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Webinar Strategy

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Plans demand-gen webinars: topic selection, speaker sourcing, promotion cadence, run-of-show, and post-event follow-up sequences. Use when the user is planning a single webinar or a webinar series intended to generate pipeline. Triggers on: "webinar", "webinar strategy", "virtual event", "demand gen webinar", "webinar promotion".

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  • Added September 2, 2026
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  • claude code
  • cursor
  • cli

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SKILL.md
---
name: webinar-strategy
description: >-
  Plans demand-gen webinars: topic selection, speaker sourcing, promotion
  cadence, run-of-show, and post-event follow-up sequences. Use when the user is
  planning a single webinar or a webinar series intended to generate pipeline.
  Triggers on: "webinar", "webinar strategy", "virtual event", "demand gen
  webinar", "webinar promotion".
license: MIT
compatibility: Claude Code, Codex, GitHub Copilot, Cursor, Gemini CLI, OpenCode, Goose, Hermes, Windsurf, Zed
metadata:
  version: "1.0.0"
  author: LeadMagic
  category: demand-gen
  tags: [demand-gen, webinar, virtual-event, content-marketing, lead-gen]
  frameworks:
    - "Gartner (CEB) — The Challenger Sale"
    - "Forrester (SiriusDecisions) — Demand Waterfall"
    - "ON24 — Webinar benchmarks"
  related_skills:
    [
      content-marketing,
      social-media-strategy,
      inbound-triage,
      pipeline-management,
      sales-enablement,
    ]
---

# Webinar Strategy

## Overview

Webinars remain one of the highest-converting demand gen channels in B2B when
done with a "commercial teaching" angle — not product demos disguised as content.
This skill covers topic selection, speaker sourcing, promotion architecture,
and post-webinar pipeline conversion.

## Authoritative Foundations
- **Gartner (CEB) — The Challenger Sale** — Teach-tailor-take control — build the webinar around a commercial insight that reframes the buyer's problem.
- **Forrester (SiriusDecisions) — Demand Waterfall** — Stage attendees from inquiry to MQL and SAL with explicit follow-up SLAs.
- **ON24 — Webinar benchmarks** — Plan promotion timing, session length, and engagement tools against published webinar benchmark data.

## When to Use

- "Plan a webinar"
- "Build webinar strategy"
- "Launch a webinar series"
- "Webinar demand gen"

## Step-by-Step Process

### Phase 1: Topic Selection

Use the Challenger Sale "commercial teaching" framework:

- **Teach something counterintuitive:** "Why your pipeline forecast is lying to you"
- **Frame the problem differently:** "The 3 attribution mistakes costing you 40% of pipeline"
- **Lead to your unique solution:** Position your methodology, not your product

Valid topics pass three tests:

1. Does it challenge a widely-held assumption in the ICP's world?
2. Would a prospect forward this to their boss?
3. Does it naturally lead to a conversation about the problem your product solves?

### Phase 2: Speaker Sourcing

- **Internal expert:** Your best thinker, not your best presenter
- **Customer speaker:** The customer's story, in their words, with their results.
  This is 10x more credible than your case study.
- **Industry analyst/partner:** Third-party credibility and shared audience
- **Never:** Panel of 5 people with 6 minutes each — the worst format

### Phase 3: Promotion Architecture (21-Day Build)

- **Day 21:** Registration page live, organic social tease
- **Day 14:** Email blast 1 to house list (segmented by webinar relevance)
- **Day 10:** Speaker social posts, LinkedIn event page
- **Day 7:** Email blast 2 (different angle, "what you'll learn")
- **Day 5:** LinkedIn ads to lookalike audience, partner cross-promotion
- **Day 3:** Email blast 3 ("last chance"), DM outreach to high-value targets
- **Day 1:** Reminder email with calendar link

### Phase 4: Production Quality

- 45 minutes max (30 mins content + 15 mins Q&A)
- Slides: minimal text, one idea per slide, visual-heavy
- Live demo only if it's a product webinar (different play)
- Recorded backup for any live demo components
- Moderator separate from presenter (manages Q&A, tech issues)

