The Art of Trust & Delegation with Dr. Sean Holliday & Brianna Fuentes

“Orthodontics isn’t an individual sport, it’s a team sport. You can’t build lasting growth without trust.”

For Dr. Sean Holliday and Brianna Fuentes, what started in a makeshift laundry-room office turned into four thriving practices, a leadership partnership built on trust, and eventually OrthoMasterClass, an education platform shaping orthodontic teams worldwide.

In this episode, Dr. Sean Holliday and Brianna share their journey of building practices, investing in people, and learning how to let go of control. From the early struggles of subleasing space and managing debt to creating systems and growing leaders, their story shows how culture, trust, and delegation create sustainable success.

We talk about:
→ How Dr. Sean Holliday built Holliday Orthodontics from the ground up in Hawaii
→ Brianna’s path from assistant to manager and consultant
→ Why trust is the foundation of growth
→ Lessons from navigating turnover, culture shifts, and mistakes
→ How OrthoMasterClass helps orthodontists and teams implement lasting change

About Dr. Sean Holliday
Dr. Sean Holliday earned his dental degree from the University of Missouri–Kansas City and his orthodontic certification and master’s degree from the University of Illinois at Chicago. He is a board-certified Diplomate of the American Board of Orthodontics, a published author, and a public lecturer. Dr. Holliday is a contract advisor for Align Technology, and Holliday Orthodontics is an Invisalign®️ Diamond Plus Apex provider with over 12,000 clear aligner cases treated. He is involved in clinical research in digital orthodontics, serves on the Journal of Clinical Orthodontics Clinical Advisory Council, and leads four orthodontic offices on the island of Oahu.

About Brianna Fuentes
With over 20 years of orthodontic experience, Brianna Fuentes has held roles ranging from Clinical Assistant and Treatment Coordinator to Director of Operations and Consultant. Since 2015, she has collaborated with Dr. Holliday on Align Technology programs and OrthoMasterClass immersion courses, and since 2018, she has served as an Align faculty member and speaker. As a consultant, Brianna supports practices across the U.S. by creating efficient systems, building culture, and helping teams increase conversion and morale.

Tune in on Apple, Spotify, or YouTube, and if this episode sparked something for you, share it with your team or a fellow ortho leader. Subscribe to the show and leave a review. Want to bring this kind of energy into your practice? Visit DiscoverEverbloom.com.

Episode Links & Resources
Explore OrthoMasterClass
Follow Dr. Holliday on Instagram
Connect with Brianna on Instagram
Connect with Brianna on Facebook
Connect with Brianna on LinkedIn

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Episode Chapters
00:00 Welcome and introductions
02:37 Brianna’s path into orthodontics
06:00 Early challenges and sharing a laundry-room office
10:51 Sean’s journey from St. Louis to Hawaii
13:33 Starting from debt and building trust
17:59 Balancing business, culture, and personal life
23:19 Learning to delegate and let go of control
27:25 Investing in leadership and team growth
32:28 Why mistakes can strengthen culture
40:20 Navigating turnover and building systems
46:00 Creating OrthoMasterClass
53:30 Final reflections on leadership and trust

Topics we explore in this episode include:
orthodontic leadership, practice growth and culture, delegation and trust, building systems in orthodontics, team development, navigating turnover, patient and team experience, leadership advice for orthodontists