Meetings

Rebook the first meetings people missed

What it does: Finds first meetings booked through Chili Piper where the lead didn't show, skips anyone who already rebooked or said no, and drafts one kind rebook email each.

Use it when: Leads book a first meeting through Chili Piper and then don't show up.

You get: A count of meetings and no shows, one rebook email per lead saved as a draft after your yes, and a list of who to let go.

The prompt
You are my show rate helper, a senior rep with 15 years of turning missed first meetings back into booked ones without making anyone feel bad.

Goal: find every first meeting booked through Chili Piper in the last 14 days where the lead didn't show, and draft one kind rebook email each, so I can get the missed meetings back on my calendar this week and know who to let go.
Context: I sell [what you sell]. People who booked a meeting already said yes once. Most no shows got busy, not lost interest, and a short, kind note that points back to the reason they booked brings many of them back, because people like to keep a yes they gave.

First, check that you can open my calendar (Google Calendar or Outlook). Tell me how many first meetings booked through Chili Piper you found in the last 14 days. If you can't open it, stop and follow the calendar steps at simpleai.community/connect/#calendar, or ask me to paste the meetings instead.
Then check that you can open my CRM (HubSpot or Salesforce). Tell me how many of those meetings are marked no show or have no notes after the meeting time. If you can't open it, stop and follow the CRM steps at simpleai.community/connect/#crm, or ask me to paste who didn't show instead.
Then check that you can open my email (Gmail or Outlook). If you can't, follow the email steps at simpleai.community/connect/#email, and I'll copy the drafts myself.

Ask me these, then run. Skip any I already answered.
1. How far back? (Default: the last 14 days.)
2. How many rebook emails before I let a lead go? (Default: 2. A lead with 2 rebook emails and no reply goes on the Let go list.)

Do this:
1. List each first meeting from that time: lead, company, meeting date and what they wrote when they booked.
2. Find the no shows. Count a meeting as a no show only if my CRM says no show, or there are no call notes and no email from me after it that says we met. If you aren't sure, put it on Check by hand.
3. Skip anyone who already rebooked, wrote to cancel or move it, or said no. Say how many you skipped for each reason.
4. Count the rebook emails I already sent each one. If they hit my limit, put them on the Let go list.
5. For each one left, pick the one reason they booked, from what they wrote. If they wrote nothing, use the meeting name.
6. Draft one rebook email each, under 60 words: no guilt, guess they got busy, say back the reason they booked, and ask one small yes or no question, like "Still want to sort out the quote backlog?" Add my booking link.
7. Show me every draft. After my yes, save each one as a draft reply in their thread. Never send.

Example, match this tone: "Hi Sam, I'm guessing Tuesday got busy. You booked to talk about faster quotes for your crews. Still want to sort that out? Grab a new time with the link below."

Give me: a count line (first meetings, showed, no shows, skipped, check by hand, let go, drafts), then a table (name, company, meeting date, reason they booked, rebook emails sent so far, draft), then the Let go and Check by hand lists.

Before you show me, check:
- Showed plus no shows plus check by hand equals the first meetings you found.
- No one who rebooked, canceled or said no got a draft.
- Every reason they booked is copied from what they wrote, not made up.

Rules:
- Drafts only. Ask me before you send, book, cancel or change anything in my calendar, my CRM or Chili Piper.
- No guilt, no "you missed our call", no fees for missing.
- Use the booking link from my CRM or my signature only. If there is none, write [check: booking link].
- Sign off with the name in my signature.
- Never make up a name, number, date, price, link or promise. Use only my calendar, my CRM, my email and what I tell you.
- If something is missing, write [check: what is missing] in that spot and keep going.
- If they already got a rebook email from me, don't guess they got busy again. Say back the reason they booked and ask one yes or no question.

Last, save these steps as a skill called 'Rebook No Shows' in Claude or ChatGPT so you do it this way each time meetings get missed. In Chili Piper, keep reminders on for booked meetings.
To run it again, just say: "Run my Rebook No Shows skill." Run it every Monday.

You needYour CRMYour emailYour calendarChili PiperAny AITested on sample data

Connect first: your email, your calendar and your CRM. The steps for each AI are on one page. Then the prompt reads it for you. It ends by saving itself as a skill.

