💡 What Doesn't Exist Yet?
about 13 hours ago • 3 min readYou’re reading The Messy Middle: weekly deep dives on leadership, startups, identity, politics, and how to make high stakes decisions that are intentional and in-line with your values. 💸 Who Gets To Decide What’s Worth Existing? I was on a panel a few weeks ago called Capital As Activism, and one of the questions broke my brain: If government funding is fragile and traditional markets keep failing the people who need them most, how do we actually move from passive resistance to real economic...
READ POST🫣 2 AM Scaries
8 days ago • 4 min readYou’re reading The Messy Middle: weekly deep dives on leadership, startups, identity, politics, and how to make high stakes decisions that are intentional and in-line with your values. ⚡ The Jolt The other day I jolted awake at 2 am and couldn't fall back to sleep. My mind was racing with open loops and irrational fears: what if I don't close the client tomorrow? Why didn't I negotiate this differently? Did I respond to that email? My credit card payment is due and I still need to get paid...
READ POST💰 What Makes Someone Say Yes?
15 days ago • 5 min readYou’re reading The Messy Middle: weekly deep dives on leadership, startups, identity, politics, and how to make high stakes decisions that are intentional and in-line with your values. 💸 How Do You Get Capital Behind A Big Idea? Earlier today, I spoke on a panel: Capital As Activism, and while preparing for it, I found myself thinking about how much of my career has involved making the case for things traditional markets don't always know how to value. Before I became an entrepreneur, I spent...
READ POST🎧 Stories Change How People Hear You
22 days ago • 4 min readYou’re reading The Messy Middle: weekly deep dives on leadership, startups, identity, politics, and how to make high stakes decisions that are intentional and in-line with your values. 🧠 The Best CEO I Ever Worked For The best CEO I've ever worked for started every Monday morning company meeting with a personal story. Of course, he would share a company update and KPI recap after, but he'd always anchor the time together on a story, sometimes from his personal life, sometimes from his career....
READ POST🌀 Kinda Chic...To Do Everything At Once?!
29 days ago • 5 min readYou’re reading The Messy Middle: weekly deep dives on leadership, startups, identity, politics, and how to make high stakes decisions that are intentional and in-line with your values. 🧠 What Summer Slump?! In my business, August has historically been a bit of a slow month for me. To be fair, last year I was getting married in August (!!!), and the year before that was year one. Nonetheless, I'm absolutely surprised by how busy this month has been! I've had my hands in a bunch of different...
READ POST👀 How Did Grassroots Leaders Like El-Sayed & Mamdani Beat $60M Campaigns?
about 1 month ago • 4 min readYou’re reading The Messy Middle: weekly deep dives on leadership, startups, identity, politics, and how to make high stakes decisions that are intentional and in-line with your values. 🟥 Even Worse Than Communism We had the Kornacki Cam on in our living room for about 7 hours straight last night. We kept telling ourselves they'll call it any second...but it was almost midnight PST when AP News finally called the historic win: Abdul El-Sayed won the senate primary for Michigan last night by 1...
READ POST🛠️ A Lot Of Hard Work, But Good Work To Do
about 1 month ago • 3 min readYou’re reading The Messy Middle: weekly deep dives on leadership, startups, identity, politics, and how to make high stakes decisions that are intentional and in-line with your values. 🎯 The Wrong Constraint This weekend, I facilitated an entrepreneurial workshop on digital channel strategy. In the session's pre-work, I asked everyone one simple question: Where do you think your biggest opportunity for growth is right now? Almost every founder gave some version of the same answer: "I need to...
READ POST💰The $1M Job Title Nobody Saw Coming
about 2 months ago • 4 min readYou’re reading The Messy Middle: weekly deep dives on leadership, startups, identity, politics, and how to make high stakes decisions that are intentional and in-line with your values. 🎙️ The Gap In Perception I recently had two discovery calls that I haven't been able to stop thinking about. On one call, the prospect named a five-figure budget before I'd even finished my pitch. She'd attended one of my workshops months earlier, understood the value of the work, and knew exactly what she...
READ POST🧊 We're Running Out Of Ice, Literally
about 2 months ago • 5 min readYou’re reading The Messy Middle: weekly deep dives on leadership, startups, identity, politics, and how to make high stakes decisions that are intentional and in-line with your values. 📖 The Stories We Inherit Last week I went to Alaska with my whole family (I know!!! Yes, it was a once-in-a-lifetime-incredible-experience!) One of the most magical stops was in Glacier Bay, where you get these magnificent views of a glacier nestled between mountain ranges so beautiful they look fake. I felt...
READ POST