In this episode, Glen welcomes back Canadian CPA Kris McEvoy to unpack the hidden tax challenges Canadian investors face with U.S. real estate. They break down common pitfalls—like FIRPTA withholding, state taxes, and timing issues—and share proactive strategies to avoid surprise tax bills. From choosing the right entity setup to tracking expenses and working with the right professionals, this conversation highlights how smart planning can protect profits in cross-border investing.