you'll both check. Check with HR before anything formal.
How do you think the last few weeks have gone?
After a promotion
The first weeks at a new level. Help them see what changes, and what they should stop doing.
What feels different about the new role so far?
Reorg or layoff
Before or after big changes. Say what you know and what you don't. Silence fills up with rumors.
How are you feeling about the changes?
Thinking of leaving
Ask these before you get the resignation. Some reasons you can fix; some you can only hear.
If you could change one thing about your job, what would it be?
Remote or other time zone
For the person who's hours away from the rest of the team. Look for the meetings and decisions they keep missing.
Do you feel included in decisions made in meetings you can't attend?
New manager, new team
Your first round of 1:1s after taking over a team. Listen more than you change things.
What did your last manager do that you'd like me to keep doing?
A 1:1 meeting template that keeps a running record.
Keep one shared doc per person, with the newest meeting at the top. Each entry has the same shape, which is what the builder above copies out:
- 1Their topicsFirst, always. They add these during the week. If there's nothing, move on.
- 2Wins since last timeShipped work, a hard review handled well. Easy to forget by review season.
- 3BlockersWhat's stuck, and whether you're the one who can unstick it.
- 4QuestionsOne or two from the bank, matched to what's going on for them right now.
- 5Coming upTime off, travel, on-call in the next six weeks. People mention plans here long before they request them.
- 6Action itemsAn owner and a date on each. Start next week's 1:1 with these.
For the 30-minute agenda and how to run the weekly meeting, read the 1:1 meeting template guide. If you manage managers, the skip-level meeting template has the questions for the people two levels down. Still need a regular time with each person? The 1:1 schedule template finds a slot for everyone.
Asking the right questions without turning it into a survey.
Two or three, not ten
Pick before the meeting. If the first one opens something up, drop the rest.
Follow the answer
“Say more about that” and “What would help?” do more than your next prepared question.
Ask the same thing twice
“How's your energy?” every few weeks shows a trend. A one-off answer is just a mood.
Write it down
Put answers in the doc, not your memory. You'll need them for reviews, promotions and when they mention a plan in passing.
Burnout often shows on the calendar before it shows in a 1:1.
People who are close to burning out rarely say so. A row with no time off in months is easier to spot. On this design team with unlimited PTO, three people have breaks booked over the summer. Ken has a two-week focus block and no days off before the redesign ships. That's who gets the burnout questions this week.
- Everyone's time off on their own row
- Ken has no days off booked all summer
- The redesign launch is on the same board
- Drag in a break and see what it overlaps
Questions
What are good one-on-one questions for employees?
Open questions that fit the moment: “What's on your mind this week?” for a check-in, “Which part of the next level feels furthest away?” for career, “When did you last take a real break?” when someone seems worn out. Ask one or two per 1:1, after their own topics.
What should a 1:1 meeting template include?
Their topics first, then wins since last time, blockers, one or two questions, what's coming up in the next six weeks (time off, travel, on-call) and action items with an owner and a date. Keep one running doc per person with the newest meeting at the top.
How many questions should I ask in a 1:1?
Two or three at most. A 1:1 is a conversation, not a survey. One good question with a follow-up like “Say more about that” teaches you more than five answered quickly.
What should I ask in a first 1:1 with a new report?
How they like to get feedback, how often they want to meet, what their best manager did well, what hours they work and anything coming up you should plan around. Write the answers down: you'll want them in six months.
How do I bring up burnout in a 1:1?
Ask directly and specifically: “Are you working evenings to keep up?” or “When did you last take a real break?” Then be ready to take something off their plate. Check the team calendar too: no time off in months is often the first sign.