A quote from one of Doug's long-time colleagues and friends, "You're like a cockroach. You just refuse to die."
The dream of PathWrangler has always been more than the simple tagline or an app. He's worked for a decade and a half for a wide variety of companies (Fortune 100 investment banks, financial services/software companies, start-ups, mid-sized growth and pre-IPO tech companies). The common ground is that all of them made something that is anathema to the Silicon Valley: revenue. His experience with these companies has allowed him to take the best of these companies, strain out the not-so-great stuff and create a company, which is an eternal learning environment, devoid of pretension and monetarily sustainable.
He's gone broke 3 times trying to get this formula right. And by broke, literally broke: a negative bank account, selling all the things he owned on Craigslist to meet payroll, pay rent and cook a few hot meals. He was so negative that, as the one-time, equally destitute Louis CK once said, "If it was free, I couldn't effin' afford it."
Doug loves experiencing the weird. In a summer between college semesters in 1999, he drove his 1987 Chrysler LeBaron all throughout the lower 48...without taking a freeway. There was no social media then, so it was done for pure enjoyment of meeting real locals, avoiding tourist brochures . He loves not weird things like climbing mountains, camping and traveling the world in the spirit of that 1999 trip, sans the '87 LeBaron and ripping guitar solos on his electric guitar. Unlike Tim's tasty blues riffs, Doug's guitar noises were once accused by his uncle of "killing his cat."