3/20/26
How to initiate hard conversations:
1) Schedule the conversation on your calendar
2) Lead with the punchline
– Peter Bregman
March 20, 2026
39
Author
I’m at a restaurant with my wife. It’s a nice restaurant. We’re eating dinner. I look across the room and I say, ‘You see this guy over here across the room? He has $100 million. And we’re eating the same entree… The difference in lifestyle is minuscule. The only difference between having $10 million and $50 million is an astounding $40 million dollars! – Dave Chapelle
Its easy to get loose with your finances when things are going well. A few extra memberships here, a few extra subscriptions there, who cares right? Maybe you don’t have the patience to audit yourself every month, but at least do it every few months. Membership based business are designed to set and forget. In fact many are counting on you to do just that. Be diligent. – Dad
