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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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"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 risks

Why budget overrun stats might be measuring the wrong thing

Shepherd's vision for fully autonomous underwriting — and how they're already running at 5x industry capacity

The 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 Insurance

Watch the full episode on Bricks, Bucks and Bytes YouTube Channel. Link in the comments. 

#aec #construction #constructiontech #bricksbucksandbytes #bricksbytes #ai #insurance #vc

Chapters

00:00 Intro

01:00 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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