The RFP. Three letters that can stop a sales team in its tracks.
The document arrives, and it’s massive. Compliance sections, technical requirements, security questionnaires, financials, and a deadline that feels unrealistic. Completing it means chasing answers from half the company. Ignoring it means losing the chance to win a high-value client.
Traditionally, RFPs have taken weeks. They consume time, pull resources away from selling, and are riddled with opportunities for mistakes. But something has shifted. Generative AI is changing how teams complete RFPs, compressing timelines and making accuracy more manageable.
The question is no longer if AI belongs in the RFP process. It’s how fast teams can adopt it responsibly.
At its core, a Request for Proposal (RFP) is a structured way for organizations to evaluate potential vendors. A company sends an RFP when it needs a product, service, or long-term partnership and wants to compare options in a standardized way.
The “best” proposal is rarely just about cost. Evaluation criteria typically include:
An RFP is a balancing act. It forces vendors to prove both competence and credibility. That’s why they can be hundreds of questions long and require input from multiple teams.
The difference today is that AI is reshaping how these documents are completed. Instead of manually gathering and drafting responses, sales and proposal teams can now use generative AI to retrieve knowledge, generate first drafts, and manage large volumes of questions more efficiently.
Types of RFPs and How AI Helps
RFPs come in many forms, and each one requires a different approach. Here is how generative AI — and specifically tools like Cassidy — can support teams across all of them.
Open RFPs are sent widely to a large pool of vendors. Competition is fierce, and speed matters.
The challenge:
How AI helps:
For open RFPs, the ability to respond faster and more consistently is often what gets you shortlisted.
Closed RFPs are more selective. Vendors are usually already in the running, and the RFP is part of a deeper evaluation.
The challenge:
How AI helps:
In closed RFPs, AI gives teams the headroom to emphasize what makes them unique.
Structured RFPs
Structured RFPs are rigid. They often arrive in spreadsheets or forms where every vendor answers the same questions for easy comparison.
The challenge:
How AI helps:
Here, AI turns what used to be hours of manual work into minutes, without sacrificing accuracy.
Narrative-driven RFPs allow more freedom. They are less about checkboxes and more about storytelling.
The challenge:
How AI helps:
In narrative-driven RFPs, AI accelerates the research and drafting process, leaving humans to add the polish that resonates with decision-makers.
Due Diligence Questionnaires (DDQs)
DDQs are not technically RFPs, but they are equally demanding. They are often compliance-heavy documents used by large enterprises and governments to assess risk.
The challenge:
How AI helps:
For DDQs, accuracy and reliability are non-negotiable, and AI helps ensure teams can meet those standards quickly.
Once an RFP arrives, the clock starts ticking. The modern AI-augmented process looks different from the traditional scramble.
The shift is not that AI eliminates work, it shifts work away from repetitive tasks and toward strategic refinement.
Don’t Forget To Spotcheck
Generative AI is powerful, but it is not magic. Without the right controls, AI can produce generic or inaccurate answers. That is why humans remain at the center of the process.
Proposal managers, sales leaders, and SMEs ensure that responses are:
Unless you are using a system with tight processes and accurate training, like Cassidy, AI on its own can create as many problems as it solves.
With Cassidy, automation is paired with built-in safeguards. Answers are sourced from approved knowledge, flagged for review when uncertain, and continuously improved as teams edit and update content. You can also keep humans in the loop at any step, ensuring quality and consistency while building automations that fit your process.
What This Means for Decision-Makers
For leaders overseeing sales, operations, or revenue, the impact of generative AI in the RFP process is clear:
AI is not about cutting humans out of the process. It is about letting people focus on what actually wins business.
RFPs are not going away. If anything, they are becoming more common as organizations seek structured ways to evaluate complex solutions. What will change is how teams approach them.
Generative AI has already shown that it can reshape the RFP response process, making it faster, more accurate, and more strategic. Teams that once dreaded RFPs now see them as opportunities to showcase value without draining resources.
For decision-makers, the takeaway is clear: the companies that invest in AI-powered RFP response today will be the ones closing deals tomorrow.
Start using Cassidy to autofill RFPs. Respond in a matter of minutes instead of days.
Learn more by scheduling a quick demo or trying Cassidy for free.