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GTM AI-First Workshop · 2 Hours · Hands-On

How to Build a
Go-to-Market Strategy
Using Artificial Intelligence

Francesco Circosta
Cuadro — AI Consultancy & Integration Firm

Get ready: Open Claude.ai (Pro plan recommended) · Open Apollo.io (free account works) · Google Sheets or Notion for notes

Section 0 — Opening

I'm not going to show you
how AI works in theory.

I'm going to build a complete GTM strategy for a company — live, in 2 hours.

Screen shows Claude.ai live on the projector. No presentation slides.

Live Demo — 60 Second GTM

Give Me a Company

Industry. Product. Target customer. I'll build a GTM in 60 seconds.

You are a senior CMO specialized in B2B GTM. Company: [AUDIENCE INPUT] Give me: the ideal customer (ICP), the core message, the primary channel, and the first commercial action to take tomorrow. Be direct, concrete, no disclaimers.

Run live. Read response aloud. Comment on speed and precision.

That's the level of output
you'll have in 2 hours.

Built on YOUR company. With YOUR logic. With real data.

Section 1 — The AI-First GTM Framework

Why traditional GTM
is broken

And what replaces it.

Traditional GTM Has 3 Fatal Flaws

It's slow.

1-2 months for a decent ICP, positioning, and outreach sequence.

It's assumption-based.

Few real tests. Lots of PowerPoint. Strategy built on what the founder thinks, not what the market says.

It breaks on first contact.

The ideal customer is never the one you imagined.

AI compresses weeks into hours. And lets you test 10 ICP variants instead of 1.
4 Pillars · 90 Minutes · Your Complete GTM
Pillar 1

ICP

WHO are you targeting?
→ Customer profile + segments

Pillar 2

Messaging

WHAT do you say?
→ Value prop + pain openers

Pillar 3

Channels

WHERE do you reach them?
→ Channel priority map

Pillar 4

Sequences

HOW do you convert?
→ 5-touch outreach campaign

We build all 4 today — live.

Pillar 1: ICP

Who Exactly Is
Your Ideal Customer?

What specific problems do they have? (not generic ones)
What triggers make them buy RIGHT NOW?
What makes them say no?
What objections are predictable?

Most companies stop at "SMBs in tech." That's not an ICP. That's a guess.

Pillar 2: Messaging

What Do You Say
and How?

Value proposition in one sentence (no jargon)
Primary vs secondary pain point
Differentiation from competition
Tone of voice per channel

The gap between a great product and a reply to your outreach is almost always messaging.

Pillar 3: Channels

Where Does Your
ICP Live?

LinkedIn, events, communities, referrals?
Which channel has the lowest acquisition cost?
Pure outbound vs inbound-assisted?
Not every ICP is on LinkedIn.

Pillar 4: Sequences — The System That Converts
DayTouchpointPurpose
Day 1Email 1Open with the problem, not the product
Day 3LinkedInEngage on their content, add the human face
Day 6Email 2Case study or social proof
Day 10Email 3Insight or valuable content
Day 14Email 4Breakup — create urgency or close the loop
The average B2B reply happens at contact #5. Most companies stop at #2.

Theory Done.
Let's Build.

Open Claude. Follow along. Everything we build is yours to keep.

Section 2 — Live Build: ICP + Messaging

From zero to a complete
customer profile in 15 minutes.

Francesco picks a pilot company (from the room or prepared example). Claude is live on screen from this point forward.

Step 1: Company Context

This is the foundation.
Get this right, everything else follows.

You are a senior GTM consultant with 15 years of B2B experience. Company: [NAME]. Industry: [INDUSTRY]. Product/service: [BRIEF DESCRIPTION]. Current target: [ROLE, COMPANY SIZE, SECTOR]. Build a detailed ICP with: demographic profile, purchase triggers, primary and secondary pain points, typical objections, KPIs they monitor, tools they use, preferred information sources. Use a tabular format where possible.

Notice how AI separates functional pain points from emotional ones. Functional = what they tell their boss. Emotional = what drives the decision.

Step 2: Segment the ICP

One ICP is a starting point. Your market has sub-segments with different priorities, cycles, and channels.

Now split this ICP into 3 sub-segments with different priorities (A, B, C). For each: estimated TAM, ease of closing (1-10), typical sales cycle, best reach channel. Conclude with a recommendation on which segment to attack first and why.
Step 3: Messaging Matrix

Same message, different channel = different tone.

Based on ICP segment A, build a Messaging Matrix: Row 1: Value Proposition (1 sentence, max 15 words, no jargon) Row 2: Pain Point opener (question to open conversations) Row 3: Social Proof formula (type of case study that works best) Row 4: Primary CTA (what we ask as a first step) Row 5: Differentiation (why us vs the status quo) Show the matrix for email, LinkedIn, and cold call.

15 Minutes.
What Normally Takes 3 Weeks.

Save everything. In the next phase, we use it to find real prospects.