### Phase 5: Post-Webinar Pipeline

- **Hour 0:** Thank-you email with recording + slide deck
- **Day 1:** "Missed the Q&A?" email with written answers to the best questions
- **Day 3:** Attendee segmentation: hot (asked questions, stayed full time) vs warm
- **Day 3-5:** SDR call blitz on hot attendees while the content is fresh
- **Day 7:** Non-attendee follow-up: "Here's what you missed" with key insights
- **Day 14:** On-demand nurture: repurpose into blog, social clips, podcast

## Output Format

Webinar plan with: topic validation, speaker brief, 21-day promotion calendar,
production run-of-show, and post-webinar pipeline sequence.

## Quality Check

Before delivering, verify:

- [ ] All required sections are complete
- [ ] Output matches the user's stated need
- [ ] Named frameworks are cited for key recommendations
- [ ] No vague claims — every recommendation has a specific action
- [ ] Deliverable is ready for operational use, not just conceptual

## Common Pitfalls

1. **Webinar as product demo.** Prospects attend for insights, not a sales pitch. Fix: 80% educational content, 20% product mention. Lead with counterintuitive insights.
2. **One-and-done syndication.** Publishing once and moving on. Fix: one pillar piece → 15+ derivatives across channels over 30 days.
3. **Measuring paid social on clicks.** Clicks and CPL don't equal pipeline. Fix: track pipeline generated and cost per opportunity from each channel.

## Execution Artifacts

- `references/framework-notes.md` — Challenger teaching, TOPO promotion, Walker measurement, Pattern 26 routing
- `templates/output-template.md` — 21-day calendar, run-of-show, post-event pipeline sequence
- `scripts/check-output.py` — Lightweight deliverable validator
- `references/chris-walker-mental-models.md` — Repo root: ungated education, 90-day program eval
- the `using-gtm-skills` skill — Pattern 26: Demand Creation

## Implementation Depth

Use this section when the user asks for a finished asset, not a high-level explanation.

### Diagnostic Questions

1. What is the primary motion: founder-led, sales-led, product-led, partner-led, or lifecycle-led?
2. Which ICP tier is the output for: small business, mid-market, enterprise, or mixed?
3. What proof is available today: customer stories, usage data, third-party validation, screenshots, or none?
4. What system will execute the work: CRM, sequencer, warehouse, support desk, product analytics, or manual workflow?
5. What decision will the user make from this output: launch, prioritize, route, rewrite, score, coach, or measure?

### Framework Application

Map the recommendation explicitly to the named frameworks in this skill:

- TOPO Webinar Framework: apply only the part that directly improves the requested deliverable.
- CEB Challenger Commercial Teaching: apply only the part that directly improves the requested deliverable.
- SiriusDecisions — Demand Waterfall: apply only the part that directly improves the requested deliverable.

### Deliverable Standard

A strong output from this skill includes:

- A crisp diagnosis of the current situation
- A recommended path with tradeoffs, not a generic list
- A concrete artifact the user can use immediately: table, script, checklist, scorecard, sequence, dashboard spec, or implementation plan
- A measurement plan with leading and lagging indicators
- Risks and edge cases called out before execution

### Adaptation Rules

- For small business: reduce complexity, shorten time-to-value, and prioritize owner/operator clarity.
- For mid-market: include workflow ownership, handoffs, integrations, and enablement assets.
- For enterprise: include governance, risk, procurement, stakeholder mapping, and proof requirements.

## Related Skills

- content-marketing, social-media-strategy, inbound-triage, pipeline-management, sales-enablement

Files in this skill

  • SKILL.md7.1 KB
  • references/chris-walker-mental-models.md5.2 KB
  • references/framework-notes.md3.7 KB
  • scripts/check-output.py657 B
  • templates/output-template.md2.4 KB

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