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The Entrepreneur’s Fundamental Superpower: The Conditional Close

An end-to-end guide on the undeniable power of the Conditional Close, with strategy, rationale, and examples to give your startup momentum

16 min readAug 13, 2020

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One of my best friend’s name is Cache (disguised), and one of my favorite things about Cache is what we call “Cache Bets”.

A Cache Bet is a spontaneous bet initiated by Cache, on a ridiculously stupid yet entertaining premise at very low-risk terms, often for nothing more than the pride of proving the person who bet against him wrong. Examples of some of our favorite Cache Bets include:

  • Betting he could avoid getting hit by a roman candle (he succeeded)
  • Betting he could jump 1/2 up the stairs of a friends cement stairwell (he failed)
  • Betting he could run across 1/2" thick ice at Bear Lake in the winter (he failed)
  • Betting during a trip in Europe he could do anything one of our other friends told him to do for the entire month they were traveling (he succeeded)

(Despite how they may sound here, each of these events were extremely entertaining and unforgettable for us)

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Startup Grind
Startup Grind

Published in Startup Grind

Stories, tips, and learnings from and for startups around the world. Welcoming submissions re: startup education, tech trends, product, design, hiring, growth, investing, and more. Interested in submitting? Visit our submission form here: https://airtable.com/shrShpeN89HrzCzOB

Jonathan Woahn
Jonathan Woahn

Written by Jonathan Woahn

Husband and Father of 4 | 4x Startups & xMcK | CXO and Co-Founder at BookClub | SoftwAIre engineer, product leader, startup coach

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