AI Cold Outreach: Book 50 Sales Calls a Month Solo

SEQUENCE 1: PAIN POINT OPENER
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SUBJECT: [First Name], quick question about [specific pain]

EMAIL 1 (Day 1):
Hi [First Name],

I noticed [Company] is [specific observation from research — e.g.,
"scaling your sales team from 5 to 12 reps based on your recent
LinkedIn posts"].

Most [job title]s at [industry] companies in that growth phase
tell me their biggest challenge is [specific pain point — e.g.,
"getting enough qualified demos to keep new reps productive"].

We help [type of company] [specific outcome — e.g., "book 40-60
qualified demos per month"] using [your method — e.g., "AI-powered
outreach systems that run on autopilot"].

Would a 15-minute call this week make sense to see if this fits
your situation?

Best,
[Your Name]
[Your Title] | [Your Company]
[Phone] | [Calendar Link]

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FOLLOW-UP 1 (Day 3):
Subject: Re: [First Name], quick question about [specific pain]

Hi [First Name],

Wanted to make sure this didn't get buried. The reason I reached
out: [one-sentence case study — e.g., "we helped a 15-person SaaS
company go from 12 to 48 demos per month in 6 weeks"].

Is this worth a conversation?

[Your Name]

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FOLLOW-UP 2 (Day 7):
Subject: Re: [First Name], quick question about [specific pain]

[First Name],

I know you're busy scaling [Company], so I'll keep this short.

Three things we typically uncover in a 15-minute audit:
1. [Specific insight #1 — e.g., "2-3 untapped lead sources"]
2. [Specific insight #2 — e.g., "follow-up gaps costing 30%+ of replies"]
3. [Specific insight #3 — e.g., "messaging tweaks that double reply rates"]

Happy to run one for [Company] — no strings. Here's my calendar:
[Calendar Link]

[Your Name]

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FOLLOW-UP 3 (Day 14):
Subject: Should I close your file, [First Name]?

Hi [First Name],

I've reached out a few times about helping [Company] with
[pain point]. I don't want to be a nuisance.

Should I:
(a) Book a 15-min call this week
(b) Check back in 3 months
(c) Remove you from my list

Just reply with a, b, or c.

[Your Name]

SEQUENCE 2: CASE STUDY LEAD
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SUBJECT: How [Similar Company] achieved [specific result]

EMAIL 1 (Day 1):
Hi [First Name],

[Similar Company in their industry] was stuck at [pain metric —
e.g., "8 demos per month despite spending $5K/mo on ads"].

In [timeframe], they [result — e.g., "hit 52 demos/month using
a system that costs $200/month to run"].

I'm reaching out because [Company] looks like a similar fit:
[1-2 specific similarities — e.g., "same market segment, similar
team size, and I noticed you're hiring for [role]"].

Want me to share exactly how they did it?

[Your Name]

FOLLOW-UP 1 (Day 4):
Subject: Re: How [Similar Company] achieved [specific result]

[First Name] — quick follow-up on the case study I mentioned.

The three key changes [Similar Company] made:
1. [Change 1 with metric]
2. [Change 2 with metric]
3. [Change 3 with metric]

Happy to walk through which of these would apply to [Company].
15 minutes enough?

[Your Name]

FOLLOW-UP 2 (Day 9):
Subject: [Metric] — worth 15 minutes?

[First Name],

Boiling it down: [Similar Company] went from [before metric]
to [after metric] in [timeframe].

If that kind of result is interesting for [Company], let's talk.
If not, no worries — just let me know.

[Calendar Link]

[Your Name]

FOLLOW-UP 3 (Day 16):
Subject: Last note on this, [First Name]

[First Name],

I'll assume the timing isn't right. I'll check back in [90 days /
next quarter] unless you tell me otherwise.

In the meantime, here's the [free resource — e.g., "outreach
template pack"] I mentioned: [Link]

No strings. Hope it's useful.

