The Many Loves of Dobie Gillis

From: TV.com
The life and loves of a young dreamer as he progresses from high school to a stint in the army and then college. Stories related Dobie's continual thoughts about the future, his running battle with his father over the prospect of acquiring work, his relationship with his "good buddy", slacker Maynard G. Krebs, and his endless romantic heartaches, most of which center around Thalia Menniger, a beautiful, but greedy and self-centered young woman who struggles to improve Dobie and find him the job that will enable him to make "oodles and oodles of money" though not for her, the last hope her family has, but for her family, a sixty-year-old father with a kidney condition, a mother who isn't getting any younger, a sister who married a loafer, and a brother who is becoming a public charge.

Linked from nostalgia and retrospection posts:

• CLASSIC TV — M to Me
• 1959 TV Guide Covers
• 1961 TV Guide Covers