Stoic Coffee Break

Erick Cloward
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28 snips
May 6, 2026 • 20min

The Power of Paradox: The Stoic Art of Holding Two Truths at Once | 377

They explore how two opposing truths can coexist and why the mind rushes to collapse tension. Practical habits and mental tools are offered for holding paradox without picking a side. Personal stories and Stoic examples show emotional courage in sitting with mixed feelings. Short exercises and language shifts help train the skill of staying in the 'and'.
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29 snips
Apr 28, 2026 • 21min

How Fear Creates the Failure It Fears | 376

They explore how fear can hide as motivation and quietly sabotage creative work. Stoic ideas show how imagination fuels imagined catastrophes and narrows action. Practical practices are offered to name fears, walk them down, audit perspectives, and focus on the next right move. The conversation reframes courage as acting despite fear and trusting your character.
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12 snips
Apr 21, 2026 • 22min

Before You Book the Therapist, Build the Foundations | 375

A conversation about when clinical help is essential and when life changes are the real turning point. A dramatic rescue story shows how sleep, schedule, and basic needs can transform wellbeing. Ancient practical wisdom and daily journaling are presented as durable frameworks for living. Concrete paths are offered: audit your foundations or fix one basic thing for two weeks.
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20 snips
Apr 15, 2026 • 10min

Why You'll Never Reach Your Ideal Self (And Why That's the Point) | 374

A discussion about the pain of picturing an ideal self and repeatedly coming up short. They contrast lofty ideals with practical choices about closing the gap or lowering standards. Stories of relentless practice show how persistence chips away at limits. Practical steps explore using the ideal as a compass, treating failure as growth, and favoring steady progress over perfect arrival.
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27 snips
Apr 7, 2026 • 14min

The Busy Trap: Seneca on Why You're Optimizing the Wrong Thing | 373

A look at why constant busyness can be the wrong thing to optimize. Seneca’s critique of wasted time and the Stoic split between external success and inner virtue. Questions to evaluate whether activities are necessary or mere noise. The hidden value of idle time for creativity and the need to protect unstructured moments. Practical prompts to audit striving and be fully present with others.
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6 snips
Mar 30, 2026 • 16min

Skeptical, not Cynical: How to Think in an Age of Misinformation | 372

They unpack information exhaustion and the trap of blind belief versus total cynicism. Stoic practices like interrogating impressions and guarding your mind are explored. Practical tips include curating your information diet and using a red-flag framework to vet content. The conversation ends on aiming for integrity of thought and tolerating uncertainty.
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14 snips
Mar 23, 2026 • 16min

Akrasia: The Challenge of Knowing vs. Doing | 371

They explore why we know what to do but still put things off. The conversation looks at akrasia, Resistance, and historical Stoic examples. Psychological frames like emotion regulation and disguises such as perfectionism get attention. Practical moves include examining fears, separating control from outcome, and ways to build momentum.
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7 snips
Mar 15, 2026 • 15min

370 - Q & A: Opinions, Anxiety, Ambition, & Knowing vs. Doing

Questions about caring less what others think and practicing self-acceptance are explored through Stoic principles. Distinctions between useful preparation and unhelpful rumination around anxiety are discussed. The episode examines how ambition can align with virtue rather than fear. Practical approaches to close the gap between knowing and doing are presented.
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9 snips
Mar 9, 2026 • 16min

369 - Spend It Like a Millionaire: Why Holding Back Isn't Humility

They probe why holding back your natural gifts often masks fear rather than humility. They explore Stoic ideas like fitted function and morning practices that encourage daily expression. They use metaphors about “spending” talent lavishly and show how sharing skills compounds influence. They end with two practical paths: journaling to clarify gifts and one bold act to start giving more.
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13 snips
Feb 28, 2026 • 14min

368 - Finding Your Pace: Stoic Advice for Dealing with Burnout

A conversation about regaining momentum when life feels overwhelming. Cycling cadence becomes a metaphor for conserving energy and pacing your days. Stoic practices and temperance are described as tools for recovery. The role of trusted friends and disciplined rest in finding a sustainable rhythm is emphasized.

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