Winning with AI: A Practical Guide for Proposal Teams
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Win Big.
Win Better.

Welcome to Shipley AI. We help proposal teams successfully navigate the AI adoption process and win more business.
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AI Reality Check

"90% of companies use AI but only 20% see results."

-Fortune On Demand, October 2024
AI Adoption Challenges

Why do Proposal AI Solutions Fail?

Adopting AI successfully is as much a change project as technology project.

No Shared Vision

Without a clear goal for how AI should improve proposal work, teams patch tools together and wonder why nothing feels better.

No Adoption Plan

Lacking a step‑by‑step framework, staff don’t know where AI fits, so it stays a side project with little measurable impact.

Fear of AI

Worried it will replace them, writers ignore the tool unless forced; small, celebrated wins aren’t set up to build trust.

Bad or Sparse Data

AI can’t generate great content from scattered drafts and unlabeled information, so outputs are generic and need heavy rewriting.

Tools Without Workflow

Buying software but leaving old processes untouched piles extra clicks on authors instead of speeding them up.

Wrong Human-AI Split

Teams hand over judgment tasks to AI and keep the drudge work, reversing the efficiency they hoped for.

Constant Fire Drills

RFP deadlines leave zero time to learn skills or build habits, so the tool gathers dust during the crunch.

Afraid to Experiment

Risk‑averse leaders ban AI on live bids, so teams never build real‑world know‑how on what actually proves value.

Stuck Habits

Switching from “write, then edit” to “prompt, then refine” needs coaching and repetition most orgs never schedule.
Unlock AI Success

AI Adoption, Faster, Better.

Shipley empowers clients to implement AI quicker and more efficiently. Our training workshops and consulting packages can ensure your proposal team is aware of adoption pitfalls and how to navigate them.

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AI Training

With over 50 workshops annually, Shipley is the leader in AI training for proposal writers. Register for one of our highly-rated online courses or speak with a training coordinator about private, corporate training for your team.
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AI Consulting

Eager to leverage AI into your proposal team ASAP? Click below to speak with a Shipley AI expert. During this 30-minute discovery call we will lay out the advantages and timeline of our two consulting packages that are tailored to each client and designed to fully adopt your AI tool as quick and efficiently as possible.
Make AI Work For You

AI Training Workshops

Get the best AI training available from the company that teaches more workshops to more proposal professionals than anyone else in the industry.

Introduction to Using and Adopting AI for Proposals

Foundational AI knowledge, hands-on practice, and practical strategies to integrate AI into their proposal development process while maintaining quality and compliance.

Advanced AI Topics and Techniques for Proposal Development

This advanced, instructor-led training equips experienced AI users with sophisticated techniques, multi-tool workflows, and strategic knowledge management to optimize proposal development using pWin.ai Proposal Studio.

pWin.ai Masterclass

Weekly training that transforms your champions into pWin.ai power users. Master both technical capabilities and Shipley's best practices, customized to your organization's proposal workflow.
AI Training

Convince Your Boss

Chat GPT Prompt 

Copy the following prompt, plug-in your specific details, and convince your boss to book Shipley AI training for you and your team:

You are an expert business-writing assistant.

GOAL: Draft an email that wins my manager’s approval (time + budget) to attend Shipley Associates’ AI training.

STEP 1 – Ask me for these details  

1. My full name  
2. My job title / role  
3. My manager’s name  
4. A brief description (1-3 sentences) of our proposal-development or AI-adoption challenges  
5. Which workshop option I want:    
• **Foundation Day** – *“Introduction to Using & Adopting AI for Proposals”*     • **Advanced Day** – *“Advanced AI Topics & Techniques for Proposal Development”*    
• **Both Days** – sequential track (Foundation → Advanced)  
6. Date(s) of the public session(s) I plan to attend (e.g., “June 10, 2025” for Foundation; “June 11, 2025” for Advanced)  
7. Tuition price in USD for each course or bundled total (include any early-bird or volume discounts)  

STEP 2 – Generate the email  Produce a concise, professional email from me to my manager that:

◆ Opens with a clear request citing the exact date(s), total cost, and one-day-per-course time commitment.  
◆ Summarizes the chosen workshop(s) using these key value points:

