Best Of: The Why Conversation
10 of my most popular emails on how to close better deals by asking better questions.
I've sent over 3,400 daily emails to independent consultants, freelancers, and other solo professionals. A lot of them are about sales. Here are the 10 that hit the hardest on the topic of The Why Conversation, plus 2 bonus entries for good measure.
Inside, you'll learn:
- Why letting a prospect "brain dump" before asking any questions is critical (and what to say when they come up for air)
- The three categories of Why questions — and sample lines for each one
- The trick to The Why Conversation that most people miss (hint: it has nothing to do with technique)
- What to do when The Why Conversation doesn't seem to be working
- How to use The Why Conversation with cold outreach without it feeling weird
- A full-length example dialog that shows the entire process from start to finish
- Why you should still ask Why questions even when the answers seem obvious
These aren't sales scripts. They're short, opinionated emails written to real people closing real deals.
Yours,
—J