In this continuation of The Retirement Insiders generosity series, David Alexander interviews Tony Kalinowski and shifts the conversation from philosophy to practice. Part II explores how retirees can build a disciplined, repeatable operating system for giving, one that sustains impact year after year.

Tony shares how he uses sponsorships strategically, why he treats generosity like a structured financial process, and how he evaluates organizations using three essential filters: alignment, leadership and measurable results. He also discusses when board service makes sense, why he maintains a dedicated giving account, and how purpose-driven engagement strengthens wellbeing in retirement.

Listeners will hear Tony’s straightforward insights, including:

• How he reviews and reallocates his giving annually
• The key ratio he watches: “How much of your dollar actually goes to the person we’re trying to help?”
• Why update meetings with leaders he supports often create breakthrough opportunities
• How purposeful generosity can “invigorate” retirement and protect against isolation

Part II is a practical, systems-driven roadmap for anyone who wants to turn generosity into long-term, measurable impact.

Connect: Tony Kalinowski

View Podcast Website: Here

Podcast Producer: David Alexander