Wanna Win? Solve a Boring Problem - by Ben Yoskovitz

“Don’t start a company on a level playing field.”

I love boring problems that are flying under the hype radar. But that doesn’t mean you can take a boring problem/solution and find anyone to run that business. Founders need to care. When things get tough (and they always do), the founders that stick around are those that care deeply about the user/customer and the problem they’re solving.

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You can sprinkle a bit of “magic” into a boring solution and blow people’s minds. This is the perfect use case for AI—use it in a small way to simplify boring stuff and users will be amazed, especially if the solutions they’re using right now are legacy (which they likely will be.)

Boring problems are often the most interesting.

• There’s a huge pain point, but finding it is hard (which is good)

The best analogy is comedians. The diversity amongst comics is quite high—if you’re funny, you have a shot. (I know there’s real discrimination in comedy, but the diversity is also apparent.) And comedians make jokes about what they know. Trying to make someone else’s experiences funny or joking about stuff you don’t really understand falls flat.