ICP Targeting by Tier skill

Define ICP differences across small business, mid-market, and enterprise — buying process, deal size, sales motion, tool stack, messaging by tier.

by LeadMagic·MIT license·★ 62 Stars on the repo·GitHub ↗

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SKILL.md · the author's own words
# ICP Targeting by Tier

## Overview
"Small business," "mid-market," and "enterprise" are not just labels —
they're fundamentally different businesses with different buying processes,
different decision-makers, different budgets, and different expectations.
A GTM motion that works for one tier will fail at another. This skill
defines the targeting differences and builds tier-specific plays.

## When to Use
- "How do I sell to small business vs enterprise?"
- "Define ICP by company size"
- "What's different about mid-market?"
- "Segment our GTM by tier"
- "SMB sales playbook"
- "Enterprise vs SMB ICP"

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ICP Targeting by Tier

Overview

"Small business," "mid-market," and "enterprise" are not just labels — they're fundamentally different businesses with different buying processes, different decision-makers, different budgets, and different expectations. A GTM motion that works for one tier will fail at another. This skill defines the targeting differences and builds tier-specific plays.

When to Use

  • "How do I sell to small business vs enterprise?"
  • "Define ICP by company size"
  • "What's different about mid-market?"
  • "Segment our GTM by tier"
  • "SMB sales playbook"
  • "Enterprise vs SMB ICP"

Authoritative Foundations

  • Jason Lemkin & Mark Roberge — From Survival to Thrival. Moving upmarket to enterprise is a Thrival-stage decision — only after Survival ($0–$2M) and early Thrival ($2M+) motions are repeatable. Enterprise requires different ACV, cycle length, stakeholders, and sales capacity. Load abm-strategy and multi-thread-orchestration when targeting the enterprise tier.
  • OpenView (Bartlett, Poyar) — Company size segmentation for PLG. SMB: self-serve, product-led. Mid-market: product-led + sales assist. Enterprise: sales-led with product support.
  • Winning by Design — GTM motion determined by ACV, not company size. $1K ACV = transactional. $10K ACV = consultative. $100K ACV = strategic.
  • Jason Lemkin (SaaStr) — "You can't sell $10/month to SMBs and $100K/year to enterprises with the same motion."

Tier Definitions

Small Business (SMB): 1-50 employees
  • Deal size: $100-$5K ACV
  • Buyer: Founder, owner, or solo operator. Wears all hats.
  • Buying process: 1 decision-maker. Days, not weeks. Credit card, not PO.
  • What they care about: Speed to value, simplicity, "does it solve my immediate problem today?"
  • What they don't care about: Security reviews, SOC2, enterprise SSO, multi-year contracts, implementation services
  • How they buy: Self-serve trial → evaluate in-product → swipe credit card. May never talk to a salesperson.
  • Sales motion: Product-led. Free trial or freemium. In-app conversion. Low-touch email sequences. No SDRs.
  • Messaging: "Get started in 5 minutes." "No setup required." Show the outcome, not the architecture.
  • Pricing: Transparent, self-serve. Monthly or annual. Under $500/month for most tools.
  • Churn risk: High. They churn when the founder leaves, the business pivots, or cash gets tight. NRR is less relevant than logo retention.
  • Support expectation: Self-serve knowledge base + email support. No dedicated CSM. Response within 24 hours is acceptable.
Mid-Market: 50-500 employees
  • Deal size: $5K-$50K ACV
  • Buyer: Director or VP. May have a manager doing evaluation.
  • Buying process: 2-4 decision-makers. Weeks, not days. Needs internal champion to sell up. May require security review.
  • What they care about: Integration with existing stack, team adoption, ROI within 6 months, "will my team actually use this?"
  • What they don't care about: Custom SLAs, dedicated infrastructure, white-glove onboarding (they want guided, not white-glove)
  • How they buy: Trial or POC → internal evaluation → procurement. Champion sells internally. Sales assists the champion.
  • Sales motion: Product-led + sales assist. Self-serve trial with AE outreach at key milestones. 1 AE can handle 20-30 active deals.
  • Messaging: "Here's how [similar company] implemented this." Team-level proof points. Show adoption metrics, not just individual value.
  • Pricing: Tiered by seats or usage. Annual contract. $500-$5K/month. Discount for annual commitment.
  • Churn risk: Medium. They churn when the champion leaves. Multi-threading is essential. NRR target: 100-120%.
  • Support expectation: Email + chat support. Shared CSM (1:50 ratio). Response within 4 hours. Quarterly business review optional.
Enterprise: 500+ employees
  • Deal size: $50K-$500K+ ACV
  • Buyer: VP or C-level. Buying committee of 5-10 people.
  • Buying process: 6-12 months. Legal, security, procurement, IT, business stakeholder. RFP common. Multiple competitors evaluated.
  • What they care about: Security (SOC2, ISO, pen tests), compliance (GDPR, HIPAA, FedRAMP), scalability, SLAs, vendor stability, "will you be here in 5 years?"
  • What they don't care about: "Free trial." They can't use free anything without procurement approval. Monthly pricing. Consumer-grade UX if the backend is enterprise-grade.
  • How they buy: Outbound or inbound → demo → security review → POC → procurement → legal → implementation. Multiple stakeholders must align.
  • Sales motion: Sales-led. Dedicated AE + SE + CSM per account. SDR for pipeline. Executive sponsor required for $100K+ deals.
  • Messaging: Industry-specific proof. Named enterprise logos. Security and compliance documentation available before the first call. "We understand your procurement process."
  • Pricing: Custom. Annual or multi-year. Net 30/60 payment terms. Procurement discounts for multi-year. Implementation fees separate.
  • Churn risk: Low logo churn, but high ACV concentration risk. They churn when there's a reorg, acquisition, or executive sponsor departure. NRR target: 110-130% through expansion.
  • Support expectation: Dedicated CSM (1:10-20 ratio). Named support contact. SLA with 1-hour response for critical issues. Quarterly business review mandatory. Executive sponsor check-ins.

