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A multi-million dollar consulting engagement advised Opendoor to cut costs across the board. The result was a lower-quality product that wasn't actually cheaper to produce. This serves as a cautionary tale against blindly applying "best practices" without first-principles thinking.

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A company spent millions on two consulting firms to fix a warehousing issue caused by overproduction. The root problem wasn't forecasting or processes; it was two departments not communicating. Teaching them to talk face-to-face solved 90% of the problem instantly.

An outside CEO's misunderstanding of a core business model can be catastrophic. The new CEO pivoted from a high-margin, recurring-revenue model to chasing large, complex projects. This mismatch resulted in a $12 million loss on $20 million in revenue, halving the company's EBITDA in just nine months.

To win as a low-cost service provider, every decision must be optimized for operational efficiency from day one, like offshoring talent and using heavy automation. Simply lowering prices because a premium model failed is a losing strategy, as the underlying cost structure is fundamentally different.

Early-stage companies often fail by building the most technologically advanced solution instead of what the customer requires. The speaker's startup lost a $1.5M deal by pitching a 99% accuracy model when the client only needed—and could only afford—an 80% solution. The lesson is to first understand the customer's real needs and budget.

After nearly failing, OpenGov adopted a frugal culture and discovered it grew faster. Less spending reduces system noise and inefficiency. A leaner, more focused sales team, for instance, can become more motivated and effective, leading to better results.

Chet Pipkin reflects that his company's biggest missteps occurred when they abandoned their own unique, effective internal systems to adopt "the right way" as prescribed by outside experts. He advises founders to trust their intuition and the bespoke processes that work for their specific business, rather than blindly following conventional wisdom.

Large companies often identify an opportunity, create a solution based on an unproven assumption, and ship it without validating market demand. This leads to costly failures when the product doesn't solve a real user need, wasting millions of dollars and significant time.

The popular tech mantra is incomplete. Moving fast is valuable only when paired with rapid learning from what breaks. Without a structured process for analyzing failures, 'moving fast' devolves into directionless, costly activity that burns out talent and capital without making progress, like a Tasmanian devil.

Founders often try to scale by hiring coaches to deliver their expertise. This is like diluting premium milk with water. It's better to give smaller "shots" of direct, high-quality expertise to more people than to offer a watered-down experience through less-qualified proxies, which ultimately kills brand reputation.

Clients often try to cherry-pick individual services from a vendor's integrated offering, believing they can save money or know better. This is like trying to bake a cake but leaving out the eggs; it disrupts the proven process and leads to poor results. True success comes from trusting the vendor’s holistic strategy.