Hannah Castle is a recent recipient of the Regina 25 in the Game Changers category. She is the co-founder of My Friend Penny, an insurance startup that bridges the gap for women who need income assistance when they need time away from work for female-related health issues from pregnancy complications to surgery or treatment for fertility, PCOS and more. The company will give women the ability to take health related leaves from their jobs while receiving a 100% top up of their salary. Take a listen to our chat with Hannah below about the motivation she had to start this business!
LISTEN: Tell Me Something Good – Hannah Castle – My Friend Penny
Jul 16, 2025 | 6:59 AM








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