[Your Name]

SEQUENCE 3: MUTUAL CONNECTION
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SUBJECT: [Mutual Connection] suggested I reach out

EMAIL 1 (Day 1):
Hi [First Name],

[Mutual Connection Name] mentioned that [Company] is [specific
context — e.g., "looking to scale outbound sales this quarter"].

We work with [type of companies] to [specific outcome], and
[Mutual Connection] thought it might be a good fit.

Would 15 minutes this week work to explore whether it makes sense?

[Your Name]

FOLLOW-UP 1 (Day 3):
Subject: Re: [Mutual Connection] suggested I reach out

[First Name] — circling back on [Mutual Connection]'s intro.

I just helped [Another Company in their space] [specific result
with metric]. Happy to share the playbook if it's relevant.

[Calendar Link]

[Your Name]

FOLLOW-UP 2 (Day 8):
Subject: Re: [Mutual Connection] suggested I reach out

[First Name],

I know [Mutual Connection] mentioned [specific challenge].
We've seen that exact issue at [2-3 similar companies] and
the fix is usually [one-sentence solution].

Worth a quick call?

[Your Name]

FOLLOW-UP 3 (Day 15):
Subject: Closing the loop, [First Name]

[First Name],

Wanted to close the loop on [Mutual Connection]'s suggestion.
If now isn't the right time, I completely understand.

I'll check back in [timeframe] unless you'd prefer I don't.
Either way — hope [Company] crushes it this quarter.

[Your Name]

SEQUENCE 4: TRIGGER EVENT
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SUBJECT: Congrats on [trigger event], [First Name]

EMAIL 1 (Day 1):
Hi [First Name],

Saw that [Company] just [trigger event — e.g., "closed your
Series A," "launched your new product line," "expanded to
the US market"]. Congrats — that's a big milestone.

Companies at this stage often run into [specific challenge
that follows the trigger — e.g., "needing to ramp pipeline
fast to justify the new headcount"].

We specialize in [your solution] for [their stage] companies.
Quick example: [one-line case study].

Worth a 15-minute conversation?

[Your Name]

FOLLOW-UP 1 (Day 4):
Subject: Re: Congrats on [trigger event]

[First Name],

Following up on my note about [trigger event]. The reason
the timing matters: companies that [action — e.g., "build
outbound pipeline within 60 days of funding"] typically
[outcome — e.g., "hit revenue targets 2x faster than those
who wait"].

Happy to share the playbook. [Calendar Link]

[Your Name]

FOLLOW-UP 2 (Day 10):
Subject: [Trigger event] + [your solution] = [outcome]

Simple math, [First Name]:

[Trigger event] means [Company] needs [outcome].
[Your solution] delivers [outcome] in [timeframe].

15 minutes to see if the fit is there?

[Your Name]

FOLLOW-UP 3 (Day 17):
Subject: Should I circle back later, [First Name]?

[First Name], I've reached out a few times about helping
[Company] capitalize on [trigger event].

If this quarter is packed, I get it. Want me to check back
in [timeframe]? Just reply "later" and I'll set a reminder.

[Your Name]

SEQUENCE 5: VALUE-FIRST (FREE AUDIT)
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SUBJECT: I found 3 things on [Company]'s [area]

EMAIL 1 (Day 1):
Hi [First Name],

I spent 10 minutes looking at [Company]'s [area to audit —
e.g., "outbound email setup," "LinkedIn presence," "website
conversion flow"] and found three quick wins:

1. [Specific finding — e.g., "Your email domain is missing
   DMARC authentication, which hurts deliverability"]
2. [Specific finding — e.g., "Your LinkedIn company page has
   no lead magnet — you're losing ~200 monthly visitors"]
3. [Specific finding — e.g., "Your follow-up sequence stops
   at 2 touches; extending to 5 would capture 40% more replies"]

Happy to walk through fixes on a quick call. No pitch —
just practical improvements you can implement this week.

[Your Name]

FOLLOW-UP 1 (Day 3):
Subject: Re: I found 3 things on [Company]'s [area]

[First Name] — wanted to make sure you saw the audit findings.

