Monday, June 8, 2026
Startups
AI was supposed to be the great equaliser — instead it produced the most concentrated investment cycle in VC history
The decade-long diversification of global tech investment is over. In 2020, U.S.-based startups accounted for roughly 40% of global venture...
Read moreDetailsThe Expensive Mistake First-Time Employers Make (And the 7 Policies That Prevent It)
Hiring your first employee is a big step. It usually means your business is growing and you’re ready to take...
Read moreDetailsSales Planning for 2026: What Modern Sales Teams Need to Stay Competitive
A few months ago, during a coaching session, a sales leader asked me a question I’ve heard far too often:...
Read moreDetailsThe 7 Largest NYC Tech Startup Funding Rounds of March 2026 – AlleyWatch
Armed with some data from our friends at CrunchBase, I broke down the largest NYC Startup funding rounds in New...
Read moreDetailsCents Raises $140M to Build the Operating System for the $60B Laundry Industry – AlleyWatch
Vertical SaaS has reshaped how restaurants, salons, and gyms run their businesses, but one major everyday service sector has remained...
Read moreDetailsThere’s a specific exhaustion that belongs to people who spent decades being exactly what everyone needed them to be — and then one day realized they couldn’t remember what they needed
Ever look in the mirror and wonder who’s staring back at you? I spent most of my twenties doing exactly...
Read moreDetailsThere’s a specific kind of loneliness that only hits people who are very good at listening. Everyone trusts them with the heavy stuff, everyone seeks them out when things fall apart, and nobody ever thinks to ask them how they’re doing because the role was assigned so early it became invisible.
A man I mentored years ago, a young apprentice who could strip and terminate cable faster than anyone I’d seen...
Read moreDetailsPsychology says the reason walking away from disrespectful people feels like guilt instead of freedom is because you were raised in an environment where your comfort was never a valid reason to make someone else uncomfortable — and unlearning that equation is the hardest boundary work there is
Ever feel like you’re the bad guy for walking away from someone who treats you poorly? Like somehow you’re being...
Read moreDetailsPsychology suggests if you still write things down on paper instead of your phone you aren’t resisting progress — you’ve found something that works and are practicing the increasingly rare skill of not replacing it simply because something newer arrived, and that skill, applied consistently, turns out to predict a surprising number of other things about how you make decisions
I keep a physical notebook for first drafts and interview notes. I know it’s inefficient. I know there are apps...
Read moreDetailsNobody prepares you for the hardest lesson of your 50s – that some of the people you sacrificed for genuinely don’t remember what you gave up, and it’s not cruelty, it’s just the way memory works when you were never the main character in their story
My brother Eddie needed money in 2004. Not a little. A lot. His wife had left, he was behind on...
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