Jill Chalsty

Author and nonprofit founder who sailed a 107-day world cruise to evaluate retirement locations and ultimately chose to retire in Manhattan; founder and chairperson of Overcoming Obstacles and author of the memoir Packets of Hope.

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Jan 12, 2026 • 1h 3min

Retire in NYC after Cruising the World - EP 220

Jill Chalsty, an author and nonprofit founder with a passion for life skills education, takes listeners on her journey after battling cancer and losing her husband. She shares her 107-day world cruise, exploring various retirement destinations, only to discover Manhattan was her true home. Jill discusses memorable ports like Samoa and New Zealand, the emotional connections made, and the challenges of health and care on board. Her insights on New York's community and amenities offer practical advice for those seeking vibrant urban living.

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