Quota & AI — The weekly AI playbook for enterprise sellers

What you get, every Monday

Three sections. One clear benefit each. Three minutes, tops.

The Play

A tactical AI workflow with the exact prompt. Something you can run before your next call. Copy, paste, go.

The Stack

One tool review. What it does, what it costs, what it sucks at, who it's actually for. No affiliate noise.

The Signal

One datapoint or trend from the last seven days — with a clear "so what" for sellers. No takes from people who don't carry a number.

Who it's for

Enterprise AEs, SDRs, and sales leaders who are tired of being told "use AI" with no tactical help.

If you spend your Monday morning scrambling to pre-brief five discovery calls, or your Friday figuring out why your forecast call was rough, this is written for you. Written by an anonymous, tenured enterprise AE. No vendor loyalties. No Databricks, Salesforce, or Oracle agenda. No guru talk.

You work at: a top-10 enterprise software vendor · a fast-growing SaaS company · a cloud / platform player · anywhere quota is real.

A sample Monday

Issue #001 — The 45-second account brief

The Play · 3 min read

Stop doing account research the night before. Do this instead.

Build a reusable "Account Brief" prompt once. Run it 90 seconds before every call.

Paste this into Claude and replace the bracketed bits:

You are my sales research analyst. I am meeting [FIRST NAME, TITLE] at [COMPANY] on [DATE]. Produce a one-page brief with: 1. Company in one sentence. Revenue, employees, HQ. 2. Three things that changed in the last 90 days. 3. Their known tech stack relevant to [MY PRODUCT]. 4. Three pain-based hypotheses for why they'd buy. 5. Three questions that demonstrate I did homework. 6. One thing NOT to say, based on public commentary. Cite sources inline. Skip the disclaimers. One page max.

Save it as a saved prompt in Claude Projects or in a text expander. Fill in the blanks in ten seconds, paste, and you have a better brief than most AEs produce in an hour.

Why this beats the 30-minute manual prep: it's consistent. You stop missing things because you were tired. It forces the "one thing NOT to say" output — which has saved me from two earnings-quiet-period landmines this year.

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FAQ

Before you subscribe

Why anonymous?

The writer is an active enterprise AE. Anonymity means no vendor agenda, no watered-down takes to protect a job, and no fear of naming the tools that don't work.

How often does it send?

Once a week. Monday, 6:30 AM ET. Same time every week. No "Monday morning motivation" emails, no "Monday roundup" emails, no 5-email sequences in between. One issue, one Monday.

Is it really free?

Yes. Sponsored by a single relevant vendor per issue once the list crosses 1,000 subscribers. Ads are labeled and never disguised as editorial.

Who shouldn't subscribe?

If you don't carry a number, you won't find this useful. Marketing, product, and engineering folks are welcome — but most of the plays assume you're the one in the seat talking to the buyer.

Do I need to pay for the AI tools mentioned?

Sometimes. Most weeks' plays work on Claude Pro or ChatGPT Plus at $20/mo. When a play requires a paid sales tool, we flag the minimum viable version and the free alternative.