James Calloway did not set out to be a television commentator. He set out to help families make better financial decisions — and spent nearly three decades doing exactly that.
He opened Calloway Wealth Management in 2001 and has been building it since. The practice serves clients across the Midwest: retirement planning, investment management, estate strategy. Real money, real stakes, real decisions made every day.
The television came later. A producer needed someone who could explain a Fed rate decision in two minutes of live television. James did it in ninety seconds and still had time for the follow-up question. They kept calling back.
What producers call for is simple: James answers the question every viewer is actually asking. Not "what happened to the market" — but "what does this mean for my retirement account."
He does it without jargon, without panic, and with the credibility of someone who is actively managing portfolios through the same market conditions he is explaining on air.
Chicago-based wealth management. Financial planning, investment management, and retirement strategy for clients across the Midwest.
High-net-worth clients, portfolio management, institutional relationships.
Certified Financial Planner and Chartered Financial Consultant designations.