
Episode #128
The Hard Lessons Nobody Tells You When You Leave Corporate
Leaving Uber was one of the strangest experiences of my life. One day I'm running a business line worth billions of dollars, the next I have no manager, no structure, no salary, and no idea whether I'm doing a good job. In this episode, part three of my conversation with Kassidy Warren, I get into everything that happened after I left: pitching my first consulting client on a $25k proposal I basically made up on the spot, learning to ask for what I actually want (something corporate culture trains out of you), and the existential wobble of defining success for myself for the first time. We talk about why so many founders confuse their identity with their business, and why separating "I am Bradley" from "I am the business" was the single biggest unlock in my entrepreneurial journey. I share how a mastermind group, a few minutes of intentionally feeling hard emotions, and a shift from chasing metrics to falling in love with process changed how I run Mylance day to day. We also get into how Mylance came to be, why posting daily on LinkedIn became my entire marketing engine, and why keeping your hard-won expertise to yourself is, in my view, the most selfish thing you can do. If you're building something on your own and wondering whether the chaos is normal, this one's for you. Build your founder brand with Mylance: https://mylance.co Connect with Bradley Jacobs: https://www.linkedin.com/in/bradley-r-jacobs/ 00:00 Intro to part three 00:16 Everything after Uber 01:18 Making up a $25K proposal 02:08 First entrepreneurial leap 02:52 Learning to ask for what you want 03:29 Why corporate discourages asking 04:14 Knowing your market value 04:42 Never Split the Difference tactic 05:24 Falling into consulting 06:06 Existential first months solo 07:18 Building an informal advisor board 08:06 Corporate structure vs going solo 09:10 Starting a mastermind for support 09:51 Facing the fear of shutting down 10:13 Separating self from the business 11:29 Letting yourself feel emotions 12:26 Trauma responses and burnout 13:21 Ditching fancy business models 14:19 Falling in love with process 15:07 Systems as 98% of the game 15:30 Planning nights for needle movers 17:14 Purpose over hitting numbers 18:09 Why Mylance was founded 19:06 The first client conversation 20:12 Researching the market 21:32 Sales and marketing struggles 21:49 Building trust through daily posts 22:52 Coaching program pivot 23:19 The $12,000 sale story 24:07 The power of compounding trust 25:04 Posting consistently, small audience 26:00 What a thousand followers is worth 26:42 Speak from the "I," not the "you" 27:43 Fear of being seen 29:19 Entrepreneurship as self-improvement 30:05 Keeping expertise to yourself is selfish 32:04 Content as a mirror for others 34:00 Where to find Bradley and Mylance



