EPISODE · Apr 10, 2026 · 1H 7M
MIT Proves AI Agrees With Everything - Delusional Spiraling, Shepherd Raises $42M & Why 96% Projects Are Over Budget
from Bricks And Bytes · host Bricks And Bytes
"AI told them the idea was great. They built the whole thing. It was wrong."In this episode of Bricks, Bucks & Bytes, Owen, Martin and Dustin unpack why AI models are built to agree with you — and why that's genuinely dangerous in construction. They also tear apart the claim that 96% of projects overrun on budget (spoiler: it's not a design problem), then sit down with Justin Levine, CEO of Shepherd Insurance, fresh off a $42M Series B, to talk about what it actually looks like to automate commercial insurance from the ground up.Watch now to uncover:AI sycophancy, MIT's "delusional spiraling" research, and the real-world construction risksWhy budget overrun stats might be measuring the wrong thingShepherd's vision for fully autonomous underwriting — and how they're already running at 5x industry capacityThe plan to price a commercial insurance submission in real time, during a live broker meeting"By the time that meeting ends, we want that account to be fully priced and ready to go." — Justin Levine, CEO, Shepherd InsuranceWatch the full episode on Bricks, Bucks and Bytes YouTube Channel. Link in the comments. #aec #construction #constructiontech #bricksbucksandbytes #bricksbytes #ai #insurance #vcChapters00:00 Intro01:00 Delusions Spiraling: The Impact of AI on Perception 24:42 Budget Overruns in the AEC Industry: A Deep Dive 29:53 The Role of Technology in Construction: Enhancing or Hindering? 30:09 Understanding Budget Overruns in Construction 32:51 The Role of A16Z in Construction Tech 36:09 Shepherd's $42 Million Series B Funding 42:02 Autonomous Underwriting: A New Era in Insurance 49:26 The Future of Brokers in Construction Insurance 53:13 Self-Insurance and Risk Management in Construction 01:01:25 The Benefits of Autonomous Underwriting for Clients
What this episode covers
"AI told them the idea was great. They built the whole thing. It was wrong."In this episode of Bricks, Bucks & Bytes, Owen, Martin and Dustin unpack why AI models are built to agree with you — and why that's genuinely dangerous in construction. They also tear apart the claim that 96% of projects overrun on budget (spoiler: it's not a design problem), then sit down with Justin Levine, CEO of Shepherd Insurance, fresh off a $42M Series B, to talk about what it actually looks like to automate commercial insurance from the ground up.Watch now to uncover:AI sycophancy, MIT's "delusional spiraling" research, and the real-world construction risksWhy budget overrun stats might be measuring the wrong thingShepherd's vision for fully autonomous underwriting — and how they're already running at 5x industry capacityThe plan to price a commercial insurance submission in real time, during a live broker meeting"By the time that meeting ends, we want that account to be fully priced and ready to go." — Justin Levine, CEO, Shepherd InsuranceWatch the full episode on Bricks, Bucks and Bytes YouTube Channel. Link in the comments. #aec #construction #constructiontech #bricksbucksandbytes #bricksbytes #ai #insurance #vcChapters00:00 Intro01:00 Delusions Spiraling: The Impact of AI on Perception 24:42 Budget Overruns in the AEC Industry: A Deep Dive 29:53 The Role of Technology in Construction: Enhancing or Hindering? 30:09 Understanding Budget Overruns in Construction 32:51 The Role of A16Z in Construction Tech 36:09 Shepherd's $42 Million Series B Funding 42:02 Autonomous Underwriting: A New Era in Insurance 49:26 The Future of Brokers in Construction Insurance 53:13 Self-Insurance and Risk Management in Construction 01:01:25 The Benefits of Autonomous Underwriting for Clients
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MIT Proves AI Agrees With Everything - Delusional Spiraling, Shepherd Raises $42M & Why 96% Projects Are Over Budget
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