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We sat down with Dr. Kelly Flanagan (https://substack.com/profile/12447486...) —award-winning author, licensed psychologist, and founder of The Less Triggered Tribe for a conversation that went straight to the heart of what it means to build a business that doesn’t just succeed, but transforms you in the process. Kelly’s story isn’t your typical “I had a plan and executed it” narrative. His path has been one of following breadcrumbs, listening to intuition even when it didn’t make logical sense, and learning that the moments we get most triggered are actually our greatest invitations to grow. After a partnership dissolved, COVID hit, and a bike accident left him with a broken collarbone, Kelly made a New Year’s resolution that changed everything: to notice when his heart was closing and practice opening it back up. What emerged from that practice became his life’s work: a nine-step process for navigating triggered moments that don’t create conflict, but instead lead to deeper connection. This is the work that his upcoming book, The Road Less Triggered, is built on. Show Notes [00:00] - From Academic to Practitioner Kelly’s turning point in his PhD program: “I just want to work with clients all day, every day” The realization that hit him like awareness “happening to him” rather than being calculated Why research wasn’t his path, even though it looked good on paper [04:15] - The Breadcrumb Trail of Building a Business How a 15% insurance rate cut forced Kelly to diversify his income Starting a blog with six readers—and one person who asked “what are you writing next week?” The viral moment that led to The Today Show and changed everything “Nothing I’ve planned has worked out. It’s worked out better because I didn’t stay tethered to the plan” [12:07] - The New Year’s Eve That Changed His Life Rock bottom at the end of 2020: business partnership dissolving, COVID stress, broken collarbone The Michael Singer quote that became his turning point: “Don’t let anything in life be important enough that you’re willing to close your heart over it” Making the resolution to notice his heart closing and open it back up—moment to moment The voice in the driveway that said “let it die” when he finally opened his heart to the truth about his practice [23:00] - Understanding the Difference Between Fear and Resistance Why your survival instinct is healthy and necessary (don’t step off the cliff!) How resistance masquerades as fear—and why it actually points you toward your growth Steven Pressfield’s wisdom: “The more important a call to action is to our soul’s evolution, the more resistance we will feel” The nervous system activation test: “Am I being confronted by a tiger, or did my wife just ask where the bananas are?” [27:00] - The Peaceful Pivot Process Part one: Learning to get calm and regulate your nervous system first Why trying to connect with someone else to calm yourself down has “worked zero times in human history” The powerful pause: seeing what you want to do defensively—and choosing not to do it “Open-heartedness doesn’t make you weaker, it makes you wiser” [32:00] - Pattern Problems, Not Business Problems Why most entrepreneurs don’t have dozens of different situations to solve—just one or two pain points underneath everything How triggered moments in business, relationships, and parenting are often rooted in the same core wound The liberation of discovering your pattern: “This is something I can actually affect” Moving from “everyone else is the problem” to taking personal ownership [38:00] - Building Authentic Connection Online Why consistency is king—but not in the way you think Treating your audience like relationships: “If you only showed up sporadically to your kid’s soccer game, they’d emotionally wall off” The practice of pausing for 10-15 seconds when someone subscribes to honor the reality of that human connection “Remember the one”—every person is working their ass off to make their life better and choosing to spend time with you [42:00] - The Fraud and the Imposter Why Kelly will say “I’m in imposter syndrome today” from stage—and how it instantly breaks the spell The competitive advantage of intimacy when you’re just getting started “Don’t let that be the thing that gets in. Don’t feel like you can’t start this thing till 40 people show up in the room” “We all have that. We all worry. Be the fraud. I’m a fraud. I’m an imposter. Exactly.” Key Quotes “Nothing I’ve planned has worked out. It’s worked out better because I didn’t stay sort of tethered to the plan.” - Dr. Kelly Flanagan “Don’t let anything in life be important enough that you’re willing to close your heart over it.” - Michael Singer (quote that transformed Kelly’s life) “Open-heartedness doesn’t make you weaker, it makes you wiser.” - Dr. Kelly Flanaga...