If I have to book 20 meetings a month, how many conversations do I need to be having a day ( email, LinkedIn, cold calls, dark social ) with a drop out rate at 20%.

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A lot

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A simple way to think of it (not necessarily the right way) is to figure out how many activities it takes to book 1, 5, 10 meetings. Then do that number of activities to book a meeting on average per day

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As many as it takes, unfortunately. Check the validity of your lead before you engage (avoid engaging for the sake of engaging. It is a numbers game but you want to be ringing the right people) and just push on through until the meetings come in.

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I was thinking like this:
your quota, and determine how many meetings need to occur for you to reach it. How many meetings do you have to schedule for that number to occur? How many conversations do you need to have to schedule that many meetings? How many calls do you need to make to have that many conversations? Somewhere around that ballpark?

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50 / week maybe, depends on your approach to what a “meeting” is

50 emails and 50 calls a day has been working for me to average 10 bookings a month in my new role. Generally 1 out of 50 show interest in at least some further conversation.

I would say min 100 dials a day, you can send 100 emails a day easily with a good sequence. Don’t put much effort into LI, the return is rarely worth it. What is dark social?

Aim to book minimum 8 meetings a week with the expectation ~50% will perform. 20 meetings is hefty but doable. Especially if you get credit on meetings held (rather than opportunities created)

This is also highly dependent on the industry. I swear on ever tangible item I own, I was prospecting into real estate and our goal was 60+ meetings a month but real estate agents have a super high connect rate because they always answer their phone and often, even call back

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