I feel hungover. No, not in the traditional sense, but in the dizzying way you feel when half of your world is celebrating double vaccinations and no masks, and the other half, across the world, is mourning death and not a shred of light at the end of the tunnel. The privilege of watching this unfold is like playing the worst game of musical chairs, except some seats are clouds and others are simply rows of knives. For tech, the questions that we will be debating are bigger than if "that conference will be virtual or in-person." Instead, we're now trying to figure out what the future of work and education are for the second time in a year. The United States is reopening and that means a lot of the culture of how we work will be rewritten. Shifting from an individual mindset to a collective, more distributed world is going to be harder than taking a mask off and popping an aspirin. Startup founders new and old are about to start making decisions on how to lead in this changed world. They will have to consider things far more consequential than if free lunches come back. More serious questions abound: How do you give flexibility along with accountability? How do you repair the universal toll on mental health? How do you offer opportunity equally between remote employees and in-person employees? What happens when half of your workforce can go to happy hours while the other half is in a city under lockdown? Naj Austin, the founder and CEO of Somewhere Good and Ethel's Club, spoke to me about intention this week. She explained how repainting something is easier than reinventing the entire process, but the latter has the opportunity to disrupt far more than the former. It made me think about the return to offices, and how the frictionless option might not be the best option long term. I've learned that the best founders embody this ethos and pick the harder bucket. It stands out when you are intentional about recruitment, the return and potential relief that comes with optionality. In the rest of this newsletter, we'll get into stock market volatility, Expensify's origin story, and what one founder learned after getting rejected by YC 13 times. As always, you can support me by subscribing to Extra Crunch and following me on Twitter. |
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