HeyJaredThe Digress
Where culture meets clarity…..Saying the quiet part out loud.
- Indexed issues, last 90 days
- 4
- Latest publication
- Aug 16, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 3, 2026
Latest issues
The Future of Sex, Part One: New Rules (opens the original)
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We’re going there guys - we’re going to very openly unpack the subject of sex. Because I’m obsessed with understanding the source rather than the marketing output.Sex, much like money, makes the world go round. And the next generation are having less of it. And this isn’t about having babies FYI.So, today I’m kicking off my first limited essay series, this subject will be a three‑part Digress special about the future of sex, and I should warn you we’re going to digress often. Porn, dating apps,
Stop with the surface, get back to the source (opens the original)
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Happy Sunday Digressers. I hope you had a winning week!Lets get into it!‘‘Every ‘class’ has a tipping point’’I said that on a strategy planning call this week that I haven’t really been able to stop thinking about since.I don’t mean a single moment where millions of people collectively decide they’ve had enough. I think it’s normally much slower than that, and probably far less obvious while it’s happening.It starts with a throwaway comment. Something somebody says at dinner, in the office or in
How to become a person with ''taste'' in the age of AI (opens the original)
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Happy Sunday Digressers,Taste has now become the go-to word for 2026, as many of us predicted and as we discussed in The Digress last year when we found that people were using the term “authenticity” as a cop out to avoid doing the harder work of actually having a point of view. Authenticity became a placeholder and a buzzword brands hid behind when they didn’t know what they actually stood for. “We’re authentic” became the marketing equivalent of “I’m a nice person” on a dating profil
Millennials were raised on aspirational careers. Gen Z and Gen Alpha are being raised on aspirational people. (opens the original)
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So. for those that have followed for a minute, The Digress drops every Sunday (some gaps…) and is very focused on social and human behaviour.WELL. I’m so excited to launch Substack number two of the week. This will be a fortnightly essay that explores why I decided to build an agency (todays essay unpicks some of that), running and growing an agency, scaling into new countries, the how we got here, how we get to what’s next and the messy parts that sit around being a business owner.<div class=
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