How to BOSS Up and Lead With Purpose with Cheryl Powell
Tue Dec 16 2025
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Hey BOSS Lady,
Welcome back to another episode of Hey BOSS Ladies podcast.
Today, we’re joined by Cheryl Powell, CEO of Learn to Engage, a powerhouse in the learning and development space with nearly 30 years of experience helping organizations transform how they train and support their people.
Cheryl opens up about:
Her transition from full-time contractor to full-blown business ownerWhy being a mom to a special needs daughter gave her the push she needed to create her own pathThe challenges (and wins) of finding the right audience and pricing her services with confidenceHow poor leadership causes team disengagement and high turnover, and what to do about itHer mission is to help leaders truly see and support their teamsThis episode is filled with practical wisdom for anyone leading a team or building a business. If you’re navigating growth, team development, or looking to create more meaningful impact in your leadership style, this one’s for you.
Connect With Cheryl:
Website: https://learn2engage.info/
Email: info@learn2engage.info
Instagram: https://www.instagram.com/gc_learning/
Podcast: The Learning League Podcast
Promotion:
Now offering a new L&D Training Manager for Hire service with packages as low as 5 hours per week | $2000/mo. It's for organizations that cannot afford to hire for this $150,000 salaried role, but still have specific training tasks they need help with, such as retention strategy design, onboarding audits and redesign, or remote workforce process setup.
💼 Ready to grow your network, amplify your voice, and actually plan collaborations that move the needle?
Join us at the next Hey BOSS Ladies: Connection + Collaboration Hour ✨ Register here → heybossladies.com/event
Let’s build relationships that build your business. Now’s the time. Let’s BOSS UP. 🔥
Support the show
Follow Me on Instagram: @csdorsey_hello
Listen on Apple Podcast | iHeart Radio
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Send us a text Hey BOSS Lady, Welcome back to another episode of Hey BOSS Ladies podcast. Today, we’re joined by Cheryl Powell, CEO of Learn to Engage, a powerhouse in the learning and development space with nearly 30 years of experience helping organizations transform how they train and support their people. Cheryl opens up about: Her transition from full-time contractor to full-blown business ownerWhy being a mom to a special needs daughter gave her the push she needed to create her own pathThe challenges (and wins) of finding the right audience and pricing her services with confidenceHow poor leadership causes team disengagement and high turnover, and what to do about itHer mission is to help leaders truly see and support their teamsThis episode is filled with practical wisdom for anyone leading a team or building a business. If you’re navigating growth, team development, or looking to create more meaningful impact in your leadership style, this one’s for you. Connect With Cheryl: Website: https://learn2engage.info/ Email: info@learn2engage.info Instagram: https://www.instagram.com/gc_learning/ Podcast: The Learning League Podcast Promotion: Now offering a new L&D Training Manager for Hire service with packages as low as 5 hours per week | $2000/mo. It's for organizations that cannot afford to hire for this $150,000 salaried role, but still have specific training tasks they need help with, such as retention strategy design, onboarding audits and redesign, or remote workforce process setup. 💼 Ready to grow your network, amplify your voice, and actually plan collaborations that move the needle? Join us at the next Hey BOSS Ladies: Connection + Collaboration Hour ✨ Register here → heybossladies.com/event Let’s build relationships that build your business. Now’s the time. Let’s BOSS UP. 🔥 Support the show Follow Me on Instagram: @csdorsey_hello Listen on Apple Podcast | iHeart Radio