Declining fertility rates and increasing life expectancy have exerted financial pressures on public pension system. Thus far, most countries have reacted by altering the parameters of their existing systems. But a growing number of countries have carried out major structural changes, shifting from single-pillar schemes to multiplier schemes. Governments in many developed economies encourage private pension plans by offering significant taxation incentives. Tax privilege of old-age benefits raises the issue of tax equity and the scale of tax expenditures—that is, the cost and effect of tax privileges. Old-age benefits may be taxed at three points, when money is contributed, when investment income is earned, and when retirement benefits are paid to scheme members. Different combinations of these give rest to taxation according to two alternative principles, the expenditure tax and the comprehensive income tax. In this article, we first discuss how old-age benefits should be taxed. Then, we review the current regulations of old-age benefits in Taiwan. And finally, we conclude with our observations and suggestions about tax treatment of old-age benefits.