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Modeling Rest from a Leadership Position
There is a disconnect happening in almost every organization right now.
Jun 2
•
Whitney Kippes | Boss Insights
May 2026
Last Chance: Join the 9-week Sales Accountability Group
The Cultivated Practice kicks off on Monday June 1st at 1pm EST. Don't miss the boat!
May 28
•
Whitney Kippes | Boss Insights
Stop Pitching. Start Diagnosing: Why Sales is Just a Conversation
If you understand how to conduct a needs assessment, you understand how to start a sales conversation.
May 26
•
Whitney Kippes | Boss Insights
Five Ideas to Strengthen Your Freelance Pipeline This Week
Because everyone needs a little inspiration from time to time.
May 20
•
Whitney Kippes | Boss Insights
Building Your Trellis
A detailed walkthrough of the June 2026 Cultivated Pipeline cohort.
May 8
•
Whitney Kippes | Boss Insights
The Isolation of the Hustle
The hidden cost of solo business development and the power of peer accountability.
May 5
•
Whitney Kippes | Boss Insights
April 2026
An Interrogation of the Quiet Morning
What happens when the alarm goes off, but your brain has been churning for hours. Or, why being your best boss also means sometimes being your worst…
Apr 28
•
Whitney Kippes | Boss Insights
Cards & Conversation: Four of Wands (Reversed)
Finding stability within when the external celebration is on hold.
Apr 27
•
Whitney Kippes | Boss Insights
7 Missteps That Stall Your New Consulting Practice (And How to Fix Them)
Because "doing the work" isn't the same as running a practice.
Apr 22
•
Whitney Kippes | Boss Insights
1
Cards & Conversation: Five of Pentacles
Taking stock of your losses to discover the bounty you maintain.
Apr 13
•
Whitney Kippes | Boss Insights
1
Is it better to make decisions based on numbers or feelings?
My answer might surprise you!
Apr 7
•
Whitney Kippes | Boss Insights
Bosscraft Episode 7: Trimming Back to Make Space
A story about a year of scarcity and the horrors it wrought on our brains.
Apr 3
•
Whitney Kippes | Boss Insights
8:42
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