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Present and Progressing

I write about intentional living, self-discipline, and the systems that keep you motivated long after inspiration fades. Present & Progressing helps you simplify the noise, build clarity, and design a life that actually feels aligned.

Newsletter · By Ryan · Official site

Indexed issues, last 90 days
12
Latest publication
Sep 28, 2026
Audience
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Earliest in this view
Jul 6, 2026

Latest issues

  1. Issue · Sep 28, 2026

    Look. You’re Going to Outgrow Some People (And That’s Okay!) (opens the original)

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    As I’ve gotten older, I’ve started thinking more about the people who have come in and out of my life. Friends. Teachers. Coaches. Coworkers. Mentors. People I was once incredibly close with and people I barely speak to anymore.Some relationships last decades. Others only exist for a few years, a semester, a job, or a particular season of life.But even when the relationship ends, the impact usually doesn’t.I can still remember conversations with teachers and coaches from elementary school. I can

  2. Issue · Sep 21, 2026

    On Living An Interesting Life vs. An Impressive One (opens the original)

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    Get more from Ryan in the Substack appAvailable for iOS and Android<a class="install-substack-app-embed-link" href="https://substack.com/app/app-store-redirect?utm_campaign=app-m

  3. Issue · Sep 14, 2026

    Your Job Is Not Your (Entire) Identity (opens the original)

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    I’ve written a lot about what it feels like to be ambitious in your 20s.The paradox of having a lot of options. The difficulty of slowing down when your identity is built on progress. Feeling guilty for wanting more. Fearing wasted potential more than failure. And eventually getting to the point where you don’t really know how to define success anymore.I recently summed a lot of those thoughts up in 10 Hard Truths About Being a High-Achiever in Your 20s<a href="https://presentandprogressing.subs

  4. Issue · Sep 7, 2026

    11 Things You Should Probably Give a Shit About (opens the original)

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    First off, some exciting news: I got married last weekend!As a result, I’m a little short on time to get an article out this week.I’ve had this title floating around in my head for the last few days, though, so I figured we could just let it rip.I sat down on my patio with my journal and wrote out this list in one take. This did not involve any extensive research or mind-blowing concepts. Just the first 11 things that flowed out of my head.Did you ask for my unsolicited advice?No.But you’re stil

  5. Issue · Aug 31, 2026

    Every Good Life Has A Price (opens the original)

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    Had lunch with a good friend a few weeks ago. Both in our mid-20s, both doing well, both still trying to figure all this shit out. In my opinion, the difficult part of your 20s is not a lack of opportunity. Quite the opposite actually. There are so many plausible lives you could live, and social media makes you watch all of them at once. “The Joneses” used to be your neighbors. Now they are algorithmically selected strangers building businesses, moving abroad, getting married, traveling full-tim

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