More about Leslie

Leslie Cason is the owner of Endeavor Virtual Management, a tech consulting and operations management firm for coaches and consultants. She started her business after leaving her 12-year career as an Investigator for the Department of Justice. She now lives in Florida with her three dogs, where she spends her days running her business and planning her next travel adventure.

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Leslie Cason is getting close to her “fertility expiration date”, as she calls it, but she hasn’t spent a lot of time thinking about it - until now. Our conversation explored ambivalence, grief, legacy, and restlessness towards the end of our fertile years. 

Here’s what Leslie said when she reached out to me: “I'm totally on the fence about kids and I’m in a race with my own body to figure out whether I should have them.”

Leslie is at the point in her life where she feels the clock running out, but she doesn’t want kids badly enough to have them on her own.  Still, she struggles with the idea that one day this decision won’t be hers to make. Nature will decide for her. 

My conversation with Leslie captured a really specific kind of ambivalence that I remember very well from all the years I spent as a single person. You’re just...waiting. Waiting for the right person to come along, staying open to all kinds of possibilities, not willing to close any doors until they’re closed for you. 

And let me tell you, it takes a tremendous amount of strength and vulnerability to live with the question.

This was such a vulnerable, bittersweet conversation and I’m so grateful that Leslie was willing to share her story with me.