What Is An AI Executive Assistant Capable Of?
3 Real Scheduling Threads with Carrie
AI executive assistants are often described in broad strokes: autonomous, intelligent, end-to-end. But those words don’t mean much without seeing what actually happens in practice.
Real scheduling is messy. Meetings get moved, people go quiet, priorities shift at the last minute. Carrie is built for that reality.
Below we reproduce real scheduling threads with Carrie. Have a read, be convinced.
Email #1: A simple 1:1 virtual meet, but with participants in different time zones and delayed replies
Watch as Carrie…
Proposes friendly timings in the working hours of both parties
Politely persists in following up with silent stakeholders
Ben / Daniel
Ben, introducing you to Daniel. I’ll leave him to tell you more about Caly, the AI tool he’s building. Hope it could come in useful for you!
Best,
Emily
Thanks Emily. Hi Ben,
Nice to meet you. I hope you’ll find Caly useful. @carrie can you suggest some slots? Ben is based in San Francisco.
Best,
Daniel
Hi Ben,
Please let me know which of these options work for you for a virtual meeting, or if you prefer an alternative:
- Fri, Nov 14, 9:00–9:30 AM SGT / Thu, Nov 13, 5:00–5:30 PM PST
- Tue, Nov 18, 9:00–9:30 AM SGT / Mon, Nov 17, 5:00–5:30 PM PST
- Wed, Nov 19, 9:00–9:30 AM SGT / Tue, Nov 18, 5:00–5:30 PM PST
Best,
Carrie
Assistant to Daniel Lim | getcarrie.com
Hi Ben,
Just following up on my previous email. Please let me know if any of the following times work for a 30-minute virtual call with Daniel:
- Tue, Nov 18, 9:00–9:30 AM SGT / Mon, Nov 17, 5:00–5:30 PM PST
- Wed, Nov 19, 9:00–9:30 AM SGT / Tue, Nov 18, 5:00–5:30 PM PST
- Tue, Nov 25, 9:00–9:30 AM SGT / Mon, Nov 24, 5:00–5:30 PM PST
- Wed, Nov 26, 9:00–9:30 AM SGT / Tue, Nov 25, 5:00–5:30 PM PST
Best,
Carrie
Hi Ben,
Just gently following up. Please let me know if any of these times work for a 30-minute virtual call with Daniel:
- Wed, Nov 19, 9:00–9:30 AM SGT / Tue, Nov 18, 5:00–5:30 PM PST
- Fri, Nov 21, 9:30–10:00 AM SGT / Thu, Nov 20, 5:30–6:00 PM PST
- Tue, Nov 25, 9:00–9:30 AM SGT / Mon, Nov 24, 5:00–5:30 PM PST
- Wed, Nov 26, 9:00–9:30 AM SGT / Tue, Nov 25, 5:00–5:30 PM PST
Best,
Carrie
Hi Daniel,
Want to share some times for this week and next? Sorry for dropping the ball here.
Ben
Hi Ben,
No problem at all. Please let me know if any of the following times work for a 30-minute virtual call with Daniel:
- Wed, Dec 3, 9:00–9:30 AM SGT / Tue, Dec 2, 5:00–5:30 PM PST
- Fri, Dec 5, 9:30–10:00 AM SGT / Thu, Dec 4, 5:30–6:00 PM PST
- Tue, Dec 9, 9:00–9:30 AM SGT / Mon, Dec 8, 5:00–5:30 PM PST
- Wed, Dec 10, 9:30–10:00 AM SGT / Tue, Dec 9, 5:30–6:00 PM PST
Best,
Carrie
Hi Ben,
Just checking in to see if you've had a chance to connect. Please let me know if any of the following times work:
- Tue, Dec 16, 9:00–9:30 AM SGT / Mon, Dec 15, 5:00–5:30 PM PST
- Tue, Dec 16, 9:30–10:00 AM SGT / Mon, Dec 15, 5:30–6:00 PM PST
- Wed, Dec 17, 9:00–9:30 AM SGT / Tue, Dec 16, 5:00–5:30 PM PST
Best,
Carrie
That time on Thursday PST works. Feel free to go ahead and send an invite!
