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Chapter · 20 of 24
J. Robert Santana, CEO, Wellness Benefit Group

Robert Santana.

CEO & Founder, The Wellness Benefit Group · Creator, TLC Membership Benefits Program

Long-time entrepreneur. Seasoned corporate trainer. Creator of an employee “Appreciation Benefit” that treats benefits as a signal of trust — not a checkbox.

Robert Santana spotted a quiet gap in the employee benefits market and built something real around it. As CEO and Founder of The Wellness Benefit Group (TWBG), he created the Travel, Lifestyle, and Comfort (TLC) Membership Benefits Program, an innovative “Appreciation Benefit” that gives employers a way to offer their people wholesale, member-only travel, leisure, and lifestyle access. Rather than chasing the next trendy perk, TWBG focuses on benefits that actually reduce employee stress, increase retention, and strengthen culture, without adding significant cost. The program works for full-time W-2 employees, part-time staff, or 1099 consultants, making it adaptable across industries.

Beyond TWBG, Robert is a long-time entrepreneur who leads Virtual Online Tax and Services LLC, where he has specialized in tax preparation and business services since 2008. He is also a certified consultant for the Affirmative Defense Response System (ADRS), helping small businesses and corporations stay compliant with employment requirements. Robert’s professional background as a seasoned corporate trainer shows in how he works with HR leaders and benefits brokers — he does not hand over a platform and walk away. His passion sits at the intersection of wellbeing, cost-smart benefits, and trust-based leadership, and his month-to-month, no-long-term-contract approach reflects exactly how he does business.

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