

My Story

No matter what I did, I was always drawn back to travel.
For years, I got stuck in a pattern of – working a job at home in Chicago until I simply couldn’t take it anymore, quitting so that I could travel, feeling more like myself than ever, falling in love with people and places around the world, returning home to find another job I would come to hate.
It took me YEARS of this before I finally started to work towards my dreams of becoming a nomad and working remotely so that I could travel the world as much as my heart desired.
And now, I travel the world full time with my partner. I’ve been to 50+ countries. I work remotely doing work I actually enjoy (for the most part). I’m still building up my dream business (including this blog!) but if my past self could see me now, she would be oh so proud.
So if you’re still trying to create a life that you love, if you dream of traveling the world and working remotely, know that it’s not that far away. And I’m here to help you bring that dream to reality!
Our Wanderer Values
The core values that drive Ali Winter Wanders, and all of my travels!
Authenticity
We believe in embracing your true self and celebrating individuality, creating a space where everyone feels accepted and empowered to be who they are. Travel has a unique power to help us be who we are.
Freedom
We strive for creating a life of freedom in everything we do. For me, freedom looks like getting to travel whenever and wherever I want, creating my own schedule, and feeling free from conventional restrictions.
Community
We foster a supportive and inclusive community of digital nomads, travelers, and dreamers, united by a shared passion for wanderlust and authentic living. Connection is one of the best parts of travel!

Get to know Ali!
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