Abstract This dissertation consists of two essays. The first essay analyzes financial preparation for retirement of American men and women, using the 2013 Survey of Finances. Specifically, for retirement plan, income is an important factor for men and women aged 35-45 because of their insufficient income, health (excellent) for men and women aged 46-59 because of continuing work, number of weeks worked per year for men and women aged 60-67 because they have already retired or will retire and many of them are participating in a part time job. Also, health has significantly positive effects on the share of the financial wealth invested in the stocks while age has significantly negative effects in the analysis. The second essay analyzes the differences between the hippie cohort and the X and Y cohorts for the adequate preparation for retirement. In the hippie cohort, using the Internet or online for getting information to make decisions about investments and saving has positive effects on satisfaction of the retirement income from pensions and Social Security even if it’s statistically insignificant in the X and Y cohorts. In the responses regarding the question of how rate the retirement income from job pensions and Social Security, the findings show that the hippie cohort is more likely than the X and Y cohorts in satisfaction of the retirement income from pensions and Social Security income. The results show that the hippie cohort is better than the X and Y cohorts in preparation for retirement.