Step-by-Step Process

Phase 1: Tier Assignment

Score each account on the tier definition. Use firmographic data:

  • Employee count: Primary signal. <50 = SMB, 50-500 = MM, 500+ = ENT.
  • Revenue: Secondary signal. <$5M = SMB, $5M-$100M = MM, $100M+ = ENT.
  • Industry: Regulated industries (finance, healthcare, government) behave like enterprise even at smaller sizes due to compliance requirements.
  • Tech stack: Enterprise tools (Salesforce, Workday, SAP) signal enterprise buying behavior even at mid-market employee counts.
Phase 2: Motion Assignment

Based on ACV, not company size:

  • <$5K ACV: Transactional. Self-serve or low-touch sales. Automate everything.
  • $5K-$25K ACV: Consultative. Sales assist with product-led entry. AE handles evaluation and close.
  • $25K-$100K ACV: Enterprise-lite. Dedicated AE. Custom demo. Procurement support. Security review package.
  • $100K+ ACV: Strategic. Full enterprise motion. Executive sponsor. Multi-threaded. Custom POC. Legal and procurement support.
Phase 3: Messaging by Tier
Element SMB Mid-Market Enterprise
Hero headline "Get started in 5 minutes" "The [category] trusted by [N] teams" "[Industry]'s most secure [category]"
Social proof Star ratings, review count Case studies, team-level ROI Named logos, security certifications
CTA "Start free trial" "See how it works" "Talk to sales"
Pricing page Transparent, self-serve tiers "Contact us" for top tier No pricing page — custom only
Objection focus "Too expensive for what it does" "Will my team adopt it?" "Is this enterprise-grade?"
Phase 4: Sales Process by Tier
Stage SMB Mid-Market Enterprise
Lead source Self-serve signup Inbound demo request Outbound + referrals
Qualification Product usage signals BANT/MEDDIC (light) Full MEDDICC
Evaluation In-product trial Guided POC (2 weeks) Custom POC (4-8 weeks)
Decision-maker 1 person 2-4 people 5-10 people (committee)
Close Credit card Annual contract Multi-year MSA
Onboarding Self-serve Guided (CSM-lite) White-glove (dedicated CSM)
Phase 5: When Tiers Collide

Common failure modes when mixing tiers:

  1. SMB pricing with enterprise expectations. Enterprise buyer at SMB price expects enterprise support. They'll churn or demand unsustainable service levels.
  2. Enterprise motion for SMB deals. 6-week sales cycle for a $2K deal. You'll lose money on every sale. Automate or don't sell to them.
  3. Mid-market stuck in between. Not big enough for enterprise motion, not small enough for self-serve. This is the hardest tier to get right. The answer: product-led entry + sales assist. Let the product qualify; let the AE close.

Output Format

Tier targeting playbook with: tier definitions, account scoring model, motion assignment matrix, messaging by tier, sales process by tier, and collision handling rules.

