Archive | The Dumb Monkey Newsletter

My Wife’s AI Paid Off. Mine Didn’t.

My Wife’s AI Paid Off. Mine Didn’t.

Nov 5, 2026

More Tools Won’t Fix This

More Tools Won’t Fix This

Oct 29, 2026

Medicare Couldn't Tell. Can You?

Medicare Couldn't Tell. Can You?

Oct 15, 2026

Your Data Isn’t Messy, It’s Just On Paper

Your Data Isn’t Messy, It’s Just On Paper

Oct 1, 2026

The Quote That Takes Three Days Is Costing You The Job

The Quote That Takes Three Days Is Costing You The Job

Sep 11, 2026

Marketing Doesn't Know What Sales Know

Marketing Doesn't Know What Sales Know

Sep 3, 2026

Three Automations, Thirty Dollars, Thirty Minutes

Three Automations, Thirty Dollars, Thirty Minutes

Aug 27, 2026

The Thing That Gets AI Bought Is Not The Same Thing That Makes It Valuable

The Thing That Gets AI Bought Is Not The Same Thing That Makes It Valuable

Aug 20, 2026

You Are The Bottleneck Now

You Are The Bottleneck Now

Aug 13, 2026

Your $30 AI Subscription Costs Them $100

Your $30 AI Subscription Costs Them $100

Aug 6, 2026

What I'm Telling A Room Full Of Business Owners On Monday

What I'm Telling A Room Full Of Business Owners On Monday

Jul 30, 2026

Claude Isn't Killing Anyone, You're Just Not Paying Attention

Claude Isn't Killing Anyone, You're Just Not Paying Attention

Jul 23, 2026