

Welcome to Windward Ventures: Pioneering Utility Technology Energy Investments for a Sustainable Future
Brett Olson is the Founder & Managing Director of Windward Ventures, a firm based in Nebraska, USA, specializing in strategic advisory services for electric utilities, IOUs, private equity firms, and institutional investors. His expertise lies in sourcing off-market transactions across the energy, engineering, technology, and software sectors, identifying opportunities for growth and transformation. Brett is a leader in full-cycle deal execution, overseeing every phase from sourcing to closing, including due diligence, financial analysis, negotiation, and contract management for companies with revenues ranging from $10 million to $500 million.
Windward Ventures provides insights on market trends, M&A strategies, capital investment, and operational efficiencies to clients in the energy and utility industries. Brett’s commitment to strategy development and leadership is evident in his ability to align organizational goals with actionable plans that drive success. He leverages his extensive industry experience and network to help clients navigate complex challenges and identify innovative solutions.
Prior to founding Windward Ventures, Brett Olson built an impressive career in the utility industry. As the current Director of Information and Operations Technology at Cornhusker Public Power District in Columbus, NE, he oversaw key departments such as AMI, GIS, IT, and SCADA. He worked closely with engineering and department heads to optimize operational processes, ensure reliable electricity delivery, and integrate technology-driven solutions. Brett also collaborated on financial management, budgeting, and rate design, demonstrating his expertise in financial and operational strategy.
Brett’s contributions to the energy sector include serving as a Research Designer for the Department of Energy’s (DOE) National Energy Technology Laboratory (NETL) and leading the development of innovative control systems and smart grid technologies. He was the Lead Customer Designer and Developer for the first Landis+Gyr Distribution Automation RF Device for Smart Irrigation Load Management and Control, published in 2016. Additionally, Brett created Nebraska’s first IT/Cyber and Strategic Planning Community, uniting 28 Wholesale Public Power Districts.
His work in creating cutting-edge solutions earned him the 2024 Central Community College Outstanding Alumni Award and a Certificate of Utility Recognition from U.S. Representative Michael J. Flood.
Brett holds an MBA with a specialization in Finance Management, a Master’s in Computer Information Systems Management (focused on Cybersecurity, Computer Science, and Mathematics), and an Engineering degree in Electrical Systems Technology. He is currently pursuing a Doctorate in Business Administration (DBA) with a focus on Information Assurance and Business Logistics.
Brett’s deep expertise in leadership focus planning allows him to foster collaborative environments and develop high-performing teams. He emphasizes strategic decision-making, robust financial analysis, and meticulous planning to deliver measurable results. His vast network across the energy and financial sectors includes relationships with private equity firms, investment banks, and M&A advisors, enabling him to provide clients with unparalleled access to market opportunities.
Dedicated to empowering organizations, Brett blends visionary thinking with tactical execution. His approach combines a profound understanding of market dynamics, industry challenges, and strategic foresight to help clients achieve long-term growth and success.
Brett’s passion for leadership, strategy, and community remains at the core of his work at Windward Ventures, making him a trusted partner for organizations aiming to excel in competitive markets.
