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Re:Reddit raises $410M in new funding by michaelbuckbee on Thursday August 12, 2021 @11:30AM (#28157572)
You asked if there was "something intrinsic to Reddit traffic that makes it difficult to monetize?" and the answer is: Yes, they're far less invasive than the other platforms you mentioned.

Just at a very high level:

- no offsite tracking (so no retargeting - the follow you around the internet ads)

- no separate ad network (you can't buy ads on Reddit that show up on 3rd party sites)

- limits on how granular targeting can be (it's by sub-reddit but they exclude many based on size+sensitivity)

- no demographic targeting (you can't pitch your product to males 18-35)

- no fine grained geographic targeting (lowest they go is major metro areas of millions of people)

Re:Reddit raises $410M in new funding by techrat on Thursday August 12, 2021 @07:24PM (#28163033)
Reddit has had off site tracking for quite some time.

Remember those little snooheads where you could 'reblog' about something? or vote on a site while on it?

Seeing the reddit bugs/icons/badges was about when the site started engaging in data collection. You bet your ass they do everything they can to determine a general profile of each user now based on visited subs and patterns.

Re:Reddit raises $410M in new funding by chatfat on