You are welcome Dennis. I actually just setup my digital board members now during my lunch. I am getting great feedback on who to kick off 2026, and not get overwhelmed with all the opportunity ahead.
Loved this. I’ve basically built my whole solopreneur life on a tiny $0-salary C‑suite too, few AI advisors I pay $20/month to sit on my board and tell me the truth instead of what I want to hear. The unlock for me was exactly what you describe: stop treating AI like a faster Google, start treating it like a set of very specific brains in the room whose only job is to help you see what you’re missing before the market does. Going to steal your prompts to push them even harder on their assumptions.
Awesome! LOVE the "faster Google" reference. Did you know... there are like 2.5B Ai chats per DAY? And, MOST of them are just glorified searches... it's a shame.
Ha, that tracks and also freaks me out a bit. I keep meeting people who proudly say ‘I ran it by AI’ with zero check on whether any of it is grounded in reality. SMH.
This framing really resonates. Treating AI as a structured thinking partner rather than a replacement decision-maker feels like the right mental model, especially for solo founders who don’t have easy access to real-time pushback. The role-based prompts are practical in a way a lot of “AI productivity” advice isn’t.
What I find most interesting here is not the automation angle, but the deliberate introduction of friction. By forcing different perspectives to surface, you’re counteracting the echo chamber that naturally forms when you’re making decisions alone.
The key, as you note, is keeping the human firmly in the CEO seat. Used that way, this feels less like outsourcing judgment and more like scaffolding better thinking.
Dennis, I appreciate the practical advice here on how to leverage AI to support work.
Thank you so much my friend 🙏🏼
You are welcome Dennis. I actually just setup my digital board members now during my lunch. I am getting great feedback on who to kick off 2026, and not get overwhelmed with all the opportunity ahead.
Loved this. I’ve basically built my whole solopreneur life on a tiny $0-salary C‑suite too, few AI advisors I pay $20/month to sit on my board and tell me the truth instead of what I want to hear. The unlock for me was exactly what you describe: stop treating AI like a faster Google, start treating it like a set of very specific brains in the room whose only job is to help you see what you’re missing before the market does. Going to steal your prompts to push them even harder on their assumptions.
Awesome! LOVE the "faster Google" reference. Did you know... there are like 2.5B Ai chats per DAY? And, MOST of them are just glorified searches... it's a shame.
Ha, that tracks and also freaks me out a bit. I keep meeting people who proudly say ‘I ran it by AI’ with zero check on whether any of it is grounded in reality. SMH.
Totally! Because Ai is only using the information it's fed... which as we all know can be nonsense. LOL.
This framing really resonates. Treating AI as a structured thinking partner rather than a replacement decision-maker feels like the right mental model, especially for solo founders who don’t have easy access to real-time pushback. The role-based prompts are practical in a way a lot of “AI productivity” advice isn’t.
What I find most interesting here is not the automation angle, but the deliberate introduction of friction. By forcing different perspectives to surface, you’re counteracting the echo chamber that naturally forms when you’re making decisions alone.
The key, as you note, is keeping the human firmly in the CEO seat. Used that way, this feels less like outsourcing judgment and more like scaffolding better thinking.