Why You're Getting Bad Results From AI (And How to Fix It)

How to mastermind with AI: I stopped asking Claude for plans, told it to be my critic, and it found the real problem. Most people use AI for a quick question or dump one huge problem on it, with nothing in between. In this video I walk through the setup I've used in probably hundreds of masterminding sessions. I say "mastermind", not planning. I give it every constraint I have and tell it to be a critic. I tell it this is high-IQ thinking, not low-hanging fruit, and I run it on a high-reasoning model. Then I show you what came back when I asked how to fully use my Riverside upgrade: a 14-page playbook I printed out and marked up, ideas I hadn't thought of, and one line that changed how I spent the rest of the day. Life OS App: https://iCharles.com   / botensten     / botensten   https://botensten.com TIMESTAMPS 00:00 The gap between quick questions and huge problems 00:32 Treat money, body and relationships as systems 01:26 The setup: enter mastermind, not planning 01:56 Give it every constraint (my triathlon example) 02:22 The Riverside prompt I used 03:40 How to get better at asking questions 04:10 Ask how it applies to you, not for someone's playbook 06:06 Tell it this is high-IQ thinking 06:35 Why I ran it on a high-reasoning model 07:04 The one idea that made the session worth it 08:02 Why 14 pages beat 50 09:31 The line that changed my day 10:58 The most important part: make it push back 12:52 Print the playbook and take it offline 13:48 Why I'm building a life operating system Charles is a Manhattan real estate agent since 2009, broker owner since 2014, founder of Life OS app, and triathlete connecting faith, AI, discipline, and entrepreneurship to build a life of purpose. New videos regularly — subscribe to follow the journey.