America is facing a wave of retirements that is unprecedented in modern history. In 2025, more than 11,000 Americans from the baby boomer generation will reach the retirement age of sixty-five. They will find themselves confronted by a decision they likely did not give much thought to prior to retirement: do they keep their retirement assets in their employer’s plan, roll them over to an IRA, or withdraw them as a lump-sum distribution? For most employees, the accumulation phase of saving for retirement is discussed far more frequently than the decumulation phase. Plan sponsors and retirees may be unaware of the benefits afforded to both parties by leaving assets in the plan, and the lack of awareness can often create plans that are not very friendly to retirees. A deeper understanding of these benefits can help plan sponsors better care for their participants’ assets and individual needs.