In this episode of the Elevate Podcast, we sit down with Brian Wolff, CEO of Parker Technology, for an in-depth conversation on leadership, technology, and building companies that scale.
Brian shares his career journey from banking and sales to co-founding one of the early infrastructure-as-a-service companies and eventually leading Parker Technology through a decade of rapid growth. Along the way, he offers real, practical insights on entrepreneurship, navigating career pivots, learning from failure, and what it takes to lead high-performing teams in a fast-changing tech landscape.
We dive into how Parker Technology is transforming the parking industry with cloud software, remote customer service, two-way video, and AI-driven tools that improve both customer experience and revenue for parking operators nationwide. Brian also discusses the realities of implementing AI responsibly, why humans still matter in customer service, and how technology should support—not replace—great people.
This conversation is packed with lessons for CEOs, founders, sales leaders, and anyone interested in SaaS, cloud technology, AI, and modern leadership.
Topics covered in this episode:
Brian Wolff’s leadership and career journey
From banking and sales to tech entrepreneurship
Building and scaling SaaS and cloud technology companies
The evolution of Parker Technology
How AI is enhancing—not replacing—customer service
Leadership lessons from failure and growth
Technology, culture, and long-term business success
🎧 Whether you’re a business leader, entrepreneur, or tech professional, this episode offers real-world insights you can apply immediately.
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Brian's LinkedIn: / wolffbriane
Keywords: elevate, CEO, leadership, leadership podcast, business podcast, Parker Technologies, AI, AI implementation, remote customer service technology, business growth strategy, business growth, business tips, CEO story, tech innovation, artificial intelligence
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