Finding #1 alone ([specific fix]) typically takes 15 minutes
to implement and improves [metric] by [percentage].

Want me to walk you through it?

[Your Name]

FOLLOW-UP 2 (Day 8):
Subject: Full audit ready for [Company]

[First Name],

I expanded the quick audit into a full [area] review for
[Company]. Found [number] additional opportunities.

Happy to share the complete report — no cost, no catch.
It's a sample of how we work.

[Calendar Link]

[Your Name]

FOLLOW-UP 3 (Day 15):
Subject: [Company] audit — last chance

[First Name],

The audit I prepared for [Company] has a shelf life
(things change fast in [their industry]). I'll keep it
on file for 2 more weeks.

If you'd like to grab it, just reply or book here:
[Calendar Link]

[Your Name]

SEQUENCES 6-10: ADDITIONAL ANGLES
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SEQUENCE 6: THE COMPETITOR SWITCH
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Subject: [First Name], how does [Competitor] compare?
Angle: Prospect is using a competitor. Highlight gaps.
Email 1: "I noticed [Company] uses [Competitor]. Most teams
  that switch to [your solution] see [specific improvement]."
Follow-up focus: Share comparison data, offer side-by-side demo.
Best for: Lead scoring signal #8 (Competitor Customer).

SEQUENCE 7: THE CONTENT ENGAGEMENT
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Subject: Loved your post on [topic], [First Name]
Angle: Prospect posted or engaged with relevant content.
Email 1: Reference their specific content, connect it to
  a challenge you solve, offer relevant resource.
Follow-up focus: Share your own content on the same topic.
Best for: Lead scoring signal #6 (LinkedIn Activity).

SEQUENCE 8: THE INDUSTRY INSIGHT
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Subject: [Industry] trend affecting [Company]
Angle: Share a relevant industry data point they may not know.
Email 1: "[X]% of [industry] companies are now [trend].
  Here's what top performers are doing differently."
Follow-up focus: Offer a brief call to discuss implications.
Best for: Prospects with high ICP fit but no timing signal.

SEQUENCE 9: THE REFERRAL ASK
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Subject: Quick favor, [First Name]?
Angle: Ask for a referral if they're not the right contact.
Email 1: "I help [type of companies] with [outcome]. If
  this isn't your area, who on your team handles [function]?"
Follow-up focus: Thank them, ask again more specifically.
Best for: When you have the right company but wrong contact.

SEQUENCE 10: THE BREAKUP + RESOURCE
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Subject: Goodbye for now, [First Name]
Angle: Final email in any sequence. Give value on the way out.
Email 1: "I'll stop reaching out. Before I go, here's
  [free resource] that might help with [their challenge]."
Follow-up: None — this IS the final follow-up.
Best for: Closing any sequence that got no response.

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CHOOSING THE RIGHT SEQUENCE:
• Pain Point (1) → Default for most prospects
• Case Study (2) → When you have a relevant success story
• Mutual Connection (3) → When you share a contact
• Trigger Event (4) → When timing signal is strong
• Value-First (5) → When you can audit their public presence
• Competitor Switch (6) → When they use a competitor
• Content Engagement (7) → When they're active on LinkedIn
• Industry Insight (8) → When no specific trigger exists
• Referral Ask (9) → When you have wrong contact
• Breakup (10) → Final email in any sequence

LINKEDIN DM SCRIPTS — 5 CONVERSATION STARTERS
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SCRIPT 1: THE CONTENT COMPLIMENT
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CONNECTION REQUEST (300 char max):
"Hi [First Name] — your post on [specific topic] resonated.
I work with [type of companies] on [similar area]. Would love
to connect and exchange ideas."

OPENER (after accepted, Day 1):
"Thanks for connecting, [First Name]. Your point about
[specific detail from their post] is spot on. We're seeing
the same thing with our clients in [industry]."

VALUE DROP (Day 3):
"Thought you might find this useful — [link to your content
or case study related to their post topic]. It covers
[specific angle] that connects to what you wrote about."

