Simplify to Scale: The Real Work is Letting Go
Thu Feb 05 2026
What if the thing standing between you and growth isn’t a lack of systems, discipline, or effort but the fact that you’re holding onto too much?
In this episode, we’re unpacking an uncomfortable but freeing truth: scaling isn’t about doing more. It’s about letting go. We talk candidly about what it feels like when your to-do list becomes overwhelming, when systems stop helping, and when even “good habits” start creating pressure instead of relief.
Links and resources mentioned:
Rooted in Reality Planner: https://buy.stripe.com/eVqaEY0pC9v8cPl9F6d3i00
In this episode, we cover:
01:02 Why scaling usually feels harder before it feels better01:19 The truth no one wants to admit: growth requires letting go05:29 Why deleting tasks is sometimes the most productive move09:44 How delegation creates capacity (and why “I’ll just do it myself” backfires)11:56 The hidden power of deciding instead of endlessly revisiting tasks14:19 When delaying something is strategic—not procrastination18:29 How to build a to-do list that actually feels doable
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What if the thing standing between you and growth isn’t a lack of systems, discipline, or effort but the fact that you’re holding onto too much? In this episode, we’re unpacking an uncomfortable but freeing truth: scaling isn’t about doing more. It’s about letting go. We talk candidly about what it feels like when your to-do list becomes overwhelming, when systems stop helping, and when even “good habits” start creating pressure instead of relief. Links and resources mentioned: Rooted in Reality Planner: https://buy.stripe.com/eVqaEY0pC9v8cPl9F6d3i00 In this episode, we cover: 01:02 Why scaling usually feels harder before it feels better01:19 The truth no one wants to admit: growth requires letting go05:29 Why deleting tasks is sometimes the most productive move09:44 How delegation creates capacity (and why “I’ll just do it myself” backfires)11:56 The hidden power of deciding instead of endlessly revisiting tasks14:19 When delaying something is strategic—not procrastination18:29 How to build a to-do list that actually feels doable