Ep 71. Leaving the U.S. to Create Options w/ First Gen Money Coach Jenn Jamali

My client Jenn Jamali is a first-gen money coach who, like many of us, was rooted in immigrant “play-it-safe” mindset: buying a house, making six figures, saving hard. But even after checking those boxes, she still felt like something was missing.

When a Pinterest contract ended and she was eight weeks pregnant, Jen could have panicked—but she didn’t: she’d saved, invested, monetized her skills, and built financial cushions outside just a salary.

She declared her dream—to move back to her family’s motherland in Colombia, to live in alignment—before knowing how.

Months later, a mix of family loss and a crazy opportunity to live in Bogotá led her to actually do it. She and her family just moved a month ago but it was ANYTHING but easy.

She worked through first gen guilt, family not understanding, fear and unexpected losses in her family. But through it all, she never made herself wrong for her move.

She and I talk through:

• How she made intentional, easier choices that felt like raises—without earning more
• Why values-first decisions opened pathways she hadn’t expected
• The emotional truth of leaving family behind (and still staying connected)
• How she deeply reshaped her mindset—and her money—to live on her terms

It’s a story of trusting yourself, choosing freedom, and resisting the urge to wait until you have it all figured out. It’s exactly the kind of conversation I want more of in this community.