Solving the Mystery of Unseen RFP Questions and Gaps

Feb 10, 2026

by

Ben

Wetzell

by

Ben

Wetzell

The Anxiety of the Empty Answer Box

You have seen it before. You are cruising through a Request for Proposal (RFP)—a formal document where a company or government agency requests a business proposal—and you hit a wall. It is a set of new RFP questions you have never encountered. No one in sales knows the answer. The product team is quiet. The clock is ticking toward a deadline that does not care about your information gaps.

These rfp unknown questions do more than just slow you down. They introduce risk. When your team scrambles to invent an answer or, worse, guesses at a technical requirement, you jeopardize the entire bid. Industry data shows that teams spend up to 30% of their total proposal time chasing down answers for new or unique questions. This friction is the primary reason why high-potential deals often fall through the cracks.

Why Every RFP Feels Like the First Time

The problem is rarely a lack of knowledge. Usually, the knowledge is just trapped. It is hidden in an old Slack thread, a buried email, or the head of a developer who is currently out of office. Without a Centralized Proposal Knowledge Base, every unique question feels like a brand-new crisis. For growth-stage teams, this cycle is unsustainable. You cannot scale if every bid requires a forensic investigation into company history.

Most procurement teams are now using Generative AI (Artificial Intelligence) to draft more complex, specific questionnaires. If they are using AI to ask the questions, you need a way to answer just as fast. Tools like Settle help automate this process by providing a single source of truth where past answers and product metadata are instantly searchable, even if the phrasing of the question has changed.

Moving from Confusion to Strategy

How do you handle a question that has truly never been asked? It starts with triage. Instead of blasting an email to 'All Employees,' you need a structured review workflow. This is where Enterprise-Grade Collaboration becomes a competitive advantage. By assigning specific unknown questions to SMEs (Subject Matter Experts) with clear deadlines, you prevent the 'bystander effect' where everyone assumes someone else is handling it.

When you encounter new RFP questions, follow this hierarchy:

  • Check for Semantic Matches: Use a tool like Settle's Search to find entries that are conceptually similar, even if the words differ.

  • Consult the Proposal Assistant: Use context-aware AI to draft a narrative based on existing product whitepapers or project history.

  • Route for Expert Approval: Use a centralized queue like Settle's Inbox to assign the query to the person best equipped to answer it.

The Reward for Solving the Unknown

When you master the art of answering the 'unanswerable,' your team gains a massive Competitive Advantage Through Automation. Small teams can compete with global enterprises because they are no longer limited by their manual memory. They can submit a complete, high-quality response while the competition is still waiting for an internal email reply. In fact, teams using Settle often report cutting their total response time by 80% by automating these repetitive and difficult information-gathering tasks.

Finding the right opportunities is only half the battle. Once you use RFP Discovery to fill your pipeline, your ability to handle the curveballs in the questionnaire will determine your Win Rate (the percentage of bids won out of the total submitted). Do not let an unknown question be the reason for a lost deal. See how tools like Settle can turn your scattered knowledge into a strategic asset.

Frequently Asked Questions

How do you identify new RFP questions that aren't in your library?

Identifying new RFP questions requires a system that can distinguish between high-confidence matches and unknown queries. Settle uses semantic lookup to compare new questions against your approved Library; if no high-relevance match is found, the system labels it so your team can focus on it immediately. This prevents the common mistake of 'forced' answers where an old, irrelevant response is used for a new requirement, which can lead to disqualification. Identifying these gaps early allows for 80% faster response times by prioritizing the most difficult parts of the bid.

What is the best way to handle technical unknown questions in a bid?

The best way to handle technical unknown questions is through structured SME (Subject Matter Expert) collaboration within a dedicated workspace. Instead of using scattered emails, you should assign the specific question within the RFP project to the relevant technical lead. Settle's Inbox and Projects features allow you to track the status of these queries, ensuring that technical experts can provide input without leaving the context of the proposal. This ensures that every new answer is grounded in actual product capabilities and then saved back to the Library for future use.

Can AI help draft answers for completely unique RFP questions?

Yes, AI can significantly assist in drafting answers for unique requirements by pulling from multiple data sources. Settle’s Proposal Assistant has read-only access to your entire organizational context, including past performances and technical documentation. It can synthesize these different pieces of information to draft a coherent, narrative response that addresses a new question's specific nuances. While a human should always review the final draft, this AI-driven approach eliminates the 'blank page' problem and speeds up the drafting process by nearly 80%.

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A Centralized Proposal Knowledge Base acts as the 'single source of truth' for every piece of information your company has ever shared in a bid. When new RFP questions arise, having a structured library allows you to quickly see if a similar topic was covered in a different department's past projects. Settle automates the ingestion of these legacy documents, meaning that even if a question is 'new' to you, the answer might already exist in a previously completed PDF or Excel file. This centralization reduces manual search time and ensures that all responses are consistent and accurate across the organization.

Learn more about RFP automation

Learn more about RFP automation

BG

Submit your next proposal, within 48 hours or less

Stay ahead with the latest advancement in proposal automation.

BG

Submit your next proposal, within 48 hours or less

Stay ahead with the latest advancement in proposal automation.

BG

Submit your next proposal, within 48 hours or less

Stay ahead with the latest advancement in proposal automation.