7 Ways Your Proposals Playbook Is No Longer Working (And What to Change)

✨ Explore 1up on Stargazy: https://stargazy.io/proposal-tech/1up...What if proposal and questionnaire software were designed for a world where AI reads your RFP before a human ever does?In this episode of The Stargazy Brief, Chris sits down with George, Founder & CEO of 1up, to unpack how RFPs, DDQs, security questionnaires, and technical responses are actually being evaluated today, and why many proposal “best practices” are breaking/broken.George previously founded and sold a cybersecurity company that lived inside RFPs, security questionnaires, and enterprise due diligence. That firsthand pain led to 1up, and to a strong point of view on automation, qualification, knowledge management, and the risks hiding inside modern proposal tech.This conversation goes beyond tools. It’s about how proposal work is changing when AI is reading, scoring, and filtering responses at scale.⭐ WHAT YOU’LL LEARN✵ How proposals are already being reviewed and scored by AI before humans see them✵ Why “confidence scoring” in proposal tools is misleading and actively harmful✵ The popular proposal tech feature that often makes answers worse, not better✵ Why completeness matters more than “quality” in AI-evaluated RFPs✵ How feature gaps are coming back in machine-based evaluation✵ Why bad AI answers usually come from bad content, not bad models✵ Why pulling Slack into proposal AI systems creates dangerous misinformation✵ How proposal teams can increase influence by thinking more like AEs✵ Why the traditional go / no-go process breaks down once automation exists✵ The emerging “knowledge engineer” role,and why proposal professionals are well positioned to fill it🌟 FIND ON STARGAZY 🌟✸ Community: https://stargazy.circle.so/join?invitation_token=0856b517503bca21eecbae1d058313543675481b-28d54c10-c886-4708-8b3b-ffd62cd3c935✸ Newsletter: https://the-stargazy-brief.beehiiv.com/subscribe✸ Website: https://stargazy.io/✸ LinkedIn: https://www.linkedin.com/company/stargazyproposals/🌙 GUEST LINKS 🌙✸ 1up Website: https://www.1up.ai/✸ 1up on LinkedIn: https://www.linkedin.com/in/george-avetisov/✸ George on LinkedIn: https://www.linkedin.com/in/george-avetisov/✸ 1up’s Stargazy Page: https://stargazy.io/proposal-tech/1up