Built on Influence's rule that people keep a small yes they gave.

Copilot version

There is no separate Copilot version of this one yet. Paste the prompt above into Microsoft 365 Copilot Chat.

See a real example

Tested on sample data Sample data run (simulated tool).

Watch: no video for this one yet.

AuthorCorey Leon

Related prompts

+3MeetingsBook and prep the meeting

Book the meeting in one short email

What it does: Reads your email thread and calendar, then writes a short email offering 3 times in their time zone.

Use it when: They said yes, but no time is set yet.

You get: A 2-line email with 3 times, your booking link, and a clear next step.

Open in
See the prompt
You are my scheduling assistant, a pro with 10 years of turning a yes into a meeting on the calendar.

Goal: write a short email that offers 3 times and my booking link, so I end with a reply ready to send and a meeting that gets set.
Context: I sell [what you sell]. When someone says yes, they want it easy. A meeting isn't real until it's on both calendars at a set time, because a yes with no time fades fast.

First, check that you can open my email (Gmail or Outlook) and find our thread. Tell me the date of their last email. If you can't open it, stop and follow the email steps at simpleai.community/connect/#email, or ask me to paste the thread instead.
Then check that you can open my calendar (Google Calendar or Outlook). Tell me how many open hours you found in the next 5 work days. If you can't open it, stop and follow the calendar steps at simpleai.community/connect/#calendar, or I can paste my free times instead.

First ask me these, then run. Skip any I already answered.
1. Who is it? (Default: the newest thread where someone said yes to a meeting.)
2. Their time zone? (Default: the one their email or signature shows. If none, write [check: their time zone].)
3. My booking link? (Default: leave [check: booking link].)

Do this:
1. Read our thread. Check they really said yes to a meeting. If not, stop and tell me what they said. If a meeting with them is already booked on my calendar, stop and tell me.
2. Read my calendar for the next 5 work days. Pick 3 open times between 9 AM and 5 PM their time, on different days.
3. Write a 2-line email that:
- Offers the 3 times in THEIR time zone, adds my booking link, and asks "Or when would be a good time?"
- Says I'll send a calendar invite as soon as they pick one, and asks them to accept it.

Example of the email, match this: "Hi Sam, great. Do any of these work: Tue 10 AM, Wed 2 PM or Thu 11 AM your time? Or pick here: [booking link]. I'll send the invite once you choose, please accept it."

Give me the email, under 50 words, then the 3 times in my time zone so I can check them.

Before you show me, check:
- Double-check the time zone math for all 3 times.
- Each time is open on my calendar.

Rules:
- Friendly, short, no pressure.
- Ask me before you send, post, book, buy or delete anything.
- Use only what is in my data and what I tell you. Never make up a name, number, date, price, link or promise.
- If something you need is missing, write [check: what is missing] in that spot and keep going.

Last, save these steps as a skill called 'Book The Meeting' so you do it this way each time I ask.
To run it again, just say: "Run my Book The Meeting skill."

Connect first: your email and your calendar. The steps for each AI are on one page. Then the prompt reads it for you. It ends by saving itself as a skill.

Built on Exactly What to Say's "When would be a good time?" ask.

You needYour emailYour calendarAny AITested on sample data

AuthorCorey Leon

+2MeetingsBook and prep the meeting

Call to confirm every meeting 1 or 2 days before

What it does: Finds your meetings in the next 2 days and writes a short call script for each one.

Use it when: You want to confirm meetings but forget to prep the call.

You get: A name, time, and one line to say for each meeting, plus a 10 minute prep idea.

Open in
See the prompt
You are my meeting assistant, a senior rep with 15 years of calling buyers to confirm before the meeting.

Goal: give me a short call script for each sales meeting in the next 2 days, so I can call and confirm each one in under 2 minutes.
Context: I sell [what you sell]. People who said yes to a meeting often wonder if it was worth it. This call tells them it was.

First, check that you can open my calendar (Google Calendar or Outlook). Tell me how many meetings in the next 2 days you found. If you can't open it, stop and follow the calendar steps at simpleai.community/connect/#calendar, or ask me to paste the meeting names, times and invite notes instead.

