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Playbooks · Guided kickoff

Start the renewal with an interview, not a blank dashboard.

The Microsoft EA playbook now opens with a guided kickoff: answer a short discovery interview, in a form or in conversation with Vera, watch the AI generate your renewal plan from the answers, then confirm the facts and dates. Three steps, and the playbook opens already tailored to your deal.

By , Cofounder
July 20, 2026 · 7 minute read · LinkedIn
PLAYBOOKS PRODUCT UPDATE

Dropping a first time user onto a mission control dashboard is a hazing ritual, not an onboarding. A renewal playbook has forty screens of leverage, and on day one you do not need forty screens: you need the playbook to learn your deal and tell you where to start. The Microsoft EA playbook now begins exactly there, with a guided kickoff in three steps.

Step one is an interview. Answer the discovery questions the way you prefer: a structured form if you like forms, or a conversation with Vera if you would rather talk it through, switching between the two at will. The questions are the ones a veteran advisor would ask first: the renewal date, the estate, what Microsoft is pushing, what your organization can actually change.

PART ONE

The plan is generated, then confirmed, then yours

Step two happens without you: the AI reads your interview and generates the renewal plan, the phases, the moves, and the talking points, tailored to what you said rather than templated. Step three is the confirm screen, where you check the facts the plan depends on, and if a date moves, the playbook offers to regenerate the plan around it rather than letting the plan quietly rot.

Existing users are not interrupted: the kickoff shows once, skips in one click, and never intercepts a deep link or a shared team project. It is a front door, not a gate.

app.vendorbenchmark.com/tooling/ms-ea-renewal
The Microsoft EA renewal playbook with the left rail and mission control
After the kickoff: the playbook proper, with the left rail holding every phase and the plan built from your interview.
THE SAME JOB, TWICE
TODAY, BY HAND
Your EA renewal is 14 months out. You open a renewal tool and meet 40 screens of dashboard.
You spend a morning clicking through them, working out which six matter for your deal.
You draft a plan in a doc, from memory of how the last renewal went.
Or you book an external advisor to tell you where to start, at consulting rates.
A morning of orientation, or a consulting engagement
WITH VERA
The playbook opens with an interview: answer the discovery questions in a form, or talk them through with Vera. About 10 minutes.
The AI generates your renewal plan from the answers: phases, first moves, talking points.
You confirm the dates and facts. Move a date and it offers to regenerate the plan around it.
Mission control opens already tailored, with the consultant's read on every key screen.
About 15 minutes to a plan you can defend
What changes: the blank dashboard morning becomes a 10 minute interview, and the plan is generated from your answers instead of remembered from last time. The advisor that tells you which six screens matter is built in.
PART TWO

A rail on the left, bigger explanations, zoom on everything

The same wave rebuilt how the playbook reads. Navigation moved from top pills to a proper left rail, every phase and screen visible and sticky, the way a forty screen tool should navigate. The little explanation tips grew into readable panels, because a tooltip you have to squint at is documentation that failed.

And everything zooms. Every chart and every card in the playbook enlarges on click into a lightbox, charts as charts and text panels as enlarged reading views, which matters more than it sounds the moment you project a screen to a room or lean in on a laptop with someone beside you. Present the whole playbook on the theatre stage, light or dark, when the meeting is the point.

THE THREE STEPS

How the kickoff runs

1
Interview. Discovery questions by form or in conversation with Vera, switchable mid stream; a synthesis panel shows what the playbook heard.
2
Plan. The AI generates your renewal plan from the answers: phases, first moves, talking points, watchouts.
3
Confirm. Check the dates and facts the plan depends on; move a date and the playbook offers to regenerate around it.
4
Then the playbook. Mission control opens already tailored, with the rail on the left and your plan in place. Seen once, skippable in one click.
THE HONEST LIMIT

The interview shapes the plan, the market shapes the numbers

The kickoff tailors the playbook to your answers, and answers can be wrong: an estate you underestimate produces a plan that underestimates with you. The confirm step exists precisely to catch that, and the playbook's benchmark data keeps the numbers anchored to the market regardless of how optimistic the interview was.

The guided kickoff is live on the Microsoft EA playbook first, with the other flagship playbooks following the same pattern. The rail, the bigger tips, and the zoom are already platform wide, because those were never Microsoft specific to begin with.

About the author
, Cofounder, VendorBenchmark

Morten brings two decades of enterprise and software procurement, with stints across Oracle, IBM, SAP, and Salesforce shaping how he reads a deal. He has led sourcing through hundreds of renewals, from mid market order forms to nine figure global agreements, and learned that the buyers who win are the ones who walk in knowing the market. He built VendorBenchmark to make that pattern recognition repeatable.

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