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Coaching for investors who want a repeatable, unemotional system for growing dividend income year after year — without chasing headlines or timing the market.
Josh Calloway is an American stock trader, market strategist, investor, and financial educator based in Green Bay, Wisconsin, with over 36 years of experience in stock trading, investment, and market analysis.
He founded the Dividend Growth & Investing Club to help everyday investors build long-term wealth through dividend investing, passive income, and informed decision-making — grounded in discipline, not speculation.
Josh Calloway is an American stock trader, market strategist, investor, and financial educator based in Green Bay, Wisconsin, United States. He has over 36 years of experience in stock trading, investment, and market analysis, making him a respected figure in the financial services industry.
Josh is the founder and administrator of the Dividend Growth & Investing Club, an investment community established to guide investors. The group focuses on helping individuals achieve financial freedom by building long-term wealth through dividend investing, passive income strategies, and informed investment decisions. Under his leadership, the community promotes financial education, entrepreneurship, and smart investing while encouraging respectful discussions and knowledge sharing among members.
As a market strategist, Josh is committed to teaching investors how to make informed financial decisions and create sustainable wealth. His mission is to empower people with the knowledge and confidence needed to take control of their financial future and pursue long-term financial independence.
Through his educational content, leadership of the Dividend Growth & Investing Club, and years of practical market experience, Josh Calloway continues to inspire aspiring investors and entrepreneurs to build wealth through discipline, patience, and strategic investing.
Start with the DGI System — the rules for identifying true dividend growers and avoiding yield traps.
Apply a clear, repeatable process for entering and adding to positions without second-guessing every move.
Use the quarterly review system to track income growth, reinvest with intention, and stay on course.
I finally stopped checking my portfolio every day. The system tells me what to do — I don't have to guess.
My dividend income has grown every single quarter since I joined. That consistency changed how I think about retirement.
This isn't a stock-picking service. It's a way of thinking about money that I now use for every decision.
The Compounding Investor lays out the exact framework used inside the Club: how to select dividend growers, when to add to a position, and how to build an income stream that rises whether the market goes up or down.
No. The Club teaches a repeatable framework so you can make your own decisions with confidence, rather than following alerts.
No. The DGI System is built to work whether you're starting with a few thousand dollars or rebuilding a larger portfolio.
You get direct access to the framework, quarterly review tools, and a community of members applying the same system.
Join the Dividend Growth & Investing Club and get the framework, the community, and the coaching to back it up.
Join the Club