Section 3 — Prospect Research

From Profile to Real Names

We have the ideal customer profile. Now let's go find them.

A List Is Just Noise. Qualification Is the Signal.
ApproachSpeedPrecisionContext
Manual researchSlowHighDeep
Automated listsFastLowNone
AI + dataFastHighPersonalized
Step 1: Pull the Raw List — Apollo.io

Apollo.io filters mapped to the ICP we just built:

FilterValue
Industry[from ICP]
Company size[from segmentation]
Role / Title[from ICP profile]
Location[target geography]
Tech stack[if relevant]

Export 20-30 contacts live.

Step 2: AI Qualification

Turn an anonymous list into a prioritized outreach plan.

Below is a list of companies/people from Apollo. Our ICP is attached. For each prospect, rate (1-10): ICP fit, visible buying signals, contact priority. Add a personalized opening angle based on their industry or role. Output as table: Name | Company | Fit Score | Opening Angle You can find the list in an .xlsx file attached.
This cuts outreach prep time by 80%. The BDR knows exactly WHY to contact each person and HOW to open.
Bonus: LinkedIn Signal Mining

For high-value prospects (scored 8-10), go deeper.

Analyze now LinkedIn profile: [PASTE BIO] Identify: recent triggers (new role, funding, team growth), implicit pain points, professional interests. Suggest 3 personalized opening angles for first outreach.
Section 4 — Outreach Sequencing

The Sequence
That Converts

5 touchpoints. 14 days. Built live.

The average B2B reply happens
at contact #5

Most companies stop at #2. That's not a strategy. That's a wish.

A sequence isn't "following up." It's building a narrative across touchpoints.

Build the Full Sequence
You are a B2B outreach expert with documented results in cold email and LinkedIn outreach. ICP: here attached as ICP Product/service: [DESCRIPTION] Value proposition: here attached as Messaging Matrix Build a 5-touchpoint sequence over 14 days: - Email 1 (day 1): problem-led opening, no selling, soft CTA - LinkedIn (day 3): personalized comment or connection request - Email 2 (day 6): social proof or mini case study - Email 3 (day 10): insight or valuable content - Email 4 / Breakup (day 14): close the loop or create urgency For each: subject line, message body, specific CTA. Tone: professional but human. No lazy templates. No "I hope this finds you well."

Read Email 1 aloud. Ask the room: "Would you reply to this?"

Personalization at Scale

10 seconds per prospect.
Looks like 30 minutes of research.

Take Email 1 from the sequence. Adapt it for: [NAME, ROLE, COMPANY, RECENT TRIGGER] Keep structure and tone. Personalize opening and CTA. Output: subject + body. Max 120 words.

Multiply by 50 prospects a day.

A/B Test 5 Subject Lines in 10 Seconds
Create 5 subject line variants for Email 1: 1. Curiosity (provocative question) 2. Specificity (number or data point) 3. Direct pain point 4. Prospect name in subject 5. Pattern interrupt (unexpected, short) For each: estimated open rate and best-fit persona.
Hands-On Exercise
Section 5 — Your Turn

12 minutes. 3 prompts.
Your mini-GTM.

Click the timer in the top right to start the countdown.

Prompt 1 — Your ICP · 4 min
I am [ROLE] at [COMPANY]. We sell [PRODUCT/SERVICE] to [TYPE OF CUSTOMER]. Build my primary ICP with: profile, top 3 pain points, purchase trigger, main objection.
Prompt 2 — Your Messaging · 4 min
Based on the ICP, write: 1. Value proposition in 1 sentence (max 12 words) 2. Pain point opener for a cold email (1 question) 3. CTA for the first contact
Prompt 3 — Your First Email · 4 min
Write Email 1 of an outreach sequence for my ICP. Opening: problem, not product. CTA: soft (reply, not a call booking). Max 100 words. Subject line included.

Let's Hear What
You Built

2-3 volunteers. What works, what's missing, how to improve with a follow-up prompt.

Section 6 — Your AI-First GTM Stack

Start Here

Claude Pro$20/mo · ICP, messaging, sequences
Apollo.io Free$0 · Prospect research, contacts
Google Docs / Notion$0 · GTM repository
Gmail / Outlook$0 · Manual outreach

Scale When Ready

Claude APIBatch processing, automations
Apollo ProEnrichment, sequences, analytics
n8n / MakeWorkflow automation
HubSpot / PipedriveCRM, pipeline tracking
LoomPersonalized video for HVP

This Is Not the Future.
This Is the Present.

Some companies have already compressed the GTM cycle from 3 months to 2 weeks.

The difference is not the tool. It's the method.
Now you have the method.

Want to Bring This Into Your Company?

Free 30-minute
GTM Assessment

Where your GTM stands today. Where it could be in 60 days with AI.

cuadrogroup.com

Francesco Circosta
Cuadro — AI Consultancy & Integration Firm