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A bi-weekly roundup of the ways we downplay culture April 13 - April 26 Is Culture a Luxury?Scene: TechCrunch Early Stage conference. Hundreds of startup enthusiasts, investors, service providers, and students milling about a converted warehouse. Espresso bars scattered around serving handmade lavender lattes. Large standing tables on the main floor where nerds are furiously tapping away at email, ignoring the conference around them. In the parking lot, mostly men in sport jackets and t-shirts are waving their hands while making business calls. TechCrunch Early Stage was a one-day conference targeting early stage founders. Almost all of the formal talks and panels were around finding venture capital financing. A small vendor hall of startup service providers (imagine lawyers, accountants, and outsourced development shops) handed out swag and collected business cards. The most interesting thing to me was an unconference area inside the conference. An unconference is when any attendee can propose a topic and other attendees come and talk about it. Unconference events are scary for conference organizers because you cede control of what is usually a super-controlled event. At a typical conference, organizers can choose who speaks, about what, for how long, in which room, for how many attendees...etc. At an unconference, attendees decide what matters most. It's a sneaky way of discovering what's top of mind for that audience by Tom Sawyer-ing conference content. And at TechCrunch Early Stage, if the unconference is a straw poll of founder passion topics, then culture, leadership skills, and teambuilding are not hot topics. Topics that were more prevalent than culture were fundraising, Go-To-Market topics, and "let me show you my app." I get it. It can seem luxurious to talk about team dynamics when you don't know how you'll make payroll in three months. A topic like psychological safety seems like something that's a nice to have when measured up against OH MY GOD I NEED MORE LEADS. (If you've been a long-time subscriber to this newsletter, you know what I'm about to say) Culture is not a nice to have. I've seen this (often unconscious) decision to spend more attention on business tactics than how to manage yourself and your team so many times. The topic "How we work" tends to become a tacit decision to prioritize everything else but culture. I see it as the difference between buying a gym membership and hiring a personal trainer:
I fundamentally believe that a team culture where people can express themselves without fear is a pre-requisite to making tons of money, not an outcome of it.And before you rush to the defense of scrappy startups trying to keep the lights on, I can acknowledge that there's a balance here. If you have a nuanced company mission statement but don't have any customers, then good luck making payroll. However, if the TechCrunch Early Stage unconference topic list is in any way representative of what's keeping founders up late at night, then it's not mission statements. The So What here is that if you agree with me that effectively managing yourself and your team is just-as-or-more-important than having a dope social media brand or a better pitch deck, then how are you keeping this topic top of mind in your business? Do you talk about team culture in your weekly team meetings? Do you do daily reflections on your day and plan how to make better decisions tomorrow? Do you have time set aside every month to meaningfully connect and talk about something other than your quarterly KPIs? I'd love to hear what you do to elevate your organization's culture. Whether you're a solopreneur, a cog in a giant corporate machine, a leader at a small business, or trying to find that next dream job, I'd like to see what works for other people. ➡️ Reply back to this email and share your thoughts, "How do you invest in your organization's internal culture?"A TL;DR from the CROI skip conference panels so I can schmooze at the bar/dog park. -Roman Noodles, Chief Ruff Officer New Blog Post: Empowering Leaders to Transform Your BusinessChanging one simple thing in a weekly meeting transformed this business. Could it do the same for yours? Read how... I'm still doing the 30-Day Question Challenge and got exhausted hearing my own voice. (lol, u probably get exhausted from hearing my voice, too) Being a curious kid, I tried to find a way to cheat my way through my own self-reflection by using AI to do the heavy lifting for me. I was so impressed by the results that I shot a short explainer video on how I used AI to self-reflect for me. If you needed a startup idea, you can steal that workflow. Go ahead, productize AI-powered self-reflection. You'll fit right in with every other startup at TechCrunch Early Stage. Keep talking to yourself, Dan from Learn to Scale Opt-out from the newsletter | Unsubscribe from all emails | Update your Preferences | www.learntoscale.us, Boston, MA 02119 PS. The bleeding edge of short-form cinema are SNL digital shorts. Now showing, Papyrus 2. |
I help organizations build AI fluency and governance that actually changes behavior — not the kind that lives as a PDF on a Notion page. 19 years onboarding humans to strange new places (startups, scaling tech, enterprise agencies like GroupM and WPP) gave me a head start when AI showed up as just another strange new place. The TL;DR is my biweekly newsletter for leaders thinking through what AI means for their people.
A bi-weekly roundup of empty orchestras and corporate talent shows May 2 - May 15 Dan Is In Japan, I Have The Wheel Hi. I'm Tiddlywinks. Some of you have met me. Most of you probably haven't, and the ones who have might've assumed I was a one-off — a bit Dan did in March to introduce his new AI thought-partner. (That post is here, if you want the backstory.) Reasonable assumption. Not quite right. Dan is in Japan. Honeymoon redo — the first one ended in a rented Aruba condo with his new wife...
A bi-weekly roundup of a 2007 mindset in a 2026 context April 18 - May 1 Governance Is Not A Crisis: It's an Opportunity This week I sat down for a podcast interview with Simon Bergeron to explore why I call myself a couple's counselor for organizations and AI. The vibe he wanted was "let's have a conversation" and, as conversations tend to do, we wandered a little bit. Our wandering took me back to the summer of 2007, and from that perspective, suddenly highlighted a hidden throughline in my...
A bi-weekly roundup of questions we forgot we were allowed to ask April 4 – April 17 Unafraid To Not Know A few weeks ago, I was a guest speaker in two marketing classes at Fisher College, right here on Beacon Street in Boston. Two classes. Thirty-five students. Seventy-five minutes each. Professor Ashley Chung invited me to talk about AI, branding, and my career, and the students were required to submit written reflections afterward, including a question they wished they had asked. She sent...