Where Failure is an Option: San Diego’s Startup Culture as a Bay Area Annex

had worked hard, fought valiantly, and there were reasons outside of your control that caused the failure. If the company failed because of arrogance, stupidity or failure of integrity—that was certainly a different story—and you were screwed.”

Barrow, who is director of the Massachusetts Technology Transfer Center (as well as a Boston Xconomist) and who spent 11 years at Connect, the San Diego non-profit group for technology entrepreneurship, also suggests that San Diego’s startup culture is less intense.

“Boston startup culture is different—definitely entrepreneurial—but much more is done before the startup is launched,” she tells me in an e-mail. “It is almost as if San Diego startups are like the proverbial plane that is being built while flying—and Boston ones are fully designed and tested before taking off for the first test flight. In San Diego the whole team might not yet be assembled at launch—the founder probably operates as CEO for longer before bringing in a more experienced senior management team—while in Boston there is a strong emphasis to get everything together before going out to raise significant money.”

Torrey Pines State Beach
Torrey Pines State Beach

Jeb Spencer, the managing partner at TVC Capital, a private equity firm that specializes in software deals, seconded Barrow’s view about San Diego, writing in an e-mail that San Diego “just has too many distractions to keep people at work 24 hours… You often need to recruit more intense people from outside San Diego to be in senior management positions here (and then they get jaded after a few years, take up surfing and gliders or something).”

Spencer also offered a personal anecdote about the Bay Area’s tolerance of failure: “When we went out to raise our 2007 fund (our second), my partner and I were asked at the office of a respected institutional fund manager in the Bay Area about ‘our mortality rate’ in the first fund. We both looked at each other perplexed, asked for clarification, (“how many of your companies have failed?”) and then we both responded at the same time—‘none.'”

TVC’s investment strategy targets mature companies with later-stage growth potential. Still, he says it became clear that in the Bay Area, VCs are making their investments based on “portfolio theory” and actually expect 40 percent or so to fail. So failure is no big deal to them. “Because Silicon Valley leads the world in startups, and has for more than a decade, and because at least 40 percent of funded startups fail and 95 percent of startups overall fail, you get used to failure in the Bay Area.”

So do San Diego’s investors have different expectations?

Leo Spiegel, a managing partner of San Diego-based Mission Ventures, says he agrees that the challenges of getting a startup to work are enormous, and failure can provide valuable lessons and experience. “On the other hand,” Spiegel tells me, “I do believe

Author: Bruce V. Bigelow

In Memoriam: Our dear friend Bruce V. Bigelow passed away on June 29, 2018. He was the editor of Xconomy San Diego from 2008 to 2018. Read more about his life and work here. Bruce Bigelow joined Xconomy from the business desk of the San Diego Union-Tribune. He was a member of the team of reporters who were awarded the 2006 Pulitzer Prize in National Reporting for uncovering bribes paid to San Diego Republican Rep. Randy “Duke” Cunningham in exchange for special legislation earmarks. He also shared a 2006 award for enterprise reporting from the Society of Business Editors and Writers for “In Harm’s Way,” an article about the extraordinary casualty rate among employees working in Iraq for San Diego’s Titan Corp. He has written extensively about the 2002 corporate accounting scandal at software goliath Peregrine Systems. He also was a Gerald Loeb Award finalist and National Headline Award winner for “The Toymaker,” a 14-part chronicle of a San Diego start-up company. He takes special satisfaction, though, that the series was included in the library for nonfiction narrative journalism at the Nieman Foundation for Journalism at Harvard University. Bigelow graduated from U.C. Berkeley in 1977 with a degree in English Literature and from the Columbia University Graduate School of Journalism in 1979. Before joining the Union-Tribune in 1990, he worked for the Associated Press in Los Angeles and The Kansas City Times.