Archive - Boss Insights

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

March 2026

Stop Trying to "Fix" Burnout with a Vacation

There is a specific kind of dread that sets in on the Sunday night after a week off.

Mar 31 • Whitney Kippes | Boss Insights

The Bosscraft Bulletin: March 27

A round-up of fractional positions, consulting opportunities, and the jobs we just can't pass up for global development bosses.

Mar 27 • Whitney Kippes | Boss Insights

Preparing the Soil

Why we shouldn't be planting seeds in a messy garden.

Mar 24 • Whitney Kippes | Boss Insights

Cards & Conversation: King of Wands

Finding confidence in yourself as a leader.

Mar 23 • Whitney Kippes | Boss Insights

Making space for more "coworkers"

Clarifying the space between this newsletter and our Bosscraft Community.

Mar 22 • Whitney Kippes | Boss Insights

Bosscraft Episode 6: Saying No When It’s Scary

Listen now | A story about a year of scarcity and the horrors it wrought on our brains.

Mar 20 • Whitney Kippes | Boss Insights

12:48

You Don't Need Salesforce to Succeed

Sure, a structured CRM was a necessity at your last organization. But now? Simple wins every time.

Mar 17 • Whitney Kippes | Boss Insights

The Bosscraft Bulletin: March 13, 2026

A round-up of fractional positions, consulting opportunities, and the jobs we just can't pass up for global development bosses.

Mar 13 • Whitney Kippes | Boss Insights

Trimming Back to Make Space for New Growth

How do we relearn how to say "no" after a year of uncertainty?

Mar 10 • Whitney Kippes | Boss Insights

Cards & Conversation: The 10 of Pentacles (Reversed)

Unravelling self-worth from net worth when "success" starts to feel like it is keeping you trapped.

Mar 9 • Whitney Kippes | Boss Insights

#nojs-banner { position: fixed; bottom: 0; left: 0; padding: 16px 16px 16px 32px; width: 100%; box-sizing: border-box; background: red; color: white; font-family: -apple-system, "Segoe UI", Roboto, Helvetica, Arial, sans-serif, "Apple Color Emoji", "Segoe UI Emoji", "Segoe UI Symbol"; font-size: 13px; line-height: 13px; } #nojs-banner a { color: inherit; text-decoration: underline; } This site requires JavaScript to run correctly. Please turn on JavaScript or unblock scripts