Jake Simon: From Small-Town Iowa Roots to Country Radio Breakout Star

UNPUBLISHED

9 Lounges Team

4/14/2026

In the ever-evolving landscape of modern country music, few stories feel as authentic and compelling as Jake Simon’s. At just 27, this small-town Iowa native is carving out a name for himself with raw storytelling, heartfelt lyrics, and a journey that blends resilience with ambition. From high school sports fields to national radio airwaves, Jake Simon represents the new wave of country artists who aren’t afraid to bet on themselves.

Built To Inspire Greatness

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A Life-Changing Shift: Choosing Music Over Football

After high school, Jake attended University of Northern Iowa, where he began exploring his musical side more seriously. Forming a band, he quickly found himself immersed in a different kind of grind—late nights, live gigs, and constant songwriting.

Balancing academics with a demanding performance schedule was a challenge. Playing up to three shows a week while studying full-time pushed him to a crossroads. Ultimately, Jake made a bold decision: he ldecision to leave college andeft college to pursue music full-time. It was a risk—but one that would soon pay off.

Early Life in Central Iowa: Built on Discipline and Determination

Growing up in Central Iowa, Jake Simon lived the classic Midwest life—rooted in community, sports, and hard work. At Grinnell High School, he stood out as a multi-sport athlete, captaining both the wrestling and track teams. But football was where his heart truly belonged.

As an All-State running back, Jake seemed destined for a future on the field. However, a traumatic head injury changed everything, forcing him to reconsider his path. What could have been the end of a dream became the beginning of a new one—music.

Turn Dreams Into Tracks

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Breakthrough Moment: “I Still Think About You”

Jake Simon officially stepped into the country spotlight with his debut radio single, “I Still Think About You.” The track resonated deeply with listeners, climbing into the Top 40 on the Music Row Country Breakout chart and peaking at #26.

This wasn’t just a chart milestone—it was proof that Jake’s storytelling and emotional depth could connect on a national level. The song’s nostalgic tone and relatable lyrics struck a chord with country fans craving authenticity.

Building Momentum: Streaming Hits and Live Performances

Following his debut success, Jake kept the momentum going with streaming favorites like “Into The Storm” and “If It Was Still Summer.” These tracks showcased his versatility—balancing introspective themes with radio-ready hooks.

Beyond the studio, Jake has built a reputation as a dynamic live performer. From opening for established national acts to headlining his own shows across the country, he’s proven he can command a stage and connect with audiences of all sizes.