Thinking like a CIO: AI software checklist for proposal teams and revenue leaders

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Andrew Martin

Mar 20th, 2025

10 min read

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Winning business has never been harder. The growing complexity of bid and proposal management, combined with increasing demands for faster, more accurate, and compliant responses, has made it clear that manual processes are no longer sustainable.

Today, proposal teams and revenue leaders face mounting pressure to keep up with rising RFx volumes, security questionnaires, and information requests — each of which plays a critical role in driving business growth. Without the right tools, organizations risk losing high-value deals simply because they can't respond fast enough or with enough precision.

This is where AI-powered Strategic Response Management (SRM) platforms come in. AI-driven SRM helps proposal teams work smarter by:

  • automating response generation
  • improving compliance
  • enhancing knowledge management, and 
  • streamlining workflows. 

But with so many AI solutions on the market, how do you choose the right platform?

This article serves as a comprehensive AI software checklist to help bid/proposal teams and revenue leaders evaluate AI-driven SRM solutions. Together, we’ll explore the key capabilities you should look for to ensure scalability, compliance, and faster deal cycles — without wasting time, money, or resources on the wrong technology.

Building the case for AI-powered SRM platforms

Why is AI essential in proposal management? According to the 2024 State of Strategic Response Management Report, “companies experiencing revenue growth are 3X more likely to use an AI-powered SRM platform to power the orchestration of questionnaires, bids, and inquiries with prospects, clients, and partners.” 

Graphic showing the percentage of proposal teams that view Strategic Response Management (SRM) as important in shaping GTM strategy

AI-driven SRM is no longer a luxury—it’s a necessity.

Why? Because the workload for proposal teams has increased dramatically. More than 77% of bid and proposal professionals have reported a rise in the number of RFXs, DDQs, and security questionnaires they need to respond to. Without AI, response teams are left overloaded and under-resourced, leading to delays, inconsistencies, and missed opportunities.

As Danelle Morrow, CF. APMP and GTM Executive, puts it:

"Responding to information requests is a cross-functional process, involving executives, IT, security, sales, marketing, and more. The proposal team is responsible for ensuring that the process is effective, efficient, and positive. This is where technology, particularly the integration of AI with SRM software, plays a crucial role."

Danelle Morrow

CF. APMP and GTM Executive

AI-powered SRM platforms enable faster, more intelligent, and more scalable response management, giving teams the agility they need to win more business while ensuring compliance with regulatory and security requirements.

Creating an AI software checklist to evaluate SRM platforms

Selecting the right SRM platform is essential to realizing these benefits. Organizations must focus on tools that go beyond GenAI functionality and seamlessly integrate with existing systems, democratize knowledge, and offer scalable automation to keep pace with evolving buyer expectations. 

Continuous advancements will make these platforms smarter, faster, and more efficient. When businesses embrace AI, they will continue to access new advantages, gain deeper insights, and improve employee and customer experiences. Those who hesitate risk falling behind.

AI-powered SRM is not just changing how businesses respond — it’s reshaping how they operate, unlocking the speed, accuracy, and agility necessary to thrive. The time to act is now.

Sounds great, right? The solution is obvious; however, the problem for many comes down to evaluating all the different platforms available and selecting the right one for their business.

Thinking like a CIO: The top 8 questions you should be asking

Before introducing another platform to your company’s tech stack, any CIO would thoroughly evaluate it by asking critical questions to ensure it aligns with organizational needs, security standards, and operational efficiency.

However, many growing organizations might not have a CIO. Whether you’re a CIO yourself or putting on the CIO hat, here are the top eight questions taken from Responsive's AI Handbook for Strategic Response Management (SRM) you want to ask of your potential AI-powered SRM platform vendor.

1. How is the AI trained?

  • Data sources and quality: Inquire about the data sources used to train the AI models. Are the data sets relevant to the specific use cases within your industry? Understanding the quality and diversity of training data helps ensure the AI provides accurate and relevant responses.
  • Supervised vs. unsupervised learning: It’s essential to know whether the AI is trained using supervised learning (with labeled data and human input) or unsupervised learning (where it learns patterns independently). Knowing this helps gauge how well the AI will understand and respond to context-specific queries.
  • Continuous learning and updates: Ask if the AI model is continuously updated with new data to keep it relevant as market trends, business needs, and language evolve. Regular updates are crucial for maintaining accuracy and adapting to changes.

2. How is accuracy ensured?

  • Validation and testing processes: Understanding how the AI’s accuracy is validated and tested is important. What methods are used to check the model’s performance, and how often are these checks conducted? CIOs should look for platforms that use rigorous testing frameworks and maintain high accuracy standards.
  • Feedback mechanisms: Ask if there are built-in feedback loops that allow users to flag inaccuracies or suggest improvements. User feedback is vital for refining AI models and improving response quality.

3. Are there litigation risks?

  • Compliance with regulations: Verify if the SRM platform adheres to industry-specific regulations (e.g., GDPR, HIPAA, CCPA). Non-compliance can lead to legal liabilities and fines.
  • Accountability and liability: Understanding who is accountable if the AI generates inaccurate or misleading information is crucial. Ask about liability clauses in the vendor agreement and whether the platform offers any indemnity against errors.
  • Audit trails and documentation: Ensuring that the SRM platform provides robust audit trails and documentation for AI-generated content can help in compliance audits.

