The Plucky Jester

From Dilemmas To Decisions

Are you tired of sleepless nights spent worrying about future decisions and replaying past regrets?

If so, this short, but mighty book is for you.

Like an adventurer blazing a trail through uncharted territory, this guide will take you through the three simple steps that can smoothen your decision-making process into a path paved with insights and growth.

Join Other Bold Adventurers

You can see reviews for the book on Amazon or Goodreads. Or save yourself the clicks and check out these glowing reviews!

  • It’s short enough to finish in one sitting, finding a nice middle ground between cold “cheat sheet” style reference material and the more rambling prose and the excessive repetition that can be found in some pragmatic non-fiction. In other words, it keeps enough anecdote and personality to remind you that this was penned by a human who believes in it, but respects your time. The aim of the process is straightforward: choose and follow a path, periodically check that things are going as planned, and know when to change tack. The wisdom is in separating outcome from process. A decision is a good decision if it was the best decision using the information available to you at the time. Be proud of yourself for taking action, be ready to re-orient, but be kind to yourself.

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Here are the 3 steps: Chart, Choose and Check

  • Chart the courses are available to you by using six simple decision-making tools to craft your rationale.
  • Choose your path forward and journal your decision.
  • Check your progress using an easy framework for evaluating your decision-making.


This guide is intentionally short.

It is designed to be read in a single sitting on a Sunday afternoon so you can advance decisively on Monday with less anxiety and fewer regrets.

Start your journey to confident decision-making today.

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Launch Party Video

You can also see the action from the book launch party here (chapters provided):

Chapters / Timestamps

00:00-Intro
02:06-Decision-making process overview
05:13-How to decide when to decide
08:29-Are you underthinking?
12:43-Flipping a coin and intuition
15:10-Why crowd source the book cover?
20:34-Gift of humility
21:18-Intended impact of the book
23:20-Book released for November 23rd 2023
24:20-Signed copies?
24:50-Toasting the launch
25:44-Bonus for early supporters
27:30-Outro