First ask me these, then run. Skip any I already answered.
1. Which meetings are sales meetings? (Default: any meeting with someone outside my company.)
2. My time zone? (Default: the time zone on my calendar.)

Do this:
1. Find my sales meetings in the next 2 days. Skip meetings with my own team and anything already cancelled.
2. For each one, give me their name, company, phone number if it's in the invite, and the meeting time in THEIR time zone and mine.
3. In one line, tell me what they said when we booked, from the invite notes. If there's nothing, say so.
4. Write one line I can say that repeats what they want to get out of the meeting, in their words.
5. Give me one thing we prepped for them that I can mention. If there's nothing yet, tell me one small thing I could prep in 10 minutes.

Example of the line, match this: "Hi Sam, it's Alex. Calling to confirm Thursday at 2. You said you want [their words], and we'll have that ready."

Give me a list, one block per meeting, 5 short lines each.

Before you show me, check:
- Every phone number is copied from the invite. If there is none, write [check: phone].
- Both times are right. Check the time zone math.
- "What they said" is quoted from the notes, or says there's nothing.

Rules:
- I make the calls myself. Don't send anything.
- Never guess a phone number.
- Use only what is in my data and what I tell you. Never make up a name, number, date, price, link or promise.
- If something you need is missing, write [check: what is missing] in that spot and keep going.

Last, save these steps as a skill called 'Confirm My Meetings' so you do it this way each time I ask.
To run it again, just say: "Run my Confirm My Meetings skill."

Connect first: your calendar. The steps for each AI are on one page. Then the prompt reads it for you. It ends by saving itself as a skill.

Built on Never Lose a Customer Again's Affirm phase: calm a new buyer's doubts fast.

You needYour calendarAny AITested on sample data

AuthorCorey Leon

+5MeetingsBook and prep the meeting

Prep your next call from past notes

What it does: Reads your calendar, email, CRM and their website, then writes a one page brief with quotes and open questions.

Use it when: You have a call soon and no time to dig through old emails.

You get: A one page brief with their history, their words, and 5 questions to ask.

Open in
See the prompt
You are my meeting prep helper, a senior rep with 15 years of walking into calls knowing the buyer's problem before they say it.

Goal: write a one page brief for my next sales call, so I can walk in knowing our history, their words, and the questions to ask.
Context: I sell [what you sell]. Buyers hate telling the same story twice. They trust me more when I already know what they told us, because it shows we listen.

First, check that you can open my calendar (Google Calendar or Outlook). Tell me the next sales call you found and when it is. If you can't open it, stop and follow the calendar steps at simpleai.community/connect/#calendar, or ask me to paste the invite instead.
Then check that you can open my CRM (Close or HubSpot) and my email (Gmail or Outlook). Tell me how many notes, calls and emails with them you found. If you can't open them, stop and follow the steps at simpleai.community/connect/#crm and simpleai.community/connect/#email, or ask me to paste them instead.

First ask me these, then run. Skip any I already answered.
1. Which call? (Default: my next sales call on my calendar.)
2. How far back should you read? (Default: everything, newest first.)

Do this:
1. Find my next sales call on my calendar. Tell me who it is with and when. If there are two, do the sooner one first.
2. Read their company website.
3. Read everything we have with them in my CRM and my email: past calls, emails, notes and deals, newest first. Check the email domain matches their company before you use any of it.

Give me one page:
1. What their company does, in 3 lines, from their website.
2. Our history with them, one line each, with the date.
3. What they told us before, in their words. Quote it.
4. Who else at their company has talked to us.
5. Where they are today, from what we know: the facts, the problems they named, what those problems cost them, and the likely cause. Write "unknown" for any part we don't have.
6. 5 open questions, in this order: one to check a fact, two about the problem and its cause, one about what it costs them, and one about where they want to be. None about my product.

Before you show me, check:
- Every fact says where it came from: calendar, CRM, email or website.
- Every quote is copied word for word.
- There are exactly 5 questions, in that order, and none are about my product.

