Stephen McAlpine holds a degree in history and political science from the University of Washington, followed by a J.D. from the University of Puget Sound School of Law. He began his career in construction, participating in the building of the trans-Alaska pipeline. McAlpine later established a law practice in Valdez, partnering with James D. Ginotti, and has continued his legal career in Anchorage to the present day.

Stephen McAlpine's background in construction and close ties to labor unions hint at a nuanced approach to economic policy, potentially blending pro-labor sentiments with pragmatic business concerns. McAlpine's experience in the construction industry, particularly with the trans-Alaska pipeline, suggests a deep-rooted understanding of regional economic development. His association with a prominent labor union leader further complicates his ideological positioning, revealing a potentially unique stance that balances worker advocacy with industrial growth. This combination of influences raises intriguing questions about how McAlpine reconciles these seemingly disparate priorities in his policy-making.