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. Segmenting by employee count only. A 30-person cybersecurity company buys like an enterprise (security reviews, compliance, long cycles). A 300-person e-commerce company buys like SMB (credit card, fast decision). Use ACV and buying behavior, not just firmographics.

  2. One motion for all tiers. The rep who closes $100K enterprise deals cannot also close $1K SMB deals. The skills, patience, and process are completely different. Segment your sales team by tier.

  3. Enterprise features for SMB customers. "We have SSO and audit logs!" SMB buyer: "I don't know what SSO is. Can I import a CSV?" Build for your buyer's sophistication level, not your engineering team's pride.

Execution Artifacts

  • references/framework-notes.md — Named frameworks and reference tables
  • templates/output-template.md — Deliverable shell for agent output
  • scripts/check-output.py — Lightweight deliverable validator
  • references/icp-tiering-cheatsheet.md — SMB / mid-market / enterprise tier traits, buying motion, proof, and risk
  • icp-scoring: Define weighted scoring model for ICP qualification
  • positioning-messaging: Tier-specific positioning and narrative
  • pricing-strategy: Tier-specific pricing and packaging
  • sales-team-building: Hire for the tier you're selling into
  • gtm-context: Document your tier definitions as reusable context
  • buyer-psychology: How buyers at each tier make decisions
1---
2name: icp-targeting-tiers
3description: >-
4 Define ICP differences across small business, mid-market, and enterprise —
5 buying process, deal size, sales motion, tool stack, messaging by tier.
6 Use when segmenting GTM by company size, designing tier-specific plays,
7 or adapting messaging to buyer sophistication. Triggers on: "ICP tiers",
8 "small business vs enterprise", "mid-market ICP", "segment by company size",
9 "SMB vs enterprise sales", "how to sell to small business".
10license: MIT
11compatibility: Claude Code, Codex, GitHub Copilot, Cursor, Gemini CLI, OpenCode, Goose, Hermes, Windsurf, Zed
12metadata:
13 version: "1.0.0"
14 author: LeadMagic
15 category: foundation
16 tags: [icp, targeting, small-business, mid-market, enterprise, segmentation]
17 related_skills: [icp-scoring, positioning-messaging, pricing-strategy, gtm-context, sales-team-building]
18 frameworks:
19 - "Jason Lemkin & Mark Roberge — From Survival to Thrival (enterprise upmarket)"
20 - "OpenView Company Size Segmentation"
21 - "Winning by Design GTM by ACV"
22 - "Jason Lemkin SaaStr ACV Thresholds"
23---
24 
25# ICP Targeting by Tier
26 
27## Overview
28"Small business," "mid-market," and "enterprise" are not just labels —
29they're fundamentally different businesses with different buying processes,
30different decision-makers, different budgets, and different expectations.
31A GTM motion that works for one tier will fail at another. This skill
32defines the targeting differences and builds tier-specific plays.
33 
34## When to Use
35- "How do I sell to small business vs enterprise?"
36- "Define ICP by company size"
37- "What's different about mid-market?"
38- "Segment our GTM by tier"
39- "SMB sales playbook"
40- "Enterprise vs SMB ICP"
41 
42## Authoritative Foundations
43- **Jason Lemkin & Mark Roberge — From Survival to Thrival.** Moving upmarket
44 to enterprise is a Thrival-stage decision — only after Survival ($0–$2M) and
45 early Thrival ($2M+) motions are repeatable. Enterprise requires different ACV,
46 cycle length, stakeholders, and sales capacity. Load `abm-strategy` and
47 `multi-thread-orchestration` when targeting the enterprise tier.
48- **OpenView (Bartlett, Poyar)** — Company size segmentation for PLG. SMB:
49 self-serve, product-led. Mid-market: product-led + sales assist. Enterprise:
50 sales-led with product support.
51- **Winning by Design** — GTM motion determined by ACV, not company size.
52 $1K ACV = transactional. $10K ACV = consultative. $100K ACV = strategic.
53- **Jason Lemkin (SaaStr)** — "You can't sell $10/month to SMBs and $100K/year
54 to enterprises with the same motion."
55 
56## Tier Definitions
57 
58### Small Business (SMB): 1-50 employees
59- **Deal size:** $100-$5K ACV
60- **Buyer:** Founder, owner, or solo operator. Wears all hats.
61- **Buying process:** 1 decision-maker. Days, not weeks. Credit card, not PO.
62- **What they care about:** Speed to value, simplicity, "does it solve my
63 immediate problem today?"
