The Crazy Woman Speaks - Redfin Real Estate News

The Crazy Woman Speaks

Updated on October 5th, 2020

On a Sunday transcontinental flight, I was stuck in a middle seat next to a woman reading a book filled with conspiracy theories.
I minded my own business, wondering if I should try to convince her she was crazy. I thought of a friend at Berkeley who relished such encounters. He once saw two young men in a cult walking down the street toward his house; he took off all his clothes, clasped the hand of his roommate and, when the missionaries knocked, invited them in for a religious debate.
While I was busy imagining myself winning an argument like that, the woman opened her laptop to view some paintings of flowers. Almost involuntarily, I mumbled something about how pretty they were. She mentioned that these powerful, emotional works had been painted by people with autism and dementia. She had dedicated her life, she said, to helping them paint.
Tears didn’t actually come to my eyes until a few minutes later, when I saw the photos of the artists next to their paintings, smiling for what seemed like the first time in a long time, oblivious of the bleak institutional setting in the background. What prompted my seat-mate to help folks whom almost everyone else had given up on?
It was another reminder that people whom I disagree with are good people, and that they are as likely to be right as I am. This has been the essential humbling experience of life in my 30s, especially of my life running a startup. You see how many surprising shapes and sizes good people come in, and get zinged with how fallible you are.
Whereas my imaginary argument with my seat-mate had made me feel smug but still bad, my actual experience of her made me feel good. It’s an experience I’m lucky to have had, not just on the plane, but over and over again at work.
The reason most people have fixed opinions is that they get tired of never seeing them enacted, but I get to see my ideas in action every month at Redfin. We try out beloved website features and make hiring decisions, and discover they sometimes don’t work out. The rubber meets the road. The crazy woman speaks.
In this way, a startup turns you into both the lab rat struggling desperately to survive and the lab scientist standing back and measuring the rat’s performance. It gives you less patience with the ideologues telling you what the rat should have done.
If more people could see that the measurable, indisputable outcome of getting your way was sometimes disconcertingly bad — if reality could surprise you more with how often people you wrote off turn out to be your savior — we might stop listening to the smug partisans on talk radio, the outlandish political candidates in both parties, the outraged voices in our own heads.
And, stuck in the middle, we might get more out of our crowded, lonely flight across America.

Glenn Kelman

Glenn Kelman

Glenn is the CEO of Redfin. Prior to joining Redfin, he was a co-founder of Plumtree Software, a Sequoia-backed, publicly traded company that created the enterprise portal software market. In his seven years at Plumtree, Glenn at different times led engineering, marketing, product management, and business development; he also was responsible for financing and general operations in Plumtree's early days. Prior to starting Plumtree, Glenn worked as one of the first employees at Stanford Technology Group, a Sequoia-backed start-up acquired by IBM. Glenn was raised in Seattle and graduated from the University of California, Berkeley. He is a regular contributor to the Redfin blog and Twitter.

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