🌿 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:
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. Visit this one stop shop for resources, events, and courses to cultivate the skills, systems, and confidence your new (or pivoting) business needs to thrive.
As a consultant. Partner directly with me for consulting support in strategy, proposals, and growth planning. Engage our consultant team through fractional business development support that fuels lasting change.
You don’t have to go it alone.



