Shift - A 53-year-old on Oahu, after decades of working and building up real estate, holds about $2,600,000 equity in seven Hawaii rental properties, plus $450,000 in a 401(k). Despite breaking even on cash flow, the real estate portfolio appreciates ~$200K/yr and steadily builds wealth. Faced with a tax problem and too much hands-on management, he’s considering a 1031 exchange or liquidation to move capital into a more passive, income-focused structure like a dividend fund, 60/40 portfolio, or less-leveraged property. The big question: how do you turn slow capital appreciation and equity into stable retirement income, and make your wealth actually work for you?