Inspiring Second Acts

Accomplished women who became entrepreneurs in midlife

Hello friend,

Much has been written about women who start businesses in their 40’s and 50’s. Some say it’s the best time to become an entrepreneur, with decades of experience, a vast network of contacts and the confidence that comes with having achieved some career success. If the inspiration quotient in this week’s newsletter is any indication, there’s truth to the suggestion that women in midlife are “entrepreneurial powerhouses,” as Forbes suggests.

Meet the New Yorker via Paris who curates contemporary designers and mixes their pieces with her own label to create building blocks for the modern stylista’s uniform; keep an eye out for a master cosmetics formulator who has put her touch on luxury beauty brands for decades and has just launched her own line for women of a certain age; get in line for a box of cinnamon buns from a travel and food writer who is now watching her bun brand rocket into recognition; and have a laugh with a comedian who built an enterprise on bringing joy and laughter to those who need it most.


The owner of The Frankie Shop started her career as a journalist, working for ABC News. When she couldn’t find the elevated basics she wanted to wear, she started her own line. It’s now a $40 million business.

Cosmetics and skincare formulated specifically for women over 40? Genius! Meet the behind-the-scenes innovator who is stepping forward to bring us products formulated with mature skin in mind.

Amy Rosen is a food and travel writer, cookbook author and tv personality who started a bakeshop in downtown Toronto. Follow the trail of cinnamon to see how her entrepreneurial journey unfolded.


A true story about tragedy and loss, with humour? This former publicist writes about the suicide of her best friend, boss and mentor and she infuses the story with suspense and wit.

They say laughter is medicine. Dani Klein Modisett practices stand-up and when she hired a comic to meet with her mother who had Alzheimer’s, the laughter was more medicinal than she could have imagined.

Do you have a stellar find? Share with us at [email protected]

Did you miss last week’s newsletter? You can find it here.