Weekend Briefing No. 614 - by Kyle Westaway

My wife sent me this song - The Older I Get - on Thursday. It’s clear and powerful. Give it a listen, then take a second to read my reflection below. The Older That I Get Bryan Andrews’ “The Older That I Get” cuts straight to something most of us hide: “They say you’ll get it when you’re older. But I just understand it less.” We grew up believing that age would bring wisdom, clarity, and the leverage to fix broken systems. Instead, most of us just watch the world get colder. I spent my twenties drunk on possibility. I really believed that my peers and I in the social enterprise movement were going to be the generation that change the world through some blend of innovation and justice. That was beautiful. It was also incomplete. Now I understand something I couldn’t have known then: the brokenness isn’t a bug to be fixed. It’s architectural. Systems designed by broken people to serve broken incentives. Andrews sees this too. Politicians lining pockets. Cancer still uncured despite resou

My wife sent me this song - The Older I Get - on Thursday. It’s clear and powerful. Give it a listen, then take a second to read my reflection below. The Older That I Get Bryan Andrews’ “The Older That I Get” cuts straight to something most of us hide: “They say you’ll get it when you’re older. But I just understand it less.” We grew up believing that age would bring wisdom, clarity, and the leverage to fix broken systems. Instead, most of us just watch the world get colder. I spent my twenties drunk on possibility. I really believed that my peers and I in the social enterprise movement were g