Outbound Wiki

Meeting-setting asks

The language and timing used to ask for a meeting or another concrete next step at the end of a cold call.

Treat the meeting ask as a handoff. A cold call earns a separate conversation when the prospect can see why it deserves time, knows what that conversation is for, and can choose whether to put it on the calendar.

Make the meeting an opt-in decision before turning to scheduling. Seed the purpose early, find a reason from the conversation, ask whether they want to continue, then offer a concrete time.

How to run the ask

Follow the call in this order. Each move gives you something to listen for and a clear point at which to continue.

Seed the meeting purpose

Tell the prospect early that the call is headed toward a meeting and say in advance that you will ask for it.1

Use a plain transition: "I want to understand whether this deserves a separate conversation, then we can decide if it belongs on the calendar." The meeting is part of the conversation from the start. Move on when the prospect understands what you are trying to arrange.

Find the meeting reason

Give the meeting a job before asking for it. Look for a gap in the conversation that can provide a reason for a meeting.2 Explain why taking the requested action could serve the prospect's interests, including when the action is booking a cold call meeting.3

Ask, "What would be worth examining in a separate conversation?" Listen for a problem, open question, or consequence that a scheduled discussion could address. If the prospect cannot connect the meeting to anything they care about, keep finding context instead of forcing the calendar ask.

Test whether the meeting is welcome

Let the prospect decide whether the information is relevant enough to justify a meeting.4

Ask, "Are you open to take a look?"5 Then stop and let the answer arrive. A positive answer gives you permission to schedule. A negative answer tells you to learn what failed to land before you press for time.

Put a time on the calendar

Once the prospect shows openness, make the scheduling choice concrete. Offering a specific time can make it easier for the prospect to accept a meeting.6

An open-ended CTA asks for a meeting without an exact date or time. A specific CTA asks for the meeting with both a date and a time.7 Use the specific form: "Do you have time on Friday at 10 a.m."8

Offering two specific times for the next day can prompt the prospect to choose between them.9 Give the options, then wait. If neither works, ask what time suits them and move on once you have a clear answer.

Define the next conversation

After the prospect accepts, make sure both sides know what will happen next. Ask, "If it goes well, what are you expecting the next steps to be?"10

Explain what the current call and the next call will cover so the prospect can opt in or out and knows what to expect.11 Before booking a deeper session, check whether it would be a good use of everyone's time and whether bringing in a relevant stakeholder would make the conversation more useful and tailored.12

You can also ask, "Is that something you'd be comfortable with?"13 Confirm the time, purpose, and people involved before ending the call, and leave with the next step established.14

When the conversation changes shape

Use the prospect's behavior to decide whether to schedule now, keep learning, or change the form of the request.

If the prospect is chatty and gives you useful information, continue that conversation instead of asking for a meeting immediately.15 Listen for the point where the prospect's own information creates a reason to continue later. The meeting ask will have more weight when it follows that opening.

If the prospect objects to cold calls, shift the request from an interruption to a scheduled conversation: "Would you be opposed to setting up an actual scheduled call about this?"16

When the prospect needs to review information before deciding, agree that they will review it and then schedule the follow-up call.17 Put the review and the next conversation into the same plan so the call does not end with a vague promise to reconnect.

What not to do

Remove these mistakes from the talk track:

  • Do not keep offering time alternatives after the prospect has answered. Asking for a specific meeting time and continuing to offer alternatives creates pressure.18
  • Do not turn the cold call into the full product conversation. The immediate goal is to set the meeting, after which the full details can be discussed.19
  • Do not leave the next step as "email me when you are interested". Schedule another meeting after the call instead.20

Sources

  1. 1
    “And then lastly, number four is preceding the fact that you're going to ask for the meeting”
  2. 2
    “that we could possibly attach a reason for a meeting to.”
    Watch Me Cold Call For A Product I’ve Never Sold

    30 Minutes to President's ClubBack to the text

  3. 3
    “interest to take that action. So whether it's booking a meeting on a cold call, or I'm trying”
  4. 4
    “And then you can tell me if it's even moderately relevant for us to meet.”
  5. 5
    “Are you open to take a look?”
  6. 6
    “it as easy for them to say, actually, yeah, I think I am available at 10 o'clock.”
  7. 7
    “That type of CTA is called an “open-ended CTA” — you ask for a meeting but don’t toss out an exact date or time. Another common CTA is the “specific CTA.” As it sounds, this one is asking for a meeting using a specific date and time (“Are you available to meet on Tuesday at 4 PM PT?”)”
  8. 8
    “Do you have time on Friday at 10 a.m.”
  9. 9
    “If you were to offer someone a 3 o'clock tomorrow or a 4 o'clock tomorrow, they're going to think on both of those and not like, No, I don't want to meet tomorrow.”
  10. 10
    “And the number three, if it goes well, what are you expecting the next steps to be?”
  11. 11
    “allows them to opt in and out at the end of that call and also know what they're”
  12. 12
    ““Before we book another session, I want to make sure this is a good use of everyone’s time. Based on what we discussed, would it make sense to bring in your [CTO / VP / security lead] for a deeper session? That way we can tailor it and make sure we cover everything important.””
  13. 13
    “Is that something you'd be comfortable with?”
  14. 14
    “but never leave a call or a meeting without a next step, a next meeting established.”
  15. 15
    “just keep going. Like, don't ask for a meeting, you know, you'll probably get a meeting out of it”
  16. 16
    “Would you be opposed to setting up an actual scheduled call about this?”
  17. 17
    “And then after that, you want to schedule a follow-up call”
  18. 18
    “That's the pressure, right?”
    Hall of Fame: Josh Braun

    30 Minutes to President's ClubBack to the text

  19. 19
    “Once I get you in the car, aka set the meeting, then I can do all of the bells and whistles.”
  20. 20
    “single call, make sure you have another meeting on the books. Don't ask people to email you once”