Matt Roby serves as Vice President and Financial Advisor at Hi-Line Capital Management, where he advises private and institutional clients on investment strategy, risk management, and long-term financial stewardship. With a background spanning law, public service, and finance, Matt brings a disciplined, governance-focused perspective to portfolio oversight and strategic decision-making. He works closely with hospitals, foundations, independent RIAs, and private clients who value thoughtful analysis and fiduciary alignment.
Matt joined Hi-Line in 2022 following nearly five years as the Watertown City Attorney, where he advised municipal leadership on complex legal, financial, and regulatory matters. His career also includes private law practice, experience in the insurance industry, and service with the South Dakota Attorney General’s Office. Across each role, he developed a reputation for careful judgment, analytical rigor, and steady leadership under pressure.
At Hi-Line Capital, Matt supports portfolio management across the firm’s proprietary investment strategies and contributes to ongoing asset allocation, risk assessment, and implementation decisions. He is actively involved in client-facing strategy discussions and participates in internal investment deliberations that shape long-term positioning. In addition, he serves as the firm’s Chief Compliance Officer, helping ensure regulatory integrity, disciplined processes, and consistent governance standards across the organization. His work frequently intersects with the firm’s Fiduciary Advisory Leadership services, where governance structure and oversight are as critical as investment performance.
Matt’s investment philosophy is grounded in long-term thinking and structural discipline. He believes that sound governance, clear policy frameworks, and thoughtful risk management are foundational to sustainable outcomes. Rather than reacting to short-term volatility, he emphasizes process consistency, liquidity awareness, and the power of compounding over time. His legal training reinforces a careful evaluation of downside risk while maintaining alignment with each client’s broader mission and objectives.
Beyond his professional responsibilities, Matt is deeply committed to his community. He serves as a member of the South Dakota House of Representatives and is active in the State Bar of South Dakota. He also contributes his time to several local nonprofit boards. Matt and his wife, Stefanie, are raising their four children in Watertown, where they are actively engaged in church, school, and community life. Outside the office, he enjoys reading, golfing, and spending time with his family.
In every role—advisor, compliance officer, public servant, and community leader—Matt approaches his work with a steady commitment to principled decision-making and long-term fiduciary responsibility.
He earned degrees in accounting and economics from the University of Nebraska–Lincoln and his Juris Doctor from the University of St. Thomas School of Law. His academic background provides a strong foundation in financial analysis, statutory interpretation, and fiduciary responsibility.
