Individuals face many challenges when developing a retirement plan. Hurdles arise at different stages of the retirement planning lifecycle. In the pre-retirement period, a significant obstacle arises when individuals must save for retirement to maximize their utility in retirement. The question of how much to save along with where to save impacts the amount the individual has in retirement. Post-retirement individuals must overcome the obstacle of how to optimally withdraw from their retirement savings to mitigate sequence risk and longevity risk to reduce the chance of portfolio failure. Individuals in post-retirement must develop strategies that not only mitigate these risks but also allow them to enjoy the retirement they have envisioned.