Great. The meeting is confirmed. I've sent a calendar invitation to all parties.
Best,
Carrie
Let's reschedule to next week since I'm working in person with my co-founders this week. Can you share some times for next week?
No problem. I've cancelled the existing invitation for this Friday.
Please let me know if any of the following times work for a 30-minute virtual call next week.
- Tue, Dec 16, 9:00–9:30 AM SGT / Mon, Dec 15, 5:00–5:30 PM PST
- Tue, Dec 16, 9:30–10:00 AM SGT / Mon, Dec 15, 5:30–6:00 PM PST
- Wed, Dec 17, 9:00–9:30 AM SGT / Tue, Dec 16, 5:00–5:30 PM PST
Can you do an hour earlier on any of those days?
Hi Ben,
Following up on your request, Daniel is available an hour earlier next week. Would any of these times work for a 30-minute virtual call?
- Tue, Dec 16, 8:00–8:30 AM SGT / Mon, Dec 15, 4:00–4:30 PM PST
- Tue, Dec 16, 8:30–9:00 AM SGT / Mon, Dec 15, 4:30–5:00 PM PST
- Wed, Dec 17, 8:00–8:30 AM SGT / Tue, Dec 16, 4:00–4:30 PM PST
Best,
Carrie
Sure thing — let's do Mon, Dec 15, 4:00–4:30 PM PST.
Looking forward to connecting then.
Great. The meeting is confirmed. I've sent a calendar invitation to all parties.
Best,
Carrie
Email #2: Handle shifting availabilities and rescheduling requests, keeping the principal’s calendar protected
Watch as Carrie…
- Handles the back-and-forth in finding a new time as availabilities shift
- Reschedules without reset — no new links, no starting over, no lost context.
- Check back with the principal seeing that an accommodation of his working hours are required to make the meeting happen
Intro: Daniel + Michael
Hi Daniel and Michael,
Excited to connect you both.
Daniel is building Harborcrest, an AI-enabled mobility and financing platform focused on Southeast Asia, and is currently raising a seed round.
Michael, you're investing at Northpeak Ventures across fintech, AI, and consumer platforms in the region, so this felt like a good fit to explore Daniel's round, go-to-market strategy, and regional expansion.
I'll let you both take it from here to find a time to connect, and I'd love to hear how the conversation goes.
Cheers,
Boardy
Thanks for the intro.
Great to meet you, Daniel. Looping in Carrie to help us find a slot. Looking forward to our chat.
Best,
Michael
Hi Daniel,
Please let me know which of these options work for you for a virtual meeting, or if you'd prefer an alternative:
- Thursday, December 11, 1:00–1:30 PM ICT
- Friday, December 12, 11:00–11:30 AM ICT
- Monday, December 15, 10:30–11:00 AM ICT
Best,
Carrie
Assistant to Michael Turner | getcarrie.com
Hi Carrie,
Which open slots are available on Tuesday, 16 December?
Mid-morning SGT if possible.
Thanks,
Daniel
Hi Daniel,
Thanks for letting me know. Michael is available on Tuesday, December 16. Please let me know if any of the following times work for a 30-minute virtual meeting:
- 10:00–10:30 AM ICT / 11:00–11:30 AM SGT
- 11:30 AM–12:00 PM ICT / 12:30–1:00 PM SGT
- 1:00–1:30 PM ICT / 2:00–2:30 PM SGT
If none of these work, please let me know what does.
Best,
Carrie
Assistant to Michael Turner | getcarrie.com
Hi,
Let's confirm 10:00–10:30 AM ICT on Tuesday, 16 December.
Thank you.
Daniel
Hi Carrie,
Due to an unforeseen conflict, I need to reschedule this call to any of the following times:
- Wednesday, Dec 17 at 4:00 PM SGT
- Thursday, Dec 18 at 9:30 AM, 10:00 AM, or 10:30 AM SGT
- Friday, Dec 19 anytime between 9:30–11:30 AM SGT
Please advise. Thank you.
Daniel
Hi Daniel,
Thanks for letting me know. I'll check Michael's availability against the new times you've proposed and will get back to you shortly to confirm a new time.
