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Lyft even pays people to contribute to OSM

Many companies do. Microsoft, Facebook, Apple, Amazon, TomTom, Über, Komoot, VKontakte; I see German, Norwegian, Swedish, and Finnish local governments mentioned; Austrian emergency dispatch; USA school bus operator...

Full list: https://wiki.openstreetmap.org/wiki/Organised_Editing/Activi...

It's more surprising at this point that Google isn't getting in on the fun, at least taking the good bits and calling their own data a 'separate layer' so they don't have to contribute anything back. (And of course no Chinese companies, since accurate maps are illegal there: https://en.wikipedia.org/wiki/Restrictions_on_geographic_dat...)

How do I get a job like this? Should I just email the team leads or is it the kind of job that's done in-person in another country?

I'd say government is your best bet unless you live in a low-income country and can get into one of these teams

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