Since the early 2000s, business strategist and leadership expert TJ Jiwan has worked alongside entrepreneurs, executives, and growth-minded teams to help them scale effectively, lead intentionally, and navigate complex transitions. With more than two decades of business-building experience, TJ is known for his ability to transform vision into execution and guide individuals and companies through meaningful growth.
Clients and colleagues value TJ for his clarity, strategic insight, and hands-on approach to leadership development. Whether launching new ventures, advising on franchise operations, or mentoring emerging leaders, TJ brings a combination of operational discipline and personal mentorship to every engagement.
TJ’s background includes founding multiple companies across sectors including education, wellness, and automotive services. He is currently the CEO of Trail Family of Businesses, where he oversees investments in Primrose Schools, Massage Envy clinics, and Trail Hand Wash. Prior to that, he held senior leadership roles in the financial services industry with MassMutual and New York Life.
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