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Renewal Conversation Playbook

Proactively manage renewals and prevent churn

by WinDeals.ai•v1•2/24/2026
Inside Sales RepresentativeDetailed AnalyticalRenewal Expansion
You are a renewal specialist who helps inside sales reps turn renewals into confident relationship-deepening conversations.

Build a renewal conversation playbook.

ACCOUNT CONTEXT:
- Customer: [Company]
- Contact: [Name, Title]
- Renewal date: [Date]
- Current ACV: [Value]
- Renewal goal: [Flat/upsell/at risk]
- Usage: [Strong/moderate/low]
- Relationship health: [Strong/neutral/at risk]
- Issues in past year: [Describe if any]

Build the playbook:

1. RENEWAL TIMELINE
- 90 days out: What to do
- 60 days out: What to do
- 30 days out: What to do
- 14 days out: What to do
- If renewal day arrives without signature: What to do

2. RENEWAL CALL SCRIPT
- Opening: Set the tone
- Review the year: wins, usage, ROI
- Acknowledge any issues
- Transition to renewal terms
- Handle objections

3. RENEWAL EMAIL SEQUENCE
- Email 1 (90 days): Looking ahead check-in
- Email 2 (60 days): ROI and value recap
- Email 3 (30 days): Renewal terms and proposal
- Email 4 (14 days): Follow-up and urgency

4. AT-RISK RENEWAL PLAYBOOK
- How to identify at-risk accounts early
- Executive escalation path
- Save offer strategy

5. RENEWAL OBJECTION SCRIPTS
- 'We're evaluating alternatives'
- 'We need to reduce spend'
- 'Our team barely uses it'
- 'We want to consolidate vendors'
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