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About pWin.aiTM

pWin.ai connects capture intelligence, knowledge management, RFI responses, and proposal generation in a single workflow, giving BD, capture, and proposal teams the most powerful platform to boost business growth.

Unleash the power of pWin.aiTM + Shipley

AI in content creation has shown that generative AI can create new content from existing sources. But proposal writing requires more than just words – you need strategy, accuracy, and substance, as well as compliance with no margin for error – everything Shipley has been teaching for over 50 years.​

pWin.ai supercharges proposal teams by significantly reducing development time and simplifying workflows, all while delivering results that meet the uncompromising quality standards of Shipley-trained professionals.

Experience the next generation of proposal development:

Winning content

Powered by Shipley’s know-how, pWin.ai guides you in creating winning content that is not only accurate and compliant, but also resonates with your unique voice and value proposition.

Empowered teams

pWin.ai empowers your team with Shipley’s expertise, fostering collaboration and knowledge sharing, allowing for quicker and more effective responses to opportunities.

Competitive edge

Shipley’s proven business development best practices are embedded within pWin.ai, ensuring your proposals are crafted with the insights and expertise that give you a clear competitive edge.

Shipley CEO, Todd Barnett, on Shipley’s game-changing partnership with pWin.ai

Shipley has set the benchmark of excellence in proposal development and the business development lifecycle. Learn more about our shared vision and partnership.

Frequently Asked Questions (FAQ)

What is pWin.ai?
pWin.ai is an AI platform that helps government and commercial contractors win more work, from knowledge management and capture intelligence through full proposal generation. BD, capture, and proposal teams collaborate on one platform, carrying a consistent strategy from pursuit to submission.

Who is pWin.ai built for?
We built pWin.ai for government and commercial contractors, and the teams responsible for growth: business development, capture, and proposal professionals. Our customers range from large primes serving DoD, GSA, and HHS to mid-sized firms competing for federal work under tight timelines.

What’s the difference between PWin and pWin.ai?
PWin (Probability of Win) is the forward-looking GovCon metric that estimates your likelihood of winning a specific opportunity. It reflects your capture strategy, competitive intelligence, pricing, and customer knowledge, and it should move up or down as those factors change. pWin.ai is our company and platform, named after that metric. We built pWin.ai to help you calculate your true PWin, improve it with Shipley-grounded discipline, and win the business you deserve, rather than just chase volume. You can read the full story behind the name here.

What makes pWin.ai different from other AI capture and proposal tools?
We are the only AI platform built with a philosophy of deep expertise in the full BD workflow from opportunity identification to proposal submission. We are also the only platform developed with Shipley Associates, the only one that generates full proposal drafts without prompt engineering, and the only one with a federal-first security posture (FedRAMP Moderate Equivalency, CMMC Level 2, Azure Gov, dedicated enclaves) and documented responsible AI governing principles.

What if I prefer prompting with a chatbot?
You can do that too. pWin.ai includes a prompt-based Chat feature for the times you want to work conversationally. Use it to refine proposal sections, draft new content like whitepapers, and search across your Knowledge Repository with a simple prompt.

Does pWin.ai cover the full capture-to-proposal lifecycle?
Yes. pWin.ai spans business development, capture, and proposal work in one platform. pWin.ai connects to your CRM, automatically extracts key capture data and embeds it into your early BD artifacts such as whitepapers and win strategy. Through our partnership with TechnoMile, you can also connect AI-curated opportunity identification at the front of the lifecycle, then carry win themes and capture intelligence straight into your proposal draft with no manual re-entry.

Is pWin.ai FedRAMP authorized?
pWin.ai has completed FedRAMP Moderate Equivalency requirements, assessed by an independent 3PAO against 100% of the 300+ controls in NIST SP 800-53 Rev. 5. We do not appear on the FedRAMP Marketplace because we sell to industry, not government agencies, and that listing is reserved for direct agency Authorities to Operate.

Do you train your models on customer data?
No. We never use customer data to train or fine-tune our models. Each customer sits in a dedicated enclave.

Where does pWin.ai pull content from when it writes?
Only from your Knowledge Repository. We generates content from your own past proposals, RFIs, past performance, CPARs, company documentation, and other approved content. Our tool does not crawl the internet or pull from outside sources, so every output traces back to content you own and control.

Can pWin.ai handle CUI?
Yes. We are CMMC Level 2 compliant and approved for Controlled Unclassified Information (CUI) and Controlled Technical Information (CTI). We run inside Azure Government and GCC High.

Do I need to write prompts to get good output?
No. Our patented response engine generates 40+ structured prompts per section automatically, then runs an agentic workflow that executes, evaluates, and refines until the draft clears Shipley-style quality and compliance standards.

Does pWin.ai work inside Microsoft Word?
Yes. pWin.ai has a Microsoft Word plugin, so your team can work with the platform directly in the document environment they already use. You bring pWin.ai’s drafting and review capabilities into Word instead of switching tools to get them.

How does the Shipley partnership work?
Shipley Associates co-developed our writing engine, methodology, and workflows. You can also avail Shipley training and AI adoption services.

Is pWin.ai available through Microsoft Azure?
Yes. pWin.ai is eligible for purchase through the Microsoft Azure Consumption Commitment (MACC), so existing Azure spend can fund your subscription.

Can I try pWin.ai before buying?
Under appropriate situations, we offer a number of different trial/PoV options that will help you test and analyze the product over a shorter term, using real past RFP and RFI documents to run through.

How does pWin.ai approach responsible AI?
We keep humans in control of every decision, we never use customer data to train our models, and every claim in a draft can be traced back to its source. Our responsible AI principles are documented and published.

Related Resources

GenAI Software Company pWin.ai Raises $10M in Seed Funding

Seed financing round was led by MicroStrategy co-founder Sanju Bansal, members of the Blue Delta Capital team and other GovCon industry leaders

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pWin.ai expedites Microsoft PCoE’s time to first proposal draft by 93%

The partnership between Microsoft, Shipley, and pWin.ai showcases the transformative potential of AI in proposal management.

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