Michael Calabrese

Sales Enablement Manager at Second Nature

Michael Calabrese is an experienced sales and business professional with a strong background in sales enablement, account management, and entrepreneurship. Currently serving as Sales Enablement Manager and National Account Manager at Second Nature, Michael manages a portfolio of major clients in the housing industry, strategizing to drive revenue and implementation efficiencies. As a small business owner of Black Hills Vinyl, Michael transformed a niche record store into an iconic brand while fostering community engagement and job creation. Previous roles include Senior Solutions & Field Enablement Engineer and Enterprise Sales Representative at Property Meld, where Michael excelled in sales processes, training, and stabilizing post-sales operations. Michael's early career included senior property management roles and supervisory positions in food and beverage, enriching a diverse skill set in customer relations, operational strategies, and team leadership. Michael holds a BS in Marketing from the University of Pittsburgh.

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