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brw-cold-outreach-sequence skill

/skills/brianrwagner/brw-cold-outreach-sequence

This skill helps you build personalized cold outreach sequences for LinkedIn and email by guiding research, connection requests, follow-ups, and conversions.

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---
name: cold-outreach-sequence
description: Build personalized cold outreach sequences for LinkedIn and email. Use when someone needs to reach prospects, warm up cold leads, or build a systematic outreach engine. Covers research, connection requests, follow-ups, and conversion.
---

# Cold Outreach Sequence

Here's what I've learned about cold outreach: the word "cold" is the problem.

If you're sending messages to strangers who've never heard of you, with templates you copied from some guru — yeah, that's cold. And it doesn't work.

But if you've done even 10 minutes of research, found something specific about them, and have a genuine reason to reach out? That's not cold. That's just... reaching out.

This skill helps you do the second thing.

---

## Before You Write a Single Message

The research is the work. Skip it and you'll sound like everyone else in their inbox.

**For each prospect, find:**

- **Recent news** — Funding, launches, hires, press
- **What they're posting about** — Their content tells you what they care about
- **Their likely pain** — Given their role and stage, what's keeping them up?
- **Your connection point** — What can you genuinely comment on?

**Where to look:**
- Their LinkedIn activity (posts, comments, shares)
- Company news (Crunchbase, TechCrunch, press releases)
- Their website (about page, blog, careers)
- Podcasts they've appeared on

**Time investment:** 10-15 minutes per high-value prospect.

This is what separates you from spam.

---

## The Connection Request (LinkedIn)

You have 300 characters. Don't waste them on a pitch.

**The formula:**
> [Specific observation] + [Simple reason to connect]

**Examples:**

> "Following [Company]'s growth — the [specific thing] is smart positioning. Would love to connect."

> "[Their recent post] resonated. Been thinking about the same thing. Happy to connect."

> "Congrats on [news]. Impressive trajectory."

**The rules:**
- No pitching. At all.
- Be specific (prove you looked)
- Keep it human
- No "I'd love to pick your brain"

---

## First Message (After They Accept)

Wait 24-48 hours. Then:

**The formula:**
> [Thanks] + [Bridge to relevance] + [Light value] + [Soft question]

**Example:**

> Thanks for connecting. I've been working at the intersection of [relevant area] — [one-line credibility].
>
> Curious if you have someone owning [relevant function] as you scale, or if that's still founder-led?
>
> Either way, happy to share what I'm seeing work in the space.

**The rules:**
- Still not a hard pitch
- Demonstrate relevance, not desperation
- Ask a question that invites dialogue
- Offer value without strings attached

---

## First Follow-Up (If No Response)

Wait 5-7 days. Then:

**The formula:**
> [Light nudge] + [New value or angle] + [Easy out]

**Example:**

> Bumping this up — know you're slammed. Came across [relevant thing] and thought of your situation at [Company]. Worth a look if helpful.

**Or:**

> Following up — been seeing [trend] hit companies at your stage. Happy to share what's working if useful. If not, no worries.

**The rules:**
- Don't just say "following up"
- Add something new
- Give them an easy out (takes the pressure off)

---

## The Break-Up (Final Attempt)

Wait 7-10 days. Then move on gracefully:

**Example:**

> I'll assume timing isn't right — totally get it. If [relevant pain point] becomes a priority down the road, happy to reconnect. Best of luck with [specific thing they're working on].

**The rules:**
- No guilt trips
- No "just checking in one last time"
- Leave with class
- They may come back later

---

## Email Version

Same principles, different format.

**Subject lines that work:**
- "[Company]'s marketing as you scale"
- "Saw your [post/news] — quick thought"
- "[Mutual connection] suggested I reach out"
- "Question about [specific thing they're doing]"

**Structure:**
```
[1-line hook tied to them]

[2-3 sentences: why you're reaching out + relevance]

[1 sentence: soft CTA]

[Simple signature]
```

**Example:**

```
Subject: [Company]'s GTM as you scale

Hey [Name],

Saw the [news] — congrats. [One specific observation].

I work with growth-stage companies on [relevant thing]. Helped [similar company] with [specific result].

Worth a quick chat to see if there's a fit?

[Your name]
```

---

## The Full Sequence Calendar

| Day | Action | Platform |
|-----|--------|----------|
| 0 | Research + Connection request | LinkedIn |
| 1-2 | Accept → Wait 24h → First message | LinkedIn |
| 7 | Follow-up #1 | LinkedIn |
| 14 | Follow-up #2 or try email | LinkedIn/Email |
| 21 | Break-up message | Same |

---

## Personalization Tiers

Not everyone deserves 15 minutes of research. Here's how to think about it:

**Tier 1 — Top 10 prospects:** Full research, fully custom messages
**Tier 2 — Next 20:** Template with personalized opener
**Tier 3 — Volume:** Template with minimal customization

The math: 10 highly personalized messages often beat 100 spray-and-pray.

---

## What You Get Back

A complete outreach doc for each prospect:

```
# Outreach: [Prospect Name]

## Research
- Company: [stage, news, situation]
- Their likely pain: [what they're dealing with]
- Connection point: [what you'll reference]

## Sequence
### Connection Request:
[Your message]

### First DM:
[Your message]

### Follow-up #1:
[Your message]

### Break-up:
[Your message]
```

---

## What Kills Outreach

❌ "I'd love to pick your brain"
❌ "Can I get 15 minutes of your time?"
❌ Long paragraphs about yourself
❌ Immediate pitch in connection request
❌ Same message to everyone
❌ Following up every 2 days
❌ "Hope this finds you well"

---

**Need help building an outreach system that actually works?**
→ [Book a strategy call](https://brianrwagner.com)

---

*Skill by Brian Wagner | AI Marketing Architect | brianrwagner.com*

Overview

This skill builds personalized cold outreach sequences for LinkedIn and email to warm up prospects and convert them into conversations. It combines focused research, tailored connection requests, staged follow-ups, and a graceful break-up to create a repeatable outreach engine. Use it to scale outreach without sounding like everyone else in the inbox.

How this skill works

For each prospect the skill guides 10–15 minutes of targeted research: recent news, LinkedIn activity, likely pain points, and a genuine connection point. It then generates a LinkedIn connection request, a first DM, timed follow-ups, and a break-up message. The same structure is adapted into an email variant with subject line suggestions and a compact message template.

When to use it

  • Reaching out to high-value prospects who haven’t heard of you
  • Warming up cold leads before pitching a product or service
  • Building a consistent, multi-touch outreach program
  • Scaling outreach with tiered personalization levels
  • Converting passive contacts into discovery calls

Best practices

  • Invest 10–15 minutes of research for Tier 1 prospects to stand out
  • Never pitch in the connection request; be specific and human
  • Wait appropriate intervals: 24–48h after connect, 5–7d for first follow-up, 7–10d before break-up
  • Always add new value or an angle in follow-ups; don’t only nudge
  • Use a tiered personalization approach: deep research for top prospects, lighter templates for volume

Example use cases

  • Sales rep targeting growth-stage startups after funding rounds
  • Founder reaching out to potential channel partners after seeing a related post
  • Recruiter connecting with passive candidates after a strategic hire announcement
  • Marketing consultant warming up CMOs who posted about scaling GTM
  • Account executive following up on a LinkedIn accept with a short, relevant insight

FAQ

How much time should I spend per prospect?

High-value prospects merit 10–15 minutes of research; use shorter templates and a personalized opener for lower tiers.

When should I switch to email?

Try email after 1–2 LinkedIn touches (typically around day 14) if you’ve had no response or want to escalate reach.