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The Art of Reinvention

How Jim Ryan Built OutPLEX

Introduction

Nostalgia is delicate. But potent.

Jim Ryan remembers the dinner conversations of his youth - his father, a 42-year veteran of the Waldorf-Astoria, sharing stories of presidents, popes, and possibilities. Those conversations weren’t just about who came to the hotel that day. They were about understanding that every person, regardless of their station, has a story worth hearing.

Key Narratives

The Pivot That Changed Everything

In 2000, ATT handed Jim Ryan what they thought was a career ending notice. What they really handed him was an opportunity to build something new. Like a masterful chess player, he saw potential where others saw problems.

The Human Touch in a Digital Age

They say technology is cold. Impersonal. But at OutPLEX, Jim proved otherwise. In 2018, when his team helped pioneer AI chatbots with Lowe’s, they weren’t replacing human connection - they were enhancing it. Because in the end, people don’t want to talk to machines. They want to feel understood.

The Mentor’s Circle

Success becomes meaningful when shared. Through the Venture Mentoring Team, Jim created more than a network - he built a community. Because true impact isn’t in what you keep. It’s in what you give away.

The South Florida Technology Scene

Some see South Florida as just a vacation destination. Jim sees it as a growing technology hub. Through Glades Capital, he’s not just investing in companies - he’s investing in the region’s future as a technology center.

Conclusion

Change is neither good nor bad. It simply is.

Jim Ryan’s story reminds us that success isn’t about the circumstances you’re given. It’s about what you create from them. In a world obsessed with disruption, he chose to build. In an age of automation, he chose to enhance human connection. In a culture of taking, he chose to give back.

This isn’t just business. This is innovation with purpose, reimagined for a new era.


Discover more transformative entrepreneurial journeys on Locality’s Making Bank Podcast.

 

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