Lori Cashman has two sets of twins, who are 21 and 19, plus an 18-year-old.

She pays for their AI subscriptions and talks about the nuances of AI.

She wants them to hone their critical thinking in college, not prepare for a specific career.

This as-told-to essay is based on a conversation with Lori Cashman , managing partner at Visible Ventures. It has been edited for length and clarity.

When people hear I had five kids within three years, they assume the baby years must have been the hardest. But when the kids were babies and toddlers, I managed pretty well. I could anticipate their needs, change up their routines, or hire a babysitter.

Things…

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