cold-outreach

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Use this skill when teaching, evaluating, or demonstrating cold outreach techniques. Invoke when user asks about cold emails, cold calls, LinkedIn outreach, prospecting, outbound sales, or when providing feedback on outreach scripts, email copy, or cold calling technique.

hbs-1991 By hbs-1991 schedule Updated 3/4/2026

name: Cold Outreach description: Use this skill when teaching, evaluating, or demonstrating cold outreach techniques. Invoke when user asks about cold emails, cold calls, LinkedIn outreach, prospecting, outbound sales, or when providing feedback on outreach scripts, email copy, or cold calling technique.

Cold Outreach

Overview

Cold outreach is the art of starting conversations with prospects who haven't expressed interest. Success depends on relevance (why THIS person, why NOW), brevity (respect their time), and value (offer something useful, not just a pitch). The three main channels are email, LinkedIn, and phone — each with distinct best practices.

Cold Email Framework

Structure (3-4 sentences max)

  1. Hook — Personalized observation or trigger event (1 sentence)
  2. Value — What you can do for them, framed as their outcome (1-2 sentences)
  3. CTA — One clear, low-friction ask (1 sentence)

Email Templates

Trigger-Based:

Subject: [Trigger event] at [Company]

Hi [Name],

Noticed [Company] just [trigger: raised Series B / expanded to EU / hired 10 SDRs].
When [similar companies] hit this stage, [specific problem] usually becomes a bottleneck.

We helped [similar company] [specific result] — happy to share how in 15 minutes?

[Your name]

Pain-Based:

Subject: [Pain point] question

Hi [Name],

Quick question — how are you handling [specific pain point] as [Company] scales?

Most [role]s in [industry] tell us [pain description], and we've helped teams like [reference] cut [metric] by [result].

Worth a quick chat?

[Your name]

Referral-Based:

Subject: [Mutual connection] suggested I reach out

Hi [Name],

[Mutual connection] mentioned you're working on [initiative] and suggested we connect.

We've been helping [similar companies] with [relevant capability] — [specific result].

Would you be open to a brief call this week?

[Your name]

Email Rules

  • Subject line: 3-6 words, no clickbait, lowercase feels personal
  • Length: Under 100 words. Every word must earn its place
  • No attachments on first email
  • No "I" start — lead with THEM
  • One CTA only — "15-minute call" or "reply with thoughts," not both
  • Follow-up: 3-4 touch sequence over 2 weeks, each adding new value

LinkedIn Outreach Framework

Connection Request (300 char limit)

Hi [Name] — I've been following [Company]'s work on [specific thing].
I help [role]s in [industry] with [outcome]. Would love to connect.

Follow-Up Message (after connection accepted)

Thanks for connecting, [Name].

I noticed [observation about their company/role]. Many [role]s in [industry]
are dealing with [pain] right now.

We recently helped [similar company] [specific result].

Would you be open to a quick exchange about how you're approaching [topic]?

LinkedIn Rules

  • Profile first — your profile IS your landing page. Headline = value prop, not title
  • Engage before outreach — like/comment on 2-3 posts before sending a request
  • No pitch in connection request — build the relationship first
  • Voice messages — high open rate, personal feel, use for follow-ups

Cold Calling Framework

Structure (30-60 seconds before first pause)

  1. Permission opener — "Hi [Name], this is [You] from [Company]. Did I catch you at an okay time?"
  2. Reason for call — "The reason I'm calling is [trigger/relevance]..."
  3. Value statement — "We help [role]s like you [outcome] by [how]..."
  4. Question — "Is that something you're currently working on?"

Handling Common Responses

"Not interested"

  • "Totally understand. Before I let you go — are you not interested because you've solved [problem], or because it's not a priority right now?"

"Send me an email"

  • "Happy to — so I send something relevant, can I ask one quick question about [topic]?"

"Who are you?"

  • Brief, confident: "I'm [Name] with [Company]. We help [role]s [outcome]. The reason I reached out to you specifically is..."

"I'm busy right now"

  • "Completely understand. When's a better time — tomorrow morning or Thursday afternoon?"

Cold Calling Rules

  • Stand up while calling — energy comes through
  • Smile — it affects your tone
  • First 10 seconds decide everything — practice your opener obsessively
  • Tone > words — confident, warm, unhurried
  • Goal is not to sell — goal is to book a meeting
  • Track metrics — calls → conversations → meetings → pipeline

Common Mistakes

  1. Generic outreach — "I help companies like yours..." (which companies? how?)
  2. Feature dumping — listing what you do instead of what they get
  3. No trigger/relevance — why THIS person, why NOW?
  4. Too long — emails over 150 words, calls over 60 seconds before engaging
  5. Weak CTA — "Let me know if you're interested" (passive, easy to ignore)
  6. Giving up after one attempt — most responses come on touch 3-5
  7. Same message on all channels — each channel has different norms

Practice Scenarios

  1. Write a cold email to a VP of Engineering at a fintech startup that just raised Series B. You sell a developer productivity tool.
  2. Cold call script for reaching a CFO at a manufacturing company. You sell an expense management platform.
  3. LinkedIn sequence targeting HR Directors at companies with 200-500 employees. You sell an employee engagement platform.

Evaluation Criteria

Criteria Score Range Description
Personalization 0-25 Is the outreach specific to THIS person and company?
Value Proposition 0-25 Clear outcome for the prospect, not feature list?
Brevity & Clarity 0-20 Concise, scannable, every word earns its place?
CTA Strength 0-15 One clear, low-friction ask?
Channel Fit 0-15 Does the approach match the channel's norms?

Scoring Guide:

  • 0-40: Needs work — generic, too long, or missing personalization
  • 41-70: Developing — decent structure but weak personalization or CTA
  • 71-90: Proficient — personalized, concise, compelling reason to respond
  • 91-100: Expert — feels like a personal note, irresistible to ignore
Install via CLI
npx skills add https://github.com/hbs-1991/sales-coach --skill cold-outreach
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