Builders & Doers

When to Split the Difference and When It’ll Kill the Deal - Derrick Chevalier | 42


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In this conversation, Derrick Chevalier (author of “Evolve or Be Slaughtered”) breaks down what “evolved negotiation” really means and why most popular rules break the moment reality gets messy. We unpack when splitting the difference is smart, why negotiating “issues” is a trap, and how to reframe price, cost, and value so you stop haggling numbers and start shaping outcomes. Along the way, Derrick shares real stories from the field, including how he negotiated a cabin purchase from $65K to $30K by shifting attention from price to liability and certainty.


Discover

🟢 Why “never split the difference” is incomplete and how to decide when splitting works

🟢 The cook vs baker model and when strict rules create a negotiation “brick”

🟢 Why BATNA can be a false safety net when you do not know what’s on the other side’s sheet

🟢 The three-part lens that changes everything: price as numbers, cost as liability, value as benefit over liability

🟢 How to lower resistance without lowering price by surfacing hidden liabilities

🟢 How to flip power dynamics by making the other party want to guide you


Connect with Derrick

https://h-c.com

LinkedIn: https://www.linkedin.com/in/derrick-chevalier-6323272/


The Searchlight is a weekly briefing on leadership, venture, and building in the age of AI. Every Friday. https://thesearchlight.com/subscribe


Timestamps

01:09 - Why rigid negotiation rules backfire

03:50 - Cook vs baker and when rules help or hurt

06:44 - BATNA and what’s missing from your plan

08:11 - Measuring outcomes by the data you did not have walking in

10:24 - The “tree” story and finding the real issue

13:55 - Cabin deal case study: from $65K to $30K

18:30 - Redefining price, cost, and value

23:06 - Becky’s sales story and ethical leverage

32:56 - “Evolve or Be Slaughtered” and the Van Gogh analogy

40:55 - SNUF framework and universal principles

46:47 - Coaching, value, and why most pricing conversations fail

58:26 - Where to follow Derrick

...more
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Builders & DoersBy Horizon Search