ASK (Day 5):
"[First Name], based on your focus on [topic], I think
there's an interesting overlap. We help [type of companies]
[specific outcome]. Worth a 15-min chat to compare notes?"

FOLLOW-UP (Day 10):
"Hey [First Name] — just circling back. Totally understand
if the timing isn't right. Happy to reconnect whenever
[topic] moves up the priority list."

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SCRIPT 2: THE MUTUAL GROUP
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CONNECTION REQUEST:
"Hi [First Name] — we're both in [LinkedIn Group / Slack
community / event]. Your perspective on [topic] caught my
eye. Let's connect."

OPENER:
"Thanks for connecting. Are you going to [upcoming event /
group meetup]? I'm presenting on [topic] and would love
your take."

VALUE DROP:
"Pulled together a [resource type — e.g., 'benchmark report']
from conversations in [group]. Here's the link — thought
you'd appreciate the data."

ASK:
"[First Name], I've been helping [group] members with
[specific challenge]. A few have seen [result]. Would it
be useful to chat about how this applies to [Company]?"

FOLLOW-UP:
"No worries if now isn't the time. I'll share more [group]
insights as they come. Always happy to be a resource."

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SCRIPT 3: THE JOB POSTING SIGNAL
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CONNECTION REQUEST:
"Hi [First Name] — noticed [Company] is hiring a [role].
Exciting growth. I work with [similar companies] on
[related area]. Would love to connect."

OPENER:
"Thanks for connecting. Congrats on the growth — hiring
a [role] usually means [inference about their priorities].
How's the search going?"

VALUE DROP:
"While you're building the team, here's something that
might help bridge the gap: [resource that solves the
problem the hire would solve — e.g., 'an AI workflow that
handles [task] until your new hire ramps up']."

ASK:
"Would it be helpful to chat about how [your solution] can
support [Company] during the ramp-up period? 15 minutes,
no commitment."

FOLLOW-UP:
"[First Name], hope the hiring process is going well.
The offer to chat still stands whenever it's useful."

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SCRIPT 4: THE CONGRATULATIONS
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CONNECTION REQUEST:
"Congrats on [achievement — e.g., 'the product launch,'
'the award,' 'the funding round'], [First Name]. Impressive
work. Would love to connect."

OPENER:
"[First Name], really impressive [achievement]. How has the
response been? I imagine [industry-specific consequence —
e.g., 'inbound is through the roof']."

VALUE DROP:
"Companies in your position often face [challenge that
follows the achievement]. Here's a [resource] we put
together for exactly that scenario."

ASK:
"If scaling [area] post-[achievement] is on your radar,
I'd love to share how we've helped [similar company].
Quick 15 minutes?"

FOLLOW-UP:
"No rush — I know post-[achievement] is hectic. Happy to
chat whenever the dust settles."

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SCRIPT 5: THE DIRECT VALUE PROP
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CONNECTION REQUEST:
"Hi [First Name] — I help [job title]s at [industry]
companies [specific outcome]. Thought it might resonate
with what you're building at [Company]."

OPENER:
"Thanks for connecting. Quick question: is [specific
challenge — e.g., 'generating enough qualified pipeline']
on your radar this quarter?"

VALUE DROP:
"Either way, here's something I think you'll find useful:
[link to relevant case study or template]. It covers
[specific topic] for [their industry]."

ASK:
"If this is a priority, I'd love to show you how we
helped [Similar Company] achieve [specific metric].
15 minutes — I'll keep it tight."

FOLLOW-UP:
"[First Name], I'll take the silence as 'not right now.'
Totally fair. I'll check back next quarter unless you
tell me otherwise."

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LINKEDIN DM RULES:
• Never pitch in the connection request
• Wait 24 hours after acceptance before messaging
• Keep each message under 300 characters when possible
• Use their name and specific references (no templates that
  read like templates)
• Maximum 5 touches per prospect on LinkedIn
• If they don't respond after 5 touches, move to email only