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7 Email Secrets to Drive Deals Forward
Mike Haylon – Director, Sales
mhaylon@yesware.com
@mhaylon | linkedin.com/in/mikehaylon
Bad sales emails
cost you money
But there’s almost no
data to support all
the assertions out
there about
“best practices”.
• You follow up (time cost)
• You forget (deal cost)
Each missed reply has costs
• 5,000 - 50,000+ emails/year
• 800 - 1,000+ hours/year in
email (plus voicemails,
setting tasks, etc.)
• Now add that up across your
entire team (or division or
company…)
Bad email costs compound
Whom
What
When
How many
Recipients
Subject line
Send time
Emails to send
What we’ll cover
“Here’s the magic template to
close 10 deals this week!”
“Just use this simple trick
and get 98% replies!”
What we won’t cover
• More than 1,000 Yesware users
(anonymized and used with permission)
• 9 rapidly growing, inside sales-focused
software companies
• Over 500,000 sales emails
• Q1 2014
Here’s the data
Include multiple recipients
(but only one in the “To” line)
EMAIL SECRET #1
Open
Rate
Reply
Rate
Send to one
and copy
another
83.7% 61.2%
Send to two
recipients
70.2% 49.3%
Number of recipients
Subject line length doesn’t matter
EMAIL SECRET #2
Company A Company B
Open/reply rate by subject line length
The wrong keywords
cost you meetings
EMAIL SECRET #3
Open Rate
ReplyRate
Meeting keywords by open/reply rate
You may be sending emails
at the wrong time
EMAIL SECRET #4
Reply Same Day Rate
Reply Rate
Reply rate by send time
(Note: Send time = recipients’ time zone)
Weekdays or weekends?
If they don’t reply today, they
(probably) won’t reply at all
EMAIL SECRET #5
Days until first open/reply
You’re not following up enough
EMAIL SECRET #6
Your chance of receiving a reply
reply on THIS email is...
However, 57% of sales email
chain stopped at the first one…
Follow up emails
Testing templates can improve
reply rates >10x
EMAIL SECRET #7
Best practices:
1. Identify the top performing
templates.
2. Understand why they
worked well.
3. Share the good templates.
ReplyRate
Templates
Open Rate
Increase call connection rate 34%
by calling when emails are opened
BONUS: CALLING SECRET
7 EMAIL SECRETS
1. Include multiple recipients (but “To” just one)
2. Subject line length doesn’t matter
3. Bad keywords cost you meetings
4. You’re sending emails at the wrong time
5. If they don’t reply today, they (probably) won’t
6. You’re not following up enough
7. Testing can improve template replies >10x
* Bonus: Increase call connection rate by 34% by
calling when you see an email open

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7 Email Secrets to Drive Deals Forward

Editor's Notes

  1. Anecdotes (“this got me a big meeting!”) Intuition (“think about it!”)
  2. Following up requires: Setting tasks (you might forget) More tasks = more clutter Write another email and/or make a call Repeat (more chances to forget/lose deal) More time slows deal momentum, opens window for competitors, etc.
  3. No quick fixes or universal answers. Let the data guide you!
  4. More recipients = more opens/replies (intuitive) Why CCing matters: One person is responsible.
  5. Don’t worry about length. Just get the keywords right.
  6. Calendar is worst performer by far. Call/meeting/time all similar in open rate, but significant difference in reply rate. Even 5-10% is huge over hundreds of emails/year.
  7. Early morning makes sense with mobile. Check email upon waking up and/or on train. 9am uptick. Checking email upon arriving at work. 1pm uptick. Checking email after lunch + fewer meetings. Evening: Checking email on train, later at work means fewer meetings.
  8. Small volume improves open/reply rate. Your email gets noticed.
  9. Key takeaway = importance of cadence. Follow up at tighter intervals. After 1 day, it’s gone. Doesn’t mean you want to FU every day (could piss people off), but 3 days or so is probably fine.
  10. At some point, the law of diminishing returns kicks in. Built reminders & scheduled mail merge for this reason: - Schedule a series of 10 emails to go out (with reply checking) - effort to send 10 emails isn’t much greater than 1 (once you have your templates in place)
  11. Important to use good templates but also... Are there lessons to apply to other templates at different stages?