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Read this (+ previous posts) online Read time: 3 minutes Self-sabotage kills the corporate-to-entrepreneur dream. Let’s make sure that doesn’t happen to you. The SecretSelf-sabotage is the primary reason we remain trapped in our (often self-created) cages. Leveraging my experience and 5+ years of helping clients, I've identified how self-sabotage blocks corporate professionals from building entrepreneurial freedom. Avoid these 11 dream killers:
Don't let self-sabotage kill your dream. 👉 Respond if you feel inspired: which dream killer stands out the most and why? Mind-Bender PodcastYour resume: a cage or a key? Roles, skills, and experiences can entrap us if we let them. Here, we discuss a counterintuitive shift that allows you to finally view your resume, not as a qualifier, but as a launchpad to a life of freedom, impact, and fulfillment. That’s it for today, my friend! I appreciate you. —Matt |
Trade corporate success for entrepreneurial ownership. Every Saturday, receive one essay — to help you navigate the complex shift from the default path to an authentic life powered by a premium business, with bold thinking and grounded conviction.
#028 | Read Online By Matt Doan · Dec 20, 2025 · 3-min read 2025: A Year of Reinvention Hey Reader, I wanted to share something more personal with you today — an open and honest look at my past year. I’m 41 years old, and I’m coming up on four years since I left my management consulting career at BCG — four years since I walked away from the stability, prestige, and predictability of that life to build something of my own. That decision didn’t just change my work. It reshaped my marriage, my...
#027 | Read Online By Matt Doan · Dec 13, 2025 · 3-min read The Reckoning Before the Leap You already know what needs to change. The corporate system that rewards compliance over creativity. The job that’s hollowing you out. The title that sounds impressive, but feels like a cage. The money that’s good enough to keep you stuck but not good enough to make you whole. The relationships that keep you small. The people who need you to stay exactly where you are because your transformation...
#026 | Read Online By Matt Doan · Dec 6, 2025 · 2-min read A Founder All Along In business school, they flashed image after image. Steve Jobs showing off the latest Apple device.Oprah building an empire with her voice.The PayPal Mafia in a dodgy bar. Founders. Builders. Visionaries. I took endless notes. But none of it felt like me. To me, founders lived in HBR case studies. In VC pitch decks. In Silicon Valley. They wore sneakers, raised rounds, and broke rules. Meanwhile, I was stepping...