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My hypothesis is that it reflects the shift away from consumer and SMB products to Silicon Valley mostly funding enterprise software.

101 North into San Francisco was an exciting drive in the 2000s. I t the 2010s it slowly started to change with billboards one by one changing towards soulless enterprise software.

That drive now doesn’t have a single product anyone should be excited about.

And enterprise software is truly boring. And that an understatement. I got very bored and disenchanted with software because it all sort of sucked.

My other hypothesis is that there will be a resurgence of indie consumer and SMB software that’s not so soulless. And I hate to mention AI but I think it’s the enabler of these apps being viable for very small teams to not go after funding and keep their soul.



I think you're onto something. Even the consumer facing stuff seems more interested in chasing OKRs than putting out a compelling product.

When I'm thinking who's putting out excellent work, the software that's actually great to use, the list is almost exclusively solo projects (Overcast—arguably the greatest mobile app of all time) or scrappy underdogs (Kagi—seriously, Kagi rocks).


Yeah — for God's sake I wish tech was even "all Jobs and no Woz." At least under Jobs, Apple came up with the iPod and the iPhone!

The 101 billboards are endemic of no Woz and no Jobs. Just... blandness. Beige. Cubicles updated for an open office plan.


You don't like yet another business intelligence platform to help optimize your marketing spend?


Those are the exception and get me amped up.




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