The team behind
Prosperity Wealth.
Decades of experience across finance, operations, real estate, and capital markets aligned around a single mission.
A financial architect with over a decade of executive leadership, Cheryl brings the rigor of institutional CFO practice to every capital decision at Prosperity Wealth. Her career spans complex growth, transition, and turnaround mandates across multiple industries, guiding companies through the moments that define long-term value.
As former CFO of PKG Inc., Interim CFO at Joule Case, and President of the Idaho Aerospace Alliance, Cheryl has built a reputation for translating financial complexity into decisive action. As a Partner at Fractional Executives, she leads engagements across strategic finance, marketing, and human capital, ensuring that the businesses and funds she advises are built to scale with discipline and accountability at their core.
Jim brings over 13 years of proven deal-making and relationship capital to Prosperity Wealth, with a career built on identifying opportunities others miss and building the partnerships that turn them into lasting value. As Director of Acquisitions at InvestSmart TN LLC, he has led strategic growth across a portfolio that rewards both patience and precision.
His expertise spans business development, marketing communications, and stakeholder management, skills that translate directly into sourcing quality deal flow and expanding the fund's investor network. Jim operates at the intersection of strategic vision and hands-on execution, with an unwavering commitment to integrity, community impact, and long-term outcomes for every partner involved.
John Raymond is a seasoned capital markets practitioner and the founder of Devote Consulting, where he delivers CFO services, business valuations, and acquisition advisory to growth-stage companies and private investors. With 15 years of hands-on experience across real estate, acquisitions, and financial strategy, John has structured complex deals, raised debt and equity capital, and guided businesses through the decisions that define their trajectory.
As a senior advisor with Blue Sky Business Resources and an active investor in his own right, John brings both the analytical framework of a trained CFO and the real-world instincts of an entrepreneur. At Prosperity Wealth, he applies that dual perspective to every investment decision, ensuring the fund's capital is deployed with rigor, purpose, and a clear path to return.
Few people in private markets combine the network reach and personal credibility that Chris brings to Prosperity Wealth. As founder of The Wiser Company, a national consultancy in talent management, business strategy, and executive producing, Chris has spent over 15 years at the table with professional athletes, entertainers, and high-net-worth individuals navigating the intersection of wealth, brand, and legacy.
His advisory work spans venture optimization, asset management, and brand development, making him uniquely positioned to connect elite earners with investment opportunities aligned to their financial goals. Chris does not just open doors. He builds the relationships that make institutional-quality investments accessible to a community that has historically been underserved by traditional private equity.