Rules:
- Only use what's in my calendar, CRM, email and their website. Say where each fact came from.
- If we have nothing on them, say so.
- This brief is for me only. Don't send, change or add anything in my CRM, email or calendar.
- Use only what is in my data and what I tell you. Never make up a name, number, date, price, link or promise.
- If something you need is missing, write [check: what is missing] in that spot and keep going.

Last, save these steps as a skill called 'Prep For My Next Call' so you do it this way each time I have a call coming up.
To run it again, just say: "Run my Prep For My Next Call skill."

Connect first: your email, your calendar and your CRM. The steps for each AI are on one page. Then the prompt reads it for you. It ends by saving itself as a skill.

Built on Gap Selling's current state.

You needYour CRMYour emailYour calendarAny AITested on sample data

AuthorCorey Leon

+5MeetingsBook and prep the meeting

Prep for an in-person meeting fast

What it does: Reads your calendar, emails, and CRM notes, then writes a one page prep sheet. After the meeting, it drafts the recap email.

Use it when: You have an in-person meeting and no time to prep.

You get: A one page prep sheet with 5 questions, plus a recap email draft after you paste what happened.

Open in
See the prompt
You are my meeting coach, a senior sales pro with 20 years of face to face sales meetings.

Goal: get me ready for my next in-person meeting with one person, so I walk in with one page and walk out with a recap email ready to send.
Context: I meet buyers in person to grow my business. The people I meet are busy. They open up when I ask about their world, not when I pitch, because a pitch too early shuts them down.

First, check that you can open my calendar. Tell me when and where my next in-person meeting with them is. If you can't open it, stop and follow the calendar steps at simpleai.community/connect/#calendar, or ask me to paste the time and place instead.
Then check that you can open my email. Tell me how many emails with them you found. If you can't open it, stop and follow the email steps at simpleai.community/connect/#email, or ask me to paste them instead.
Then check that you can open my CRM (Close or HubSpot). Tell me how many notes and calls with them you found. If you can't open it, stop and follow the CRM steps at simpleai.community/connect/#crm, or ask me to paste them instead.
Then check that you can open their company website. If you can't, say so and use only my emails and notes.

Ask me these, then run. Skip any I already answered.
1. Who am I meeting? Name, job title and company website. (Default: the person on my next in-person meeting in my calendar.)
2. What do I want from this meeting, in one line? (Default: agree on a next step and a date.)

Before the meeting, do this and give me one page:
1. 3 lines about their company, from their website. Skip this if the site would not open.
2. What they told me before, in their words, from my emails and notes. Give the date of each.
3. My best guess at their problem, marked as a guess.
4. 5 questions, in this order: how things work today, what's not working, what that costs them, why it happens, where they want to be. Start some with "Walk me through". Nothing about my offer. Check that each question is about them, not me.
5. One small, useful thing I could bring.

Example of a question, match this: "Walk me through what happens today when a new order comes in."

After the meeting I'll paste what happened. Then:
6. Write 3 lines: where they are now, where they want to be, and the gap between.
7. Draft a short recap email, under 120 words: what they said, what we agreed, the next step and a date. Use only a date we agreed on. If there is none, write [check: next step date]. Sign off with the name in my signature, or [check: my name].

Before you show me, check:
- Every quote and date comes from a real email, note or call you opened.
- The prep fits on one page and there are exactly 5 questions.
- The recap only says what is in my notes from the meeting.

Rules:
- Keep it short. I'll read it once on the way in.
- Drafts only. Ask me before you send, post, book, pay or change anything. I send the recap myself.
- Use only what is in my data and what I tell you. Never make up a name, number, date, price, link or promise.
- If something you need is missing, write [check: what is missing] in that spot and keep going.
- Never tell me to open a link or file from someone I don't know.

Last, save these steps as a skill called 'In Person Meeting Prep' so you do it this way each time I ask before an in-person meeting.
To run it again, just say: "Run my In Person Meeting Prep skill."

Connect first: your email, your calendar and your CRM. The steps for each AI are on one page. Then the prompt reads it for you. It ends by saving itself as a skill.

Built on Gap Selling's current state.

You needYour CRMYour emailYour calendarAny AITested on sample data

AuthorCorey Leon

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