🌿 About Boss Insights

Written by Whitney Kippes, founder of the Bosscraft Consultant Community, this publication grew out of more than a decade of experience helping mission-driven professionals navigate change—from the global development and social impact sectors to small business and creative entrepreneurship.

Being a boss doesn’t have to mean burnout.

Hi friends and welcome to my little corner of the world. My work blends strategy, coaching, and community to help purpose-driven individuals and organizations build sustainable, values-aligned success. Based in Baltimore and working globally, I bring decades of experience in new business development and small business coaching and capacity building—with a human-centered approach to transformation and change.

Boss Insights grew from the lessons of Bid Boss Consulting—translating the high-performance new business development firm I co-founded with Sara Jane Baublitz into a holistic space for coaching, training, and long-term partnership.


The Boss Insights substack (where you are right now) is my newsletter, community space, and podcast for consultants, freelancers, and professionals building work that feels sustainable and values-aligned.

Here’s a lot of the ground we cover:
💡 Practical insights on consulting, freelancing, and business growth
🧰 Tools and templates you can actually use
🌱 Reflections on ambition, burnout, and finding balance in uncertain times

You’ll find a mix of real talk and useful structure here—stories from the consulting trenches, strategies for staying grounded, and the occasional forray into personal narratives of my Baltimore-based home office (featuring my kitty co-worker, Myndi).

Join for free to receive essays and reflections in your inbox, and access the archives.

This is a user supported publication and we really appreciate that your support keeps it that way. Upgrade with a paid subscription for access to:

🎧 Full episodes of the Bosscraft Podcast
💬 Monthly ‘gut-check’ sessions and private members-only chat
📅 Expert led workshops and body-doubling accountability calls
💰 The Bosscraft Bulletin round-up of consulting opportunities
🧰 Our curated Consultant Toolkit ($150+ value)

Because work should feel less like survival — and more like something you can sustain.


In addition to reading this publication, here’s how you can work with me and my team at Boss Insights:

You don’t have to go it alone.

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Insights for mission-driven folks who want craft sustainable, values-aligned careers — from Baltimore-based coach & educator Whitney Kippes.

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