ReLeader with Dr. Jon Chasteen 4 Ways ReLeading Nearly Broke Me...and What I Did About It
Nov 6, 2025
Leadership can be a heavy burden, and Jon shares four pivotal moments that almost brought him to his knees. He bravely discusses battling self-doubt that whispers imposter syndrome, and the crushing weight of expectations and comparison. Financial pressures added sleepless nights, revealing how scarcity can influence decision-making. But through these trials, Jon emphasizes the importance of persistence, creativity in fundraising, and staying true to oneself. This candid reflection offers a roadmap for anyone feeling overwhelmed in their leadership journey.
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Imposter Feelings Are Normal For ReLeaders
- Imposter syndrome follows many re-leaders and feels like a constant shadow of doubt.
- John learned that being 'in over his head' pushed him to rely on God and become his best leader.
Use Two Short Prayers To Ground You
- Resign daily to stay humble by praying, "If someone is better fit, I'll submit my resignation."
- Then pray, "This is your problem, not mine," and hand over worries to God.
Keep A Five-Year One-Line Journal
- Keep a one-line-a-day five-year journal and reread past entries regularly.
- The journal reveals how often worries were unfounded and shows God's faithfulness.
