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Contemporary Challenges

Direct engagement with existential dilemmas specific to the 21st century.

What Lives Here

These aren’t timeless philosophical questions (those live in the Wisdom Library). These are challenges that emerge from our particular historical moment.

The attention economy. Climate anxiety. Post-work identity. Digital disconnection. Choice paralysis in consumer capitalism. These are the things keeping thoughtful people awake at night in 2025.

Current Explorations

Each challenge includes:

Available Now

This section will be populated as content is added. Check back regularly.

In Development

The following challenges are currently being explored and will be added soon:

The Attention Economy and Fragmented Consciousness
How algorithmic content curation reshapes not just what we attend to, but how we attend—and what that means for selfhood, wisdom, and authentic life.

Choice Paralysis in the Age of Infinite Options
From career paths to streaming services to romantic partners—when everything is possible, decision-making becomes paralyzing. How do we choose well when choice itself is overwhelming?

Digital Disconnection vs. Genuine Presence
We’re more connected than ever (technologically) and more isolated than ever (existentially). What does authentic presence look like when “being together” means staring at screens?

Professional Identity After Productivity Collapse
When automation and AI disrupt traditional work—and when “hustle culture” reveals its emptiness—where does professional meaning come from?

Climate Anxiety and Temporal Vertigo
The psychological weight of ecological crisis isn’t just about environmental concern—it’s about our relationship to time, future, and responsibility. How do you live meaningfully when the future feels foreclosed?

Loneliness in Crowded Spaces
Urban density, constant connectivity, infinite social media contact—yet epidemic loneliness. What’s missing, and how do we recover genuine connection?

The Post-Truth Epistemological Crisis
When truth itself becomes contested and information is weaponized, how do you orient yourself toward reality? This isn’t just about “fake news”—it’s about the foundations of knowing.

Identity Tourism and Cultural Appropriation
In a globalized, digitally-connected world, cultural boundaries become permeable. When is cross-cultural engagement enriching, and when is it extractive? How do we navigate belonging in diaspora?

The Commodification of Selfhood
Your data is the product. Your attention is the currency. Your identity is a brand. How do you maintain authentic selfhood when capitalism colonizes interiority itself?

Hyperspecialization and the Loss of Wisdom
As knowledge fragments into ever-narrower expertise, who integrates? How do we cultivate wisdom (not just knowledge) in an age that rewards specialization over synthesis?

How to Use This Section

If you’re experiencing one of these challenges:
Read the relevant exploration. It won’t solve the problem (these aren’t problems with solutions), but it might help you think more clearly about what you’re facing.

If you’re curious about contemporary existential terrain:
Browse. These pieces map the philosophical landscape of our moment.

If you want to contribute:
Have you wrestled deeply with one of these challenges? Contribute your insights via CONTRIBUTING.md.

Submission Guidelines for This Section

When contributing a contemporary challenge exploration:

  1. Make sure it’s actually contemporary — Does this challenge emerge specifically from 21st-century conditions? (If it’s been around for centuries, it probably belongs in Wisdom Library instead.)

  2. Ground it in experience — Theory matters, but these pieces work best when they touch real life. Use examples, narratives, observations.

  3. Avoid both despair and naive optimism — These are hard challenges. Don’t pretend otherwise. But don’t conclude hopelessness either.

  4. Offer frameworks, not formulas — There are no “5 steps to solve digital disconnection.” But there are useful ways to think about the problem.

  5. Include practical approaches — Even if there’s no solution, there are better and worse ways to navigate the challenge. Share what you’ve learned.

A Note on Tone

These explorations should be sobering but not paralyzing. Honest about difficulty but not despairing. Rigorous without being academic.

Think: “Here’s what makes this genuinely hard. Here’s why it matters. Here’s how to think about it more clearly. Here’s what I’ve found useful.”


Coming soon: Regular updates as new contemporary challenges are explored.

For now, bookmark this page and check back as the collection grows.

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