Antifragile Planning: Optimizing for Optionality (without Chasing Shiny Objects)

Preview text: Antifragile Planning: Optimizing for Optionality (without Chasing Shiny Objects) by Taylor…

Tuesday, Sep 1, 2026 at 9:06 AM EasternActiveCampaign

Taylor PearsonAntifragile Planning: Optimizing for Optionality (without Chasing Shiny Objects)

Fit to screenFull size

Using this email in an article? Credit: Taylor Pearson email via They Sent It, with a link to this page. Full-size image

Subject: Antifragile Planning: Optimizing for Optionality (without Chasing Shiny Objects)
Preview text: Antifragile Planning: Optimizing for Optionality (without Chasing Shiny Objects) by Taylor…
From: taylor@taylorpearson.me
Brand: Taylor Pearson
ESP: ActiveCampaign
Sent: Tue Sep 1, 2026, 9:06 AM ET
Size: 32 KB
Images: 1
Links: 4, 1 of them buttons
Subject length: 81 characters

Against Taylor Pearson's usual

Sent in its busiest hour, 9 AM, which holds 70% of its emails. The subject is 81 characters; its average is 51.

	Sep 8, 2026 9:06 AM	The Illegible Margin: Profiting From The Gap Between The Map And The Territory
	Sep 8, 2026 9:06 AM	The Collison Decision Matrix: How to Make the Right Decision
	Sep 1, 2026 9:06 AM	The Margin Matrix: Why successful people are usually wrong
	Sep 1, 2026 9:06 AM	Antifragile Planning: Optimizing for Optionality (without Chasing Shiny Objects) (this email)
	Aug 27, 2026 1:01 PM	Where Did All the Weirdos Go?
	Aug 25, 2026 9:06 AM	How to Improve Your Mindset
	Aug 25, 2026 9:06 AM	How to Use the Cynefin Framework to Make Better Decisions