Why AI Is Failing Your Proposals — And What to Do About It (Part 1) episode artwork

EPISODE · Apr 23, 2026 · 33 MIN

Why AI Is Failing Your Proposals — And What to Do About It (Part 1)

from Winning Government Contracts · host Rick Porterfield

If you’re using AI to write proposals and still not winning — this episode is for you. You will find out how to use AI to win, not just write. The problem isn’t your AI tool. It isn’t your writing team. It isn’t the competition. It’s that AI is producing proposals that look good, sound right, cover all the requirements — but score neutral. And neutral doesn’t win awards. In this episode, Rick Porterfield — 40+ years in government contracting, helping clients win billions in federal work — breaks down the disconnect that’s costing you contracts you should be winning. And what to do about it. In this episode:Why AI-generated proposal content scores neutral — and why neutral losesWhat government evaluators are actually doing when they read your proposal (it’s not what you think)The constraints that force evaluators to justify every score in writing — and how that affects your writingWhy your technical proposal is evaluated — and what that means for how you structure itThe difference between writing a proposal and building a scoring argumentWhy AI fails without a method — and what the method actually does The Book: A Field Guide to Winning Proposals with AI by Rick PorterfieldNine steps. Each step produces a deliverable. Each deliverable feeds the next one. By the end, you don’t have a proposal that actually scores high. Built on your experience and qualifications, and aligned to what the evaluators are actually looking for.Click here to get the Book on Amazon Available as Kindle eBook. Paperback coming soon. Click here to get my AI proposal writing prompt pack. A copy and paste Word doc that works with all AI tools (ChatGPT, Claude, Gemini, etc.)   

Episode metadata supplied by the publisher feed · Published Apr 23, 2026

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If you’re using AI to write proposals and still not winning — this episode is for you. You will find out how to use AI to win, not just write. The problem isn’t your AI tool. It isn’t your writing team. It isn’t the competition. It’s that AI is producing proposals that look good, sound right, cover all the requirements — but score neutral. And neutral doesn’t win awards. In this episode, Rick Porterfield — 40+ years in government contracting, helping clients win billions in ...

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Why AI Is Failing Your Proposals — And What to Do About It (Part 1)

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