**Foundation Day highlights**  
• One-day, instructor-led, hands-on format—ideal for mixed-skill teams  
• Core AI concepts framed within Shipley’s BD lifecycle  
• Simple, high-impact prompting for research, compliance, and content drafting  
• Live practice with pWin.ai Chat for BD-aware assistance  
• AI-adoption strategies for proposal centers  
• Credly badge + 1 elective unit toward Shipley Certification

**Advanced Day highlights**  
• One-day deep dive for experienced AI users (requires GPT-4-class seat & BD.ai Primer familiarity)  
• Advanced prompting patterns and multi-tool AI workflows  
• Labs with pWin.ai Proposal Studio: TOC Builder & Flight Plan Proposal Blueprint  
• Techniques to make content “AI-ready” and slash cycle time on complex responses  
• Credly badge + 1 additional elective unit toward Shipley Certification

◆ Links workshop benefits directly to the challenges I described, quantifying ROI where possible (e.g., “30 % faster draft cycles,” “50 % reduction in rewrite effort”).  
◆ Emphasizes minimal disruption (one business day per course, instructor-led live).  
◆ Closes with appreciation and a prompt to discuss next steps.

Tone: respectful, energetic, and aligned with my voice.  
Length: 300 ± 50 words.  
Include a compelling subject line and professional sign-off.

Generate the email **only after** completing STEP 1.

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Less AI Experiments, More Results

Shipley AI Consulting

We offer flexible consulting packages tailored to companies at varying degrees of AI-readiness and adoption. We provide extensive, additional details about these AI packages following our initial call.

Executive AI Workshop

Join our Shipley Executive AI Workshop to kickstart your AI journey. Gain insights into your AI readiness, align business outcomes with strategy, and leave with a customized, actionable AI adoption game plan. Assess your current state, define your AI path, and set milestones to empower your team.
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pWin.ai AI Accelerator

A structured, 12-month engagement to accelerate AI adoption, ensure measurable efficiency gains, and integrate Shipley’s proven win strategies—so clients get more value from pWin.ai, faster.
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Content Management

Transform your proposal content into a strategic AI asset. Enable AI to leverage your best content, reducing research time by up to 60% and dramatically improving consistency across opportunities.
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One-to-One AI Coaching

Unlike generic AI training, our coaching program develops internal champions who drive adoption across your proposal organization. transform your entire team's capabilities through focused coaching of select individuals.
AI Adoption Support

Convince Your Boss

Chat GPT Prompt 

Copy the following prompt, plug-in your specific details, and convince your boss to meet with Shipley about AI adoption support support for your team:

I need you to help me create a compelling email to my boss explaining why we should engage with Shipley Associates for AI adoption in our proposal development process.
First, please ask me these four specific questions about our situation:
What is our biggest proposal challenge right now? (throughput, quality, consistency, resource constraints, win rate)
Have we attempted to use AI in our proposal process already? If yes, what obstacles have we faced?
What is our approximate annual proposal volume and team size?
Do we have an urgent upcoming opportunity where AI could make a difference?After I answer these questions, create a concise, compelling email that I can send to my boss.
The email should incorporate the following information about Shipley AI:
Shipley is the industry leader in proposal development methodology and has created Shipley AI - a framework specifically for integrating AI into the proposal process.
They offer executive workshops, a 12-month accelerator program, content management services, and team coaching.
Their approach recognizes that successful AI adoption is 20% technology and 80% change management.
While 90% of companies use AI, only 20% see results because most focus only on tools, not process integration.
Shipley AI addresses common proposal AI challenges including:
Establishing clear vision and strategy for AI adoption.
Providing a framework that connects AI to existing BD processes.
Overcoming resistance to change among proposal teams.
Optimizing proposal content for AI consumption.
Integrating AI into existing proposal workflows.
Balancing human expertise with AI capabilities.
The email should directly connect our specific challenges to Shipley's offerings and include a clear, specific next step (like scheduling an exploratory call).
Make it brief, compelling, and focused on business outcomes rather than just technology.

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AI Software Built with Shipley Inside

pWin.ai: The Shipley Supported AI Proposal Tool

Help your proposal team craft strong, consistent responses in minutes without compromising quality.
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