EPISODE · Jan 5, 2026 · 1H 17M
#61: The 100 Day Rejection Experiment That Made Me Fearless - TEDx Sensation Gregory Russell-Benedikt
from Watson-Howland
Rejection therapy is the fastest way to build real confidence and Gregory Russell Benedikt explains how “terrified action” can break your fear, self-doubt, and people-pleasing for good better than anyone.Gregory Russell Benedikt is a TEDx sensation (“How Being Bold Will Change Your Life”) and life coach helping people live a story worth telling.Subscribe for more long-form interviews on psychology, self-improvement, and the habits that change your life.00:00 Rejection therapy: the most painful rejection and why it still shapes us03:20 The “mask”: why fitting in kills confidence (and how to drop it)07:27 Finance burnout: quitting with no plan when fear is smaller than staying stuck07:27 End-of-life regret: the quote that forced the identity change17:47 “Just start”: lowering friction to launch your podcast/creative project40:14 Consistency when success is invisible (this is what hard feels like)44:36 Courage defined: terrified action and the 5-second rule50:35 The 100-day rejection challenge: swimming pool story + rejection reps53:43 Live a story worth telling: commitment devices, community, and momentum01:05:55 How the TEDx talk changed his life (and why it changes slower than you expect)01:01:11 The best self-improvement questions: ideal day + “what costs am I willing to pay?”FREE Podcast Tips (2nd Channel): https://www.youtube.com/channel/UCUp5S7ZIZtjA8PMgXJMwppAPodcast blueprint (Skool): https://www.skool.com/remote-pro-podcast-blueprint-8385Gregory’s Work:Gregory’s website (coaching): https://gregoryrussellbenedikt.com/Gregory on LinkedIn: https://www.linkedin.com/in/gregoryrussellbenediktGregory on Instagram: https://www.instagram.com/gregoryrussellbenedikt/Gregory’s TEDx talk: https://www.youtube.com/watch?v=ezygvBTXeeQJacob’s Work YouTube: https://www.youtube.com/@jacobjwatsonhowland Website: https://www.jacobjwatsonhowland.com
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#61: The 100 Day Rejection Experiment That Made Me Fearless - TEDx Sensation Gregory Russell-Benedikt
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