Michael Asseff

Managing Director

Michael Asseff joined ClearThink Capital as Managing Director in June 2025. Michael is a transformative executive with over two decades of experience at the intersection of finance, technology, and marketing. As the founder and long-time CEO of one of the nation’s top structured settlement originators, Michael guided the company from inception to national prominence, generating more than $200 million in gross revenue and financing over $1.6 billion in annuity payments.

Renowned for his innovative approach to capital markets, Michael has structured landmark securitizations, secured $600M+ in financing from leading institutions, and maintained an A-rated performance record with industry-low capital costs. His leadership spans high-volume deal origination, technology-driven operational excellence, and award-winning marketing campaigns that delivered exceptional ROI.

Michael’s expertise includes corporate finance, financial modeling, private equity, and integrated marketing strategy. His ability to merge cutting-edge technology with rigorous financial discipline has consistently driven growth, optimized operations, and enhanced enterprise value.

In addition to his professional achievements, Michael has been recognized for his community and philanthropic contributions, including job creation, local economic development, and charitable fundraising. He continues to serve on multiple boards and bring his strategic insight to help companies structure transactions, access capital, and achieve sustainable success.