221. Are You Leaving Money on the Table Before Year-End?

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Tim Pope of 360 Aviation Advisors joins Dylan and Max to talk open enrollment, year-end financial planning, and one of the biggest career decisions pilots eventually face: when to upgrade. For professional pilots, the numbers matter—but so do schedule, seniority, reserve, weekends off, and the quality-of-life calculus that never fits neatly into a spreadsheet. They dig into disability coverage, estate planning, 401(k) and Roth strategies, AI-generated financial questions, and whether captain pay is worth trading away a senior FO schedule. Listen in and subscribe for more conversations built around the decisions professional pilots actually have to make. Tim Pope, CFP® — Tim is both a…