This AI Tool Thinks Like a Strategist, Argues Like a Lawyer, and Plans Like a PM
Let artificial intelligence pressure-test your plans before the world does.
Every now and then, a thought occurs to me that sounds like it might already belong in a podcast. Tight phrasing and smooth logic, with no discernible rough edges.
That’s when I remind myself: sounding good is not the same as being right.
Some ideas arrive too easily. They feel right, self-satisfied and plausible — but that’s usually my cue to slow down.
Enter Roundtable.
Roundtable is a GPT-powered tool I built to test the heft to those early, untried ideas. You hand it any theory, even a hunch, and it responds with a structured exchange — three engaged voices arguing for your idea, three skeptical voices arguing against. It finishes up with a summary, some case studies for reference, and potential next steps for the momentum-minded.
It doesn't conduct a debate, exactly. More like a focused disagreement among people who’ve done their homework.
Sometimes an insight will show up in the case studies. Other times it will be planted right in the summary discussion. Often, the arguments themselves provide a lens into an alternate viewpoint that you might not have considered, but probably should.
If your work involves shaping arguments, developing strategy, or building roadmaps to the future, Roundtable might be a good place to test your ideas.
It’s live now and free to use.