64- **What they don't care about:** Security reviews, SOC2, enterprise SSO,
65 multi-year contracts, implementation services
66- **How they buy:** Self-serve trial → evaluate in-product → swipe credit card.
67 May never talk to a salesperson.
68- **Sales motion:** Product-led. Free trial or freemium. In-app conversion.
69 Low-touch email sequences. No SDRs.
70- **Messaging:** "Get started in 5 minutes." "No setup required." Show the
71 outcome, not the architecture.
72- **Pricing:** Transparent, self-serve. Monthly or annual. Under $500/month
73 for most tools.
74- **Churn risk:** High. They churn when the founder leaves, the business
75 pivots, or cash gets tight. NRR is less relevant than logo retention.
76- **Support expectation:** Self-serve knowledge base + email support. No
77 dedicated CSM. Response within 24 hours is acceptable.
78 
79### Mid-Market: 50-500 employees
80- **Deal size:** $5K-$50K ACV
81- **Buyer:** Director or VP. May have a manager doing evaluation.
82- **Buying process:** 2-4 decision-makers. Weeks, not days. Needs internal
83 champion to sell up. May require security review.
84- **What they care about:** Integration with existing stack, team adoption,
85 ROI within 6 months, "will my team actually use this?"
86- **What they don't care about:** Custom SLAs, dedicated infrastructure,
87 white-glove onboarding (they want guided, not white-glove)
88- **How they buy:** Trial or POC → internal evaluation → procurement.
89 Champion sells internally. Sales assists the champion.
90- **Sales motion:** Product-led + sales assist. Self-serve trial with AE
91 outreach at key milestones. 1 AE can handle 20-30 active deals.
92- **Messaging:** "Here's how [similar company] implemented this." Team-level
93 proof points. Show adoption metrics, not just individual value.
94- **Pricing:** Tiered by seats or usage. Annual contract. $500-$5K/month.
95 Discount for annual commitment.
96- **Churn risk:** Medium. They churn when the champion leaves. Multi-threading
97 is essential. NRR target: 100-120%.
98- **Support expectation:** Email + chat support. Shared CSM (1:50 ratio).
99 Response within 4 hours. Quarterly business review optional.
100 
101### Enterprise: 500+ employees
102- **Deal size:** $50K-$500K+ ACV
103- **Buyer:** VP or C-level. Buying committee of 5-10 people.
104- **Buying process:** 6-12 months. Legal, security, procurement, IT, business
105 stakeholder. RFP common. Multiple competitors evaluated.
106- **What they care about:** Security (SOC2, ISO, pen tests), compliance
107 (GDPR, HIPAA, FedRAMP), scalability, SLAs, vendor stability, "will you be
108 here in 5 years?"
109- **What they don't care about:** "Free trial." They can't use free anything
110 without procurement approval. Monthly pricing. Consumer-grade UX if the
111 backend is enterprise-grade.
112- **How they buy:** Outbound or inbound → demo → security review → POC →
113 procurement → legal → implementation. Multiple stakeholders must align.
114- **Sales motion:** Sales-led. Dedicated AE + SE + CSM per account. SDR for
115 pipeline. Executive sponsor required for $100K+ deals.
116- **Messaging:** Industry-specific proof. Named enterprise logos. Security
117 and compliance documentation available before the first call. "We understand
118 your procurement process."
119- **Pricing:** Custom. Annual or multi-year. Net 30/60 payment terms.
120 Procurement discounts for multi-year. Implementation fees separate.
121- **Churn risk:** Low logo churn, but high ACV concentration risk. They churn
122 when there's a reorg, acquisition, or executive sponsor departure.
123 NRR target: 110-130% through expansion.
124- **Support expectation:** Dedicated CSM (1:10-20 ratio). Named support
125 contact. SLA with 1-hour response for critical issues. Quarterly business
126 review mandatory. Executive sponsor check-ins.
127 
128## Step-by-Step Process
129 
130### Phase 1: Tier Assignment
131Score each account on the tier definition. Use firmographic data:
132- **Employee count:** Primary signal. <50 = SMB, 50-500 = MM, 500+ = ENT.
133- **Revenue:** Secondary signal. <$5M = SMB, $5M-$100M = MM, $100M+ = ENT.
134- **Industry:** Regulated industries (finance, healthcare, government) behave
135 like enterprise even at smaller sizes due to compliance requirements.
136- **Tech stack:** Enterprise tools (Salesforce, Workday, SAP) signal enterprise
137 buying behavior even at mid-market employee counts.
138 
139### Phase 2: Motion Assignment
140Based on ACV, not company size:
