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4.8BeginnerModule 04 · Sell Like a Pro

Follow-Up Sequences

The sale rarely happens on the first contact, build thes ystem that closes later

The prompt

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4.8Follow-Up Sequences
Act as a B2B sales sequence strategist. Deal context : [WHAT YOU PROPOSED AND WHAT THEY SAID] Prospect role : [JOB TITLE AND INDUSTRY] Last contact : [WHAT HAPPENED IN YOUR LAST INTERACTION] Build a 7-touch follow-up sequence: Touch 1 (Day 1) : Post-meeting summary and one insight Touch 2 (Day 3) : Relevant content or case study Touch 3 (Day 6) : Answer a question they didn't ask yet Touch 4 (Day 10) : Social proof specific to their industry Touch 5 (Day 15) : New angle challenge their status quo Touch 6 (Day 22) : Offer to simplify or reduce scope Touch 7 (Day 30) : Break-up email honest and respectful For each touch : write the subject line and opening sentence. Keep every message under 60 words. Follow-Up Cadence : 80% of Sales Need 5+ Touches LinkedIn Phone Relevant article 1 posted to prospect's 3 Personal check-in to 5 feed gauge interest Day 1 Day 3 Day 5 Day 9 Day 14 Email Email Email 2 4 Value insight shared Case study Final value with prospect highlighting success proposition and stories decision ask
LabelsReplace theseSwap the role below

LabelsReplace theseSwap the role below

Pro tip, from the book

The break-up email (Touch 7) consistently generates the highest reply rate of any touch in a sequence. Something about 'I'm going to stop reaching out' creates a response that seven other emails didn't. Write it genuinely not as a manipulation tactic. If you really are moving on, say so honestly.

Who should run this prompt

Module role profile

Who should prepare and run your sales conversations? Every stage of a sale requires a different mindset. The person who writes great cold outreach thinks differently from the person who closes enterprise deals. The buyer's procurement officer thinks differently from both. Use internal roles to prepare and execute. Use outside perspectives to find the objections, hesitations, and real decision criteria before they surface in a live conversation.

Choose any role to drop it into the prompt above. Only the highlighted opening clause changes — the rest of the prompt stays exactly as printed.

Internal rolesThink from inside the organisation
Outside perspectivesChallenge your blind spots

◆◆◆◆◆ → ◆ seniority, board level down to specialist outside the organisation

How to make any role sharper

  1. Add years of experience: "...with 15 years in enterprise SaaS" produces different depth than just the title.
  2. Add what they care most about: "You care most about [X]" shapes every word of the output.
  3. Add their communication style: "Be direct. Flag risks first. No jargon." changes the tone entirely.
See also: 1.3 Role Prompting - The Expert Chair

Use this when

The problem it solves

You send one follow-up after a meeting or proposal and then give up if you hear nothing. You assume silence means no. But most deals are decided after the fifth or sixth touchpoint and you're stopping at two.

How the framework works

From the printed page

Research in B2B sales consistently shows that 80% of sales require five or more follow- ups, yet 44% of salespeople give up after one. A follow-up sequence is a multi-touch, multi-channel cadence of value-adding contacts that keeps you visible without being pushy. Each touch should add something new, a relevant insight, a case study, an answer to an unanswered question rather than asking 'just checking in.' AI can build an entire sequence for a specific deal in minutes.

The method, in four moves

Do these in order
1

Never follow up with 'just checking in' every touch must add value.

2

Vary the channel: email, LinkedIn, phone, voice note, video message.

3

Space touches 3–5 business days apart in the first two weeks, then weekly.

4

Build a break-up email for touch 6 or 7 it often gets the highest response rate. Don't let AI turn your follow-ups into spam. A sequence built in minutes still needs your judgment before it sends. If touch three reads like touch one with new words swapped in, the prospect notices before you do. Persistence without a real reason to reach out reads as pressure, not value and pressure gets you blocked, not booked

Where the framework comes from

B2B sales research — follow-up cadence methodology, widely documented 2010s

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