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Stay In The Deep End (a lifeletter by Daron K. Roberts)

Daron K. Roberts

Life's too short to spend it sitting in the kiddie pool. On the first Wednesday of every month, I deliver a lifeletter of Deep End tips and strategies to keep you diving below the surface.

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Substack
PricingOnly free issuesPublishesMonthly
Issues230Founded6 years agoLast Issuea month ago
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Latest Issues

SITDE #229: AI vs. You

Deep Enders,

Welcome to the official start of the second half of the year!

What a helluva start to 2026.

Anyway, if you leave any vacation or PTO days on the table at the end of this year, you’re a clown, respectfully. 🤡

Go have...

a month ago
12
2

SITDE #228: Go See Your Idols

Deep Enders,

Somehow, I’ve been living in the month of May this week, and according to the Gregorian calendar, it’s June. 🙈

Sorry I missed you yesterday. Let’s get to it.


Go See Your Idols

I don’t geek out over musicians...

2 months ago
12
4

SITDE #227: The Curse of Capability

Deep Enders,

Phuong Cap Palafox was my running mate during my UT Student Government days.

Last week, we caught up over a bowl of pho (Pho Please is my favorite Vietnamese spot in Austin right now), and inevitably, the conversation tu...

3 months ago
18
12

SITDE #226: Build Now. Launch Never.

Deep Enders,

It’s crazy to think that a third of the year is gone…

Q1 felt like a millennium.

It can’t get any worse…right?

RIGHT?!?

Regardless, out here in the Deep End, we focus on controlling the controllables and that’s why...

4 months ago
11
9

SITDE #225: You're Already Down $200 and It's Only 9am — A Guide to Your Emotional Chips

Deep Enders,

It’s March and I’m already emotionally drained because the world is literally on fire.

So….one thing I’m focusing on is channeling some of this tension into writing. Thus, this newsletter is a bit longer than usual.

Bef...

5 months ago
18
4

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  • Daron K. Roberts

    A recovering Harvard Law grad and NFL coach, Daron is a professional speaker and writer. He is the father of five children and the husband to one woman. He's survived stints in venture capital, higher education, and long-distance running.

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