EPISODE · Mar 3, 2026 · 1H 1M
The AI Fears Enterprise CEOs Won’t Admit Publicly | Rujuta Singh, Solved Together
from AI to Go Podcast I Real Talk on Enterprise AI · host AI To Go
If you’re an enterprise AI founder, you’ve seen the same pattern: pilots everywhere, ROI nowhere, governance used as a brake, and leaders asking for “hard numbers by next quarter.”In this episode, Johannes Deubener sits down with Rajuta Singh, Founder & CEO of Solved Together, to unpack why transformation fails (hint: it’s rarely the tech) and how CEOs can break the “AI anxiety loop” with structured experimentation, cross-functional squads, and outcome-first execution. They unpack real boardroom fears around AI - from stalled pilots and 7-figure “science projects” to data roadmaps, legacy systems, and middle managers secretly blocking change.If you are an AI founder selling into enterprises or an enterprise leader trying to turn AI hype into business outcomes, this conversation gives a 90-day path you can start using immediately.Chapters00:04 Welcome + guest intro: Rujuta Singh00:57 Why people dynamics decide outcomes02:06 Every company has the same collaboration problem04:14 Collaboration brain hacks08:26 Neuroscience of meetings12:29 “Transformation Reality TV”CEO Role-Play16:11 AI as #1 priority for 202618:43 Ruthless prioritization: which pilots to kill vs scale20:23 CFO vs AI team: ROI now vs “compounding later”23:16 Integrate AI into business strategy24:35 The Talent Dilemma27:04 Upskilling Challenge32:35 Silent sabotage: how to unblock middle managers37:22 The “AI strategy” all-hands41:06 Data governance vs speed43:20 Legacy systems46:49 First 90 days49:48 What CEOs missWrap55:45 Don’t try to keep up58:04 The Top Leadership Skill1:00:32 Where to find Rajuta--------------------------------------------------------------Connect with Johannes: https://www.linkedin.com/in/johannesdeubener/Follow Rujuta: https://www.linkedin.com/in/rujutasingh/Check out Solved Together - AI Accelerator: https://www.solvedtogether.co.uk/ai-accelerator--------------------------------------------------------------More about AI To Go: I Real Talk on Enterprise AI✨ Watch more Episodes on YouTube: https://www.youtube.com/channel/UCiL3_cC9nmXALQiaqlYs2Kw✨ Listen on Apple Podcasts: https://podcasts.apple.com/us/podcast/ai-to-go-podcast/id1866997458✨ Listen on Spotify: https://open.spotify.com/episode/5X9XgIv1qtCYtExziNMyXK✨ Receive all Updates on LinkedIn: https://www.linkedin.com/company/ai-to-go-podcast/
What this episode covers
If you’re an enterprise AI founder, you’ve seen the same pattern: pilots everywhere, ROI nowhere, governance used as a brake, and leaders asking for “hard numbers by next quarter.”In this episode, Johannes Deubener sits down with Rajuta Singh, Founder & CEO of Solved Together, to unpack why transformation fails (hint: it’s rarely the tech) and how CEOs can break the “AI anxiety loop” with structured experimentation, cross-functional squads, and outcome-first execution. They unpack real boardroom fears around AI - from stalled pilots and 7-figure “science projects” to data roadmaps, legacy systems, and middle managers secretly blocking change.If you are an AI founder selling into enterprises or an enterprise leader trying to turn AI hype into business outcomes, this conversation gives a 90-day path you can start using immediately.Chapters00:04 Welcome + guest intro: Rujuta Singh00:57 Why people dynamics decide outcomes02:06 Every company has the same collaboration problem04:14 Collaboration brain hacks08:26 Neuroscience of meetings12:29 “Transformation Reality TV”CEO Role-Play16:11 AI as #1 priority for 202618:43 Ruthless prioritization: which pilots to kill vs scale20:23 CFO vs AI team: ROI now vs “compounding later”23:16 Integrate AI into business strategy24:35 The Talent Dilemma27:04 Upskilling Challenge32:35 Silent sabotage: how to unblock middle managers37:22 The “AI strategy” all-hands41:06 Data governance vs speed43:20 Legacy systems46:49 First 90 days49:48 What CEOs missWrap55:45 Don’t try to keep up58:04 The Top Leadership Skill1:00:32 Where to find Rajuta--------------------------------------------------------------Connect with Johannes: https://www.linkedin.com/in/johannesdeubener/Follow Rujuta: https://www.linkedin.com/in/rujutasingh/Check out Solved Together - AI Accelerator: https://www.solvedtogether.co.uk/ai-accelerator--------------------------------------------------------------More about AI To Go: I Real Talk on Enterprise AI✨ Watch more Episodes on YouTube: https://www.youtube.com/channel/UCiL3_cC9nmXALQiaqlYs2Kw✨ Listen on Apple Podcasts: https://podcasts.apple.com/us/podcast/ai-to-go-podcast/id1866997458✨ Listen on Spotify: https://open.spotify.com/episode/5X9XgIv1qtCYtExziNMyXK✨ Receive all Updates on LinkedIn: https://www.linkedin.com/company/ai-to-go-podcast/
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The AI Fears Enterprise CEOs Won’t Admit Publicly | Rujuta Singh, Solved Together
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