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the heritage tour business his grandfather had                                                                                                                                            You have different skill sets that different family
                                                            created, and keeping ownership of that business                                                                                                                                           members have . . . but we hire [outside] people
                                                            within the family’s third generation.                                                                                                                                                     when we need them.”
                                                              It can be incredibly difficult to keep a                                                                                                                                                   And what about future generations? The
                                                            company on course through three generations                                                                                                                                               already-low success rate drops precipitously
                                                            of different personality types, opinions, and                                                                                                                                             when companies transition between the third
                                                            leadership styles, not to mention over one                                                                                                                                                and fourth generations, with only 3 percent of
                                                            hundred years of                                                                                                                                                                          family-owned businesses surviving that long.
                                                            operation. Tom credits                                                                                                                                                                                       However, with Escher’s
                                                            the longevity of the                                                                                                                                                                                                son-in-law, Tyler
                                                            Red and White Fleet                                                                                                                                                                                                 Foster, joining the
                                                            to two things: unilateral                                                                                                                                                                                           business as chief
                                                            leadership and its                                                                                                                                                                                                 financial officer
                                                            employees. “It can be                                                                                                                                                                                              and executive
                                                            a mistake to have too                                                                                                                                                                                              vice president
                                                            many people in charge,”                                                                                                                                                                                            in 2018, the Red
                                                            he says. Clear leadership                                                                                                                                                                                          and White Fleet
                                                            can help a company avoid                                                                                                                                                                                           has successfully
                                                            confusion and a lack of                                                                                                                                                                                           defied the odds. In
                                                            unified direction. “If you’re                                                                                                                                                                                     the future, Escher
                                                            going to continue a family                                                                                                                                                                                        is hopeful that his
                                                            business, you have to                                                                                                                                                                                             grandchildren will
                                                            wear two hats; one is the                                                                                                                                                                                         someday help the
                                                            business hat and one is                                                                                                                                                                                          company achieve a
                                                            the emotional hat. You just                                                                                                                                                                                      fifth generation of
                                                            have to have one person in                                                                                                                                                                                       leadership.
             BUSINESS THROUGH                               charge.” This means making                                                                                                                                                                                          With Tom Crowley’s
             THE GENERATIONS                                decisions in the best interest of the                                                                                                                                                                            innovative practices
             When Tom Crowley passed away in 1970 at the    company and its customers, even                                                                                                                                                                                 still alive and well in
             age of ninety-four, he was succeeded at the    when they are sometimes tough calls                                                                                                                                                       the current generation, the Red and White Fleet
             helm of Crowley Maritime by his son, Thomas    at the family level.                                                                                                                                                                      will retain its rightful place as a San Francisco
             Bannon Crowley (Tom Escher’s uncle). Thomas      Escher realizes that in running the                                                                                                                                                     maritime destination.
             Bannon Crowley had grown up learning about     Red and White Fleet, there are three
             the business from his father and continued     critical elements: satisfied customers,                                                                                                                                                   OPPOSITE, left to right: The elder Tom Crowley with his son,
             building Crowley Maritime’s presence on an     a qualified Inlandboatmen’s Union                                                                                                                                                         Thomas B. Crowley. • Thomas B. Crowley, who took over at the helm
             international scale. “My uncle was brilliant in   (IBU) crew, and fantastic employees.                                                                                                                                                   of Crowley Maritime after his father passed away in 1970. • Old Tom
             business,” says Escher. When Thomas Bannon     “It’s not a family business; it’s a busi-                                                                                                                                                 Crowley and his wife.
             Crowley passed away in 1994, leadership was    ness family,” he often says. To keep
             taken over by his son, Thomas Bannon Crowley   the business not only afloat, but                                                                                                                                                         THIS PAGE, clockwise from top: Thomas B. Crowley (right)
             Jr. (Escher’s cousin), who remains the current   successful through three generations, Escher                                                                                                                                            with his son, Thomas B. Crowley Jr., who is the current CEO of Crowley
             CEO of Crowley Maritime. In 1997, Escher       hires the best of the best, and if they are part                                                                                                                                          Maritime. • Tom Escher and his family visiting the Enhydra during
             stepped in to purchase the Red and White Fleet   of the family, all the better. “A business family                                                                                                                                       its construction. • Tom Escher (right) with his son-in-law Tyler Foster
             from his cousin, separating and preserving     is when the company is run as a business . . .                                                                                                                                            (left), Red and White Fleet’s executive vice president and CFO.

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