All Episodes

October 23, 2025 β€’ 54 mins

In this episode of Breaching the Boardroom, host David Mauro and host Ashley Sebastian engage with Kaelyn Query Caldwell, a multifaceted entrepreneur and author. They explore the realities of entrepreneurship, including the challenges of financial risks, lawsuits, and the grit required to succeed. Kaelin shares her journey of building businesses from scratch, the lessons learned from failures, and the insights from her upcoming book, 'So Worth It.' The conversation emphasizes the importance of authenticity in sharing both successes and failures in the entrepreneurial journey. In this conversation, Kaelyn Query Caldwell shares her journey through the ups and downs of entrepreneurship, emphasizing the importance of resilience, mentorship, and legal guidance. She discusses her experiences with business ownership, the challenges she faced, and the lessons learned from her bankruptcy. Caldwell encourages aspiring entrepreneurs to take their ventures seriously but also to maintain a sense of perspective and not let setbacks define them. The conversation highlights the reality of business success and failure, offering valuable insights for those looking to navigate the entrepreneurial landscape.


🌟 Who Are We?

NetGain Technologies is a leading managed IT and security service provider with over 40 years of experience helping small to mid-sized businesses succeed. πŸ’»βœ¨ Specializing in IT management, cybersecurity, and strategic consulting, we empower businesses in healthcare, finance, manufacturing, and beyond to turn technology into a competitive advantage. πŸš€

🌐 Website: www.netgainit.com
πŸ’Ό LinkedIn: NetGain Technologies
πŸ“… Meet with Us: Schedule a Meeting

Meet Your Hosts

Mark as Played

Advertise With Us

Popular Podcasts

Stuff You Should Know
On Purpose with Jay Shetty

On Purpose with Jay Shetty

I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted β€” click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

The Joe Rogan Experience

The Joe Rogan Experience

The official podcast of comedian Joe Rogan.

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

Β© 2026 iHeartMedia, Inc.