Freelancer Facing Financial Chaos? Here's What Marcus Aurelius Would Do

27 Apr 2026 · 38 min
38:01

In this live Substack presentation, Scott Perry—publisher of the Creative on Purpose newsletter—delivers a "Stoicism Starter Kit" focused on decision‑making for freelancers and solopreneurs. He begins by introducing Creative on Purpose and his own unconventional career path from professional guitarist to writer and "lifestyle corner‑man." Perry then outlines the ancient roots of Stoicism, emphasizing the Axial Age and the central Stoic principle that some things are within our control and others are not (the "Stoic fork"). He explains Epictetus’s three disciplines—perception (or desire), action, and will (or willing acceptance)—and shows how Marcus Aurelius repeatedly frames them as objective judgment, unselfish action, and acceptance of external events. Perry reframes these disciplines into three practical questions he calls the Decision Triangle or "Stepping into Possibility": (1) What’s now? (2) What’s next? (3) What matters? He describes how this framework, presented in his 2020 book Onward, helps people strip away narrative fallacies, identify concrete problems, generate aligned options, and choose actions consistent with their values. A detailed freelance‑financial‑crisis example illustrates each step: stating the factual shortfall (What’s now), brainstorming possible income‑generating actions (What’s next), and filtering them through personal virtue and goals (What matters). Perry references contemporary decision‑making authors (Annie Duke, Chip & Dan Heath, Shane Parrish) and positions his approach as a simple, missing‑piece solution. He concludes by inviting community interaction, announcing upcoming talks and articles, and encouraging listeners to apply the three‑question process to achieve purpose, prosperity, and peace of mind.

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