A Coleman Conversation: Jon Winick

September 9, 2026

Bob Coleman
Founder & Publisher

A Coleman Conversation: Jon Winick

In this week’s episode of A Coleman Conversation, Bob Coleman sits down with Jon Winick, CEO of Clark Street Capital, to discuss the loan portfolio market, commercial real estate trends, and the economic forces shaping banking heading into 2027. Jon explains why banks sell performing and non-performing loans, how institutions are using the secondary market to manage risk and their balance sheets, and what he is seeing across hospitality, office, multifamily, and industrial real estate. He also shares his outlook on the resilience of the economy, the potential impact of higher SBA loan limits, and why he believes interest rates will remain “higher for longer.”

Watch episode here

Read transcript here (Coleman Premium Members only)

Topics Covered:
✓ How Clark Street Capital buys and sells performing, stressed, and non-performing loan portfolios across multiple asset classes
✓ Why banks sell loans to generate fee income, manage balance-sheet risk, address below-market fixed-rate assets, and reduce CRE concentrations
✓ Who is buying performing loan portfolios in today’s secondary market
✓ Jon’s outlook for commercial real estate, including hospitality, office, multifamily, and industrial
✓ Why the economy and banking sector have remained resilient despite continued economic risks
✓ The potential impact of increasing SBA 7(a) and 504 loan limits to $10 million
✓ Why Jon expects interest rates to remain elevated and markets to increasingly adjust to a “higher for longer” environment