141- **<$5K ACV:** Transactional. Self-serve or low-touch sales. Automate everything.
142- **$5K-$25K ACV:** Consultative. Sales assist with product-led entry. AE
143 handles evaluation and close.
144- **$25K-$100K ACV:** Enterprise-lite. Dedicated AE. Custom demo. Procurement
145 support. Security review package.
146- **$100K+ ACV:** Strategic. Full enterprise motion. Executive sponsor.
147 Multi-threaded. Custom POC. Legal and procurement support.
148 
149### Phase 3: Messaging by Tier
150| Element | SMB | Mid-Market | Enterprise |
151|---|---|---|---|
152| Hero headline | "Get started in 5 minutes" | "The [category] trusted by [N] teams" | "[Industry]'s most secure [category]" |
153| Social proof | Star ratings, review count | Case studies, team-level ROI | Named logos, security certifications |
154| CTA | "Start free trial" | "See how it works" | "Talk to sales" |
155| Pricing page | Transparent, self-serve tiers | "Contact us" for top tier | No pricing page — custom only |
156| Objection focus | "Too expensive for what it does" | "Will my team adopt it?" | "Is this enterprise-grade?" |
157 
158### Phase 4: Sales Process by Tier
159| Stage | SMB | Mid-Market | Enterprise |
160|---|---|---|---|
161| Lead source | Self-serve signup | Inbound demo request | Outbound + referrals |
162| Qualification | Product usage signals | BANT/MEDDIC (light) | Full MEDDICC |
163| Evaluation | In-product trial | Guided POC (2 weeks) | Custom POC (4-8 weeks) |
164| Decision-maker | 1 person | 2-4 people | 5-10 people (committee) |
165| Close | Credit card | Annual contract | Multi-year MSA |
166| Onboarding | Self-serve | Guided (CSM-lite) | White-glove (dedicated CSM) |
167 
168### Phase 5: When Tiers Collide
169Common failure modes when mixing tiers:
1701. **SMB pricing with enterprise expectations.** Enterprise buyer at SMB
171 price expects enterprise support. They'll churn or demand unsustainable
172 service levels.
1732. **Enterprise motion for SMB deals.** 6-week sales cycle for a $2K deal.
174 You'll lose money on every sale. Automate or don't sell to them.
1753. **Mid-market stuck in between.** Not big enough for enterprise motion,
176 not small enough for self-serve. This is the hardest tier to get right.
177 The answer: product-led entry + sales assist. Let the product qualify;
178 let the AE close.
179 
180## Output Format
181Tier targeting playbook with: tier definitions, account scoring model,
182motion assignment matrix, messaging by tier, sales process by tier, and
183collision handling rules.
184 
185 
186## Quality Check
187 
188Before delivering, verify:
189- [ ] All required sections are complete
190- [ ] Output matches the user's stated need
191- [ ] Named frameworks are cited for key recommendations
192- [ ] No vague claims — every recommendation has a specific action
193- [ ] Deliverable is ready for operational use, not just conceptual
194 
195## Common Pitfalls
196 
1971. **Segmenting by employee count only.** A 30-person cybersecurity company
198 buys like an enterprise (security reviews, compliance, long cycles).
199 A 300-person e-commerce company buys like SMB (credit card, fast decision).
200 Use ACV and buying behavior, not just firmographics.
201 
2022. **One motion for all tiers.** The rep who closes $100K enterprise deals
203 cannot also close $1K SMB deals. The skills, patience, and process are
204 completely different. Segment your sales team by tier.
205 
2063. **Enterprise features for SMB customers.** "We have SSO and audit logs!"
207 SMB buyer: "I don't know what SSO is. Can I import a CSV?" Build for
208 your buyer's sophistication level, not your engineering team's pride.
209 
210## Execution Artifacts
211 
212- `references/framework-notes.md` — Named frameworks and reference tables
213- `templates/output-template.md` — Deliverable shell for agent output
214- `scripts/check-output.py` — Lightweight deliverable validator
215- `references/icp-tiering-cheatsheet.md` — SMB / mid-market / enterprise tier traits, buying motion, proof, and risk
216 
217## Related Skills
218- icp-scoring: Define weighted scoring model for ICP qualification
219- positioning-messaging: Tier-specific positioning and narrative
220- pricing-strategy: Tier-specific pricing and packaging
221- sales-team-building: Hire for the tier you're selling into
222- gtm-context: Document your tier definitions as reusable context
223- buyer-psychology: How buyers at each tier make decisions
224 

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