Dick Bolles continues to improve “What Color Is Your Parachute?”

Job counselor Dick Bolles ’50 keeps “chugging away.”

Photograph of Dick Bolles, author of "What Color Is Your Parachute"

Dick Bolles

Glenn Jones

At 88, Dick Bolles ’50 could be forgiven for slowing down. But the author of What Color Is Your Parachute?—the perennially best-selling how-to guide for job-hunters that’s been updated annually since 1975—still maintains a healthy schedule of lunchtime appointments and speaks, consults, and attends conferences around the country.

Meanwhile, the production of What Color Is Your Parachute? remains a largely Bollesian enterprise. Eschewing secretaries, he spends two to three hours every day poring over newspapers and scouring the Internet, doing research. In the evenings, he says, he and his wife watch foreign detective mysteries, but after she goes to bed around 11, Bolles stays up for another three to four hours. “That’s when I love to write,” he explains. “Everything’s so quiet, and I never have any appointments.”

After Harvard, Bolles moved to New York to study at General Theological Seminary. As an ordained Episcopal minister, he first served in New Jersey, but eventually took a job in San Francisco. When he was laid off because of a budget crisis, he was offered another job, as “a kind of roving ambassador” to the campus ministries and chaplains of 10 Christian denominations in the nine western states. “And it turned out, they were all being let go,” also because of budget cuts, “and they knew my history, and they said, ‘Why don’t you figure out what you can do to help us,’” he recalls. “So I said, I’ll travel around, I’ll see what I can find out, and I’ll summarize my findings for you—and that was the first edition of What Color Is Your Parachute?

The book, originally self-published, was quickly picked up by the fledgling Ten Speed Press, and began to sell steadily. Some of its continuing popularity may derive from the sense of empathy permeating the text. Bolles has not only been jobless, he’s faced other tragedies, including the assassination of his brother, investigative journalist Don Bolles, and the death of a son in surgery. “I’m a man of prayer,” he says, “and I delight in reading. When you fill your memory with hymns,…with poetry,…with stories, you get a sensitivity to your soul that doesn’t vanish, that doesn’t get beaten down over the years.”

What Color Is Your Parachute? has also faced challenges over the years, including the rise of the Internet—which Bolles has countered by updating the book more frequently and creating the website jobhuntersbible.com, an online hub for the book where he writes frequent blog posts. He maintains that only the outward form of the job hunt has changed: perusing classifieds in the daily paper has given way to browsing websites like monster.com and careerbuilder.com.

“I just keep chugging away,” he reports, giving matters of legacy and longevity short shrift. Writing and refining a book for 40 years amasses many things—money, followers, a reputation—but none so important, to Bolles, as responsibility. As he puts it, “I’m trying not to betray the faith that people put in me.”

Read more articles by Bailey Trela

You might also like

Conan O’Brien Named Harvard’s 2026 Commencement Speaker

The comedian, host, and 1985 graduate will deliver remarks at the May 28 ceremony. 

Rabbi, Drag Queen, Film Star

Sabbath Queen, a new documentary, follows one man’s quest to make Judaism more expansive.

How a Harvard Hockey Legend Became a Needlepoint Artist

Joe Bertagna’s retirement project recreates figures from Boston sports history.

Most popular

Martin Nowak Placed on Leave a Second Time

Further links to Jeffrey Epstein surface in newly released files

The True Cost of Grade Inflation at Harvard

How an abundance of A’s created “the most stressed-out world of all.”

Why Men Are Falling Behind in Education, Employment, and Health

Can new approaches to education address a growing gender gap?

Explore More From Current Issue

Modern building surrounded by greenery and a walking path under a blue sky.

A New Landscape Emerges in Allston

The innovative greenery at Harvard’s Science and Engineering Complex

Purple violet flower with vibrant petals surrounded by green foliage.

Bees and Flowers Are Falling Out of Sync

Scientists are revisiting an old way of thinking about extinction.

A lively street scene at night with people in colorful costumes dancing joyfully.

Rabbi, Drag Queen, Film Star

Sabbath Queen, a new documentary, follows one man’s quest to make Judaism more expansive.