Best,
Carrie
Assistant to Michael Turner | getcarrie.com
(DM) Hi Michael,
Daniel needs to reschedule your meeting.
Of the times he proposed, only Friday, December 19 at 10:00 AM is free during your working hours. Shall I confirm this time with him?
He also suggested a few times before 10:00 AM on Thursday and Friday. Are you open to taking the meeting at any of these times if Friday at 10:00 AM doesn't work for him?
- Thursday, Dec 18 at 8:30 AM, 9:00 AM, or 9:30 AM
- Friday, Dec 19 at 8:30 AM, 9:00 AM, or 9:30 AM
Please let me know.
Best,
Carrie
Assistant to Michael Turner | getcarrie.com
Hi Carrie,
I managed to clear the conflict and I am now able to do the call as originally planned.
If Michael is still available at that slot, we can proceed.
Best,
Daniel
Hi Daniel,
Thanks for letting me know.
Yes, Michael is still available at the original time. I've gone ahead and scheduled your meeting for 10:00 AM ICT on Tuesday, December 16.
A calendar invitation with the virtual meeting details will follow shortly.
Best,
Carrie
Assistant to Michael Turner | getcarrie.com
Email #3: Coordinating an in-person group lunch, nudging responses and closing the loop reliably
Watch as Carrie…
* Coordinates replies coming in in different threads
* Follows-up with silent participants and holds off confirmation till all have responded
* Sends invites and re-sends when needed so nothing slips through
Team Lunch
to [email protected], [email protected], [email protected], [email protected];
Hi folks,
Let's have a team lunch next week.
@Carrie to coordinate.
to [email protected], [email protected], [email protected], [email protected];
Hi Team,
Please let me know which of these options work for you, or if you'd prefer an alternative:
- Wednesday, October 1, 12:00–12:45 PM PST at Marlowe
- Wednesday, October 1, 12:30–1:15 PM PST at ROOH San Francisco
- Wednesday, October 1, 1:00–1:45 PM PST at Dumpling Time
Best regards,
Carrie
Assistant to Alex | getcarrie.com
(DM) Hey Carrie — I'm available on Wednesday. Any of those lunch times work for me.
to [email protected], [email protected], [email protected], [email protected];
Hi Team,
Thanks to Nina for confirming availability for Wednesday.
For the rest, please let me know which of these options work for you:
- Wednesday, October 1, 12:00–12:45 PM PST at Marlowe
- Wednesday, October 1, 12:30–1:15 PM PST at ROOH San Francisco
- Wednesday, October 1, 1:00–1:45 PM PST at Dumpling Time
Best regards,
Carrie
Assistant to Alex | getcarrie.com
First or second slot.
Hi Team,
Thanks for letting me know, Priya.
Leo, could you please let me know if either of these times work for you?
- Wednesday, October 1, 12:00–12:45 PM PST at Marlowe
- Wednesday, October 1, 12:30–1:15 PM PST at ROOH San Francisco
Best regards,
Carrie
Assistant to Alex | getcarrie.com
They've told me offline that both work fine, so please go ahead and schedule.
Great — this is confirmed. I've sent out a calendar invitation for Wednesday, October 1 at 12:00 PM PST at Marlowe.
Looking forward to it!
I didn't get the invite — could you resend it?
Of course. I've just resent the calendar invitation for our team lunch on Wednesday, October 1 at 12:00 PM PST at Marlowe.
Please let me know if you don't receive it shortly.
Carrie At Work
What you’ve just read isn’t a demo. It’s the actual work.
Scheduling isn’t hard because calendars are busy. It’s hard because people are slow to respond, in different time zones, and change their availabilities.
Carrie does what a good executive assistant does: track context, respect constraints, follow up quietly, and close the loop.
That’s what makes meetings happen.
Try Carrie On Your Next Email
If scheduling takes more time than it should or meetings fall through because no one follows up — Carrie can help.
Just CC [email protected] and let her take it from there.
Ready to schedule
without the back-and-forth?
Try Carrie today for a few meetings. It's free to get started.