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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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