Yes — they're in
They want to step up
They want it. Now make it real. Co-create a return plan with clear milestones, support structures, and a check-in date. Don't leave this conversation without a specific first step agreed — a yes with no plan attached is just a nice moment.
What to say
"That means a lot — thank you. Let's make it real so it's not just a good conversation. Here's what I'll put behind you: [the support you're offering]. Here's what good looks like from here: [what good looks like]. And let's put a check-in in the diary now — [date] — so neither of us is guessing."
- Agree the first step before they leave the room — this week, not "soon".
- Put the check-in in both diaries while you're still sitting there.
- Write the plan down and send it the same day, so there is one version of it.
Unsure — they need time
Hold the space, hold the deadline
Give them 24–48 hours to reflect, then reconvene with a clear answer required. Don't let ambiguity become the default — it helps no one, least of all them. A deadline here is a kindness, not pressure.
What to say
"I'd genuinely rather you took the time and gave me a real answer than said yes in this room and carried it home. Take until [day] and think it through properly. Whatever you land on won't change what I think of you — I just need to know so I can plan honestly around it."
- Name the day and time you'll reconvene before you end this conversation.
- Send them the requirement in writing so they're deciding on facts, not memory.
- Don't chase them in between. Let them think.
No — they can't give the role what it needs
Thank them — then look for the re-match before the exit
An honest no is a good outcome. It's the answer you asked for, and giving it took something. Thank them for it, and mean it.
And a no is rarely a resignation. Most of the time it means not at this level, not right now, or not in this shape — not "I'm leaving". So before anyone talks about an exit, find out which no you're actually holding.
What to say — first
"Thank you for being straight with me. That took something, and it's exactly what I asked for — so I'm not going to make it awkward now you've given it to me. I also don't want either of us jumping to conclusions. Can I ask: is this a 'not right now', or is this role just not the right shape for you? Because depending on the answer, there might be more options here than either of us has looked at."
If it's "not right now"
Something in their life is temporary, even if it doesn't feel that way to them today. Look at a defined pause: reduced hours or days for a set period, leave, a step back from the hardest part of the role with a date to revisit. Put an end date on it so it isn't open-ended for either of you.
If it's "not this shape"
They can give a lot — just not this particular combination. Look at reshaping the role: narrow the scope, move the piece they can't carry to someone else, split it, or drop the part that was bolted on as you grew. Ask them which part is the problem; they usually know exactly.
If it's "not this role"
An honest mismatch, and no reshaping fixes it. Look at another seat first: is there somewhere else in the business that fits what they can give and what they're good at? Ask before you assume the answer is no.
If none of those fit
Then it's a transition — and you do that with the same care you've shown all the way through. Give it time, give them a say, and give them a soft landing. How this is handled is what the rest of your team will hear about, and what this person will remember.
What to say — if it is a transition
"Okay. Then let's do this properly, with no drama and no awkwardness. We'll work out a timeline that suits you rather than one I impose. You get a say in what the team is told and when. I'll write you a reference I actually mean, and I'll help where I can. What would make this easiest for you?"
- Don't decide anything in this meeting that doesn't have to be decided today.
- Say the options out loud — even ones you're not certain you can offer. You can go and check, then come back.
- If it is a transition: agree the timeline, what the team is told, and who tells them.
- Write the handover list together while you're both still in the room.
- Name what you'll do for them afterwards — reference, introductions, notice period — and then actually do it.