Boss Insights

I'm a entrepreneur, educator, and coach who loves to talk about business & entrepreneurship, health & wellness, and personal development. Subscribe to my newsletter.

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Written by Whitney Kippes, founder of Bid Boss Consulting and 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.


This page is home to my newsletter, a 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).


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:

  • As a coach. Book a first-time coaching session to spark clarity, find direction, and regenerate momentum in your purpose-driven work.
  • As a resource for freelancers. Join the Bosscraft Consultant Network to build authentic connections and grow alongside peers who understand the journey.
  • As a consultant. Partner directly with me or my roster of business development consultants for consulting support in strategy, proposals, and growth planning.

You don’t have to go it alone.