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Alex Boylan’s extraordinary journey proves that the most meaningful success comes not from following conventional paths, but from embracing the uncomfortable and saying yes to the unexpected.

From selling 2,000 Advent calendars door-to-door to fund a life-changing exchange year in Brazil, to winning The Amazing Race and traveling around the world without spending a dollar, to creating The College Tour—a groundbreaking series that has transformed college search for millions of students—Boylan’s story is a masterclass in turning obstacles into opportunities.

"At a community college, we see students from every walk of life chasing their dreams.

The Miles That Make You is such a powerful guide to resilience and opportunity that we’re working to embed it into our curriculum.”

Betsy Henning - High School Librarian

How rejection can redirect you toward your authentic path

Why being genuinely likable is your greatest professional asset

The power of embracing discomfort as the price of growth

How to build meaningful relationships that open unexpected doors

Why staying humble is the key to lasting success

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Whether you’re a high school student eager to stand out, a college student determined to land your dream job, a recent graduate searching for direction, a professional feeling stuck in the wrong role, or simply someone ready to write your own story instead of living someone else’s, The Miles That Make You is your roadmap to building a career—and a life—filled with purpose and excitement.

Alex Boylan is an Emmy-nominated television producer, creator, and host. His work has been distributed in over 100 countries. As the creator of The College Tour, he has helped millions of students discover which school is right for them. He lives in Los Angeles with his wife and son.

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