Steph Wentland,
Project Manager,
Oakmont Capital Services
Steph Wentland, Project Manager at Oakmont Capital Services, stands out as a rising leader in the next generation of equipment finance through her hands-on expertise, collaborative mindset and passion for empowering others. Starting her career as a Funding Specialist, Wentland gained experience across multiple operational areas — knowledge that now powers her strategic decision-making in systems implementation and project leadership.
Her recent work leading the internal servicing transition and contract management platform rollout at Oakmont was a career-defining moment. “I know my roots … have made me a better Project Manager,” Wentland reflects. Her deep understanding of the downstream impacts of change helped ensure the project’s success and reinforced her belief in inclusive leadership.
Wentland is a strong advocate for technology as both a challenge and an opportunity. She recognizes the promise of AI in improving efficiency and customer service, while also calling attention to the security and generational challenges that come with rapid change. Her focus on maintaining the personal touch in an increasingly digital world highlights her balanced and people-centered approach.
Beyond systems and strategy, Wentland is passionate about culture and talent development. She champions flexibility, personal growth and wellness as essential elements of a modern work environment that can attract and retain the next wave of talent.
By leading with humility, empathy and an unwavering commitment to team success, Wentland is helping to shape a more innovative, inclusive and resilient future for equipment finance.
“Technology and AI are both the biggest challenges and the biggest opportunities facing the industry today. Technology is not new, but it is ever changing and becoming more and more relevant everywhere you look.”
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