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Re:Ask HN: Which is the most successful one-person business ... by throwaway_29575 on Monday December 30, 2019 @12:16AM (#21910981)
In the digital marketing space it's the ambitious marketing managers who move from company to company (and like to work with someone they know). My wife makes a point of keeping them happy.

The issue is that in a competitive market it works both ways as every incoming manager will often have "a friend", so they have to be won over quickly to keep the account.

Re:Ask HN: Which is the most successful one-person business ... by Toss8675309 on Monday December 30, 2019 @09:42AM (#21913595)
Man, been there. You have to act fast and aggressively to demonstrate that value that you've been providing to the incoming manager. And even then, you don't always win.

At the same time, once you reach a certain point, you can become choosy about who you work with. I maintain the client relationships I do because I like the people I work with. If someone new comes in, they're not value focused, they just want to bring in their guy no matter what, well, bummer, but attrition can't be completely avoided.