Tool 02 ยท Renewal Timing

Renewal Timeline Calculator

Tell me your agreement and I'll tell you the exact week you should have started prep โ€” and whether you're already late.

โฑ 2 min ๐Ÿ“ 7 inputs ๐Ÿ“… Specific start date

Why timing is the #1 leverage variable

In 20 years of watching Microsoft renewals, the strongest predictor of overpayment isn't the SKU mix or the discount โ€” it's how long the customer had to prepare. This calculator tells you the truth about your runway, then helps you act on it.

Question 01 of 07
What's the annual value of the agreement up for renewal?
Include all components (M365, Azure, Dynamics, etc.) under this single agreement.
Question 02 of 07
What type of agreement is this?
If you're not sure, your Customer Price Sheet will tell you in the header.
Question 03 of 07
Are you transitioning agreement type at this renewal?
For example: EA โ†’ MCA-E, EA โ†’ CSP, or consolidating multiple CSPs into one.
Question 04 of 07
Has your organization had M&A activity in the last 12 months?
Acquisitions, divestitures, or major reorgs add complexity to license consolidation.
Question 05 of 07
Are you planning a major workload change in the renewal window?
Copilot rollout, Azure migration, M365 โ†’ MCA-E conversion, large Dynamics deployment, etc.
Question 06 of 07
Are you in a heavily regulated industry?
HIPAA, FedRAMP, ITAR, PCI-DSS Level 1, SOC 2 Type II, GDPR with substantial EU footprint, etc.
Question 07 of 07
When is your renewal date?
This is the date your current agreement expires.
โ€” Status โ€”
You should have started prep on
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What this means

How your timeline was calculated

Your top 3 next actions

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    Haven't run the Red Flag Assessment yet?

    It pairs perfectly with this calculator. 15 questions, 3 minutes, see your overall exposure tier.

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