4. How does an AI-led SRM platform fit into our tech stack?

  • Integration with existing systems: Assess how well the SRM platform integrates with the company’s current tech stack, including your CRM, ERP, content management systems, and communication tools like Slack or Microsoft Teams.
  • Scalability and flexibility: It’s essential to understand if the platform can scale with organizational growth and adapt to new technologies or changes in existing systems. Confirm that the SRM platform offers robust APIs for integrating with other business applications.
  • Data synchronization: Understanding how data synchronization works across different systems and ensuring real-time data exchange can prevent inconsistencies and improve operational efficiency.
  • Workflow compatibility: Ensure the SRM platform aligns with existing workflows and does not disrupt established processes. The goal should be seamless integration that enhances productivity rather than adding complexity.

5. How will you implement AI across your organization?

  • Implementation timeline: Inquire about the typical time required to deploy the SRM platform, including setup, customization, and user training. A clear implementation timeline helps in planning and resource allocation.
  • Support during implementation: Asking about the level of vendor support during the implementation phase is crucial. This includes technical support, training programs, and onboarding resources to ensure a smooth rollout.
  • User adoption: Consider how intuitive the platform is for end-users. Ease of use directly impacts user adoption rates, so platforms with user-friendly interfaces and clear documentation are preferable.

6. Is proprietary data private?

  • Data ownership: Clarify who owns the data processed by the SRM platform. Ensuring that your organization retains full ownership of its data is crucial for privacy and control.
  • Data encryption: It’s essential to know what encryption standards are used for data at rest and in transit. High levels of encryption help protect sensitive information from unauthorized access.
  • Data access controls: Ask about access controls and how the platform ensures that only authorized users can access proprietary data. Role-based access and multi-factor authentication are key features to look for.

7. Protecting competition-sensitive and personally identifiable data?

  • Data masking and anonymization: The platform should offer data masking and anonymization features to protect competition-sensitive information and PII, especially when using shared environments or generating reports.
  • Compliance with privacy laws: Ensuring that the platform complies with privacy laws and regulations that protect PII is essential to avoid legal penalties and maintain customer trust.
  • Incident response plans: CIOs should confirm that the vendor has a comprehensive incident response plan to address data breaches or leaks involving sensitive information.
  • Content licensing: Ask how the SRM platform handles content licensing and whether it uses third-party data sources that might be subject to copyright restrictions. It’s essential to ensure that all content used by the AI is legally licensed.
  • Content creation guidelines: Understanding the platform’s guidelines for content creation can help prevent copyright infringement. CIOs should look for AI that generates original content and does not simply copy from existing sources without attribution.

Why Responsive stands out as the leading AI SRM platform

Among AI-powered SRM solutions, Responsive stands out for its unmatched capabilities in automation, compliance, and scalability.

Industry-leading AI automation

Responsive leverages patented AI technology, combining LLMs with pre-trained NLP and foundational AI models optimized for SRM. This integration accelerates deal cycles by automating complex tasks through:

  • First-draft generation: Responsive AI can generate comprehensive first drafts of proposals, reducing the time and effort required from your team. 
  • Real-time content recommendations: The platform offers AI-powered content recommendations, enabling teams to quickly find and utilize the most relevant information. 
  • Automated workflow management: Responsive streamlines response workflows, enhancing productivity and ensuring timely submissions.

Advanced compliance and security

Responsive is committed to responsible AI practices, ensuring that company-specific information remains confidential and is not incorporated into third-party data models. This dedication to privacy and trust is foundational to the platform's design.

Seamless integration

Designed for versatility, Responsive integrates effortlessly with a wide array of enterprise systems, including CRM, ERP, and security compliance tools. This compatibility ensures that organizations can incorporate Responsive into their existing workflows without disruption.

Proven results with Responsive

Organizations across various industries have seen significant gains and benefits from implementing Responsive's AI-powered SRM platform. But don’t just take our word for it:

  • Microsoft: By building a comprehensive Proposal Resource Library on the Responsive Platform, Microsoft enabled AI-powered self-service access to vetted, curated content across the company. This initiative resulted in saving 20 minutes per search for proposal content, totaling more than $17 million in time that could be redirected toward customer relationships and pipeline development. 
  • JAGGAER: The company achieved a double-digit increase in win rates and realized a 15x return on investment by utilizing Responsive's AI capabilities, including automated RFP analysis and response generation. 
  • Invicti: With Responsive, Invicti achieved an 83% win rate and accelerated their RFP response process by 2.5 times, significantly enhancing their operational efficiency.
“At Microsoft, the investment in an AI-powered SRM platform has streamlined access to a centralized knowledge base, allowing field teams to quickly find vetted, approved answers. This has resulted in substantial productivity gains, more efficient operations, and better resource allocation.”

Carrie Jordan

Global Director of Proposals at Microsoft

These are just three of many examples as to why Responsive remains unmatched in its ability to deliver measurable improvements in efficiency, accuracy, and revenue growth, solidifying the platform as the industry-leading choice for AI-powered SRM solutions.

Key takeaways for selecting an AI-powered SRM platform

Selecting an AI-driven SRM solution is a critical decision that directly impacts revenue growth, efficiency, and compliance. Organizations must prioritize platforms that offer scalability, automation, content management, compliance, and security — without compromising data privacy and AI transparency.

AI-powered SRM is not just changing how businesses respond — it’s reshaping how businesses operate and helping teams both small and large unlock the speed, accuracy, and agility necessary to thrive in the AI era.

Ready to take the next step in choosing the right AI-driven SRM platform for your business? Request a demo to see how Responsive can transform your strategic response process today.