Rachael Holloway is an Executive Recruiter at ThinkingAhead Executive Search, specializing in placing transformative leaders within arts and music nonprofit organizations nationwide. She brings 10 years of combined experience in music education, performance, and organizational leadership, with a proven record of fostering talent, building strong teams, and driving mission-focused outcomes. Before transitioning into executive search, Rachael spent 10 years as a conductor, music educator, and program leader, directing award-winning ensembles, developing innovative curricula, and doubling program enrollment through community engagement. Rachael holds a Bachelor’s degree in Vocal Music Education from the University of Tennessee at Martin and a Master’s degree in Choral Music Education from Florida State University. She resides in Sebastian, Florida, with her husband and their two dogs, and remains an active performer and private vocal instructor. Her passion lies in ensuring that access to quality music education and mentorship continues to thrive for the next generation of musicians and leaders.