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Insights on winning with AI in the loop.

Terse, practical writing on how modern teams qualify, draft, score and submit winning proposals — with AI inside the workflow and you in command.

Latest · AutomationJul 1, 2026

Automating Security Questionnaires: SIG, SIG Lite, CAIQ & DDQ

SIG, SIG Lite, CAIQ, DDQs and custom vendor assessments can eat weeks per quarter. How to automate them from approved evidence — with citations — instead of recycling stale answers.

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Strategy 8 min
Jun 24, 2026

A Practical Go/No-Go Framework with pWin Scoring

Chasing every RFP burns the capacity you need to win the right ones. A three-part go/no-go framework — opportunity brief, capability fit, pursuit feasibility — rolled into a single pWin score.

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Evaluation 7 min
Jun 16, 2026

Score Your Proposal Before You Submit (Like the Buyer Will)

Buyers publish exactly how they’ll score you — Section M, weighted vendor matrices, point rubrics. Here’s how to score your own draft against those criteria before submission, with an AI red team.

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Strategy 7 min
Jun 2, 2026

AI in the Loop: The Right Way to Use AI on Proposals

One-shot AI drafting produces generic proposals. AI in the loop puts AI inside your workflow — Understand → Draft → Evaluate → Refine — with you in command of every call.

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Reading is prep. Winning is practice.

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Self-checking loops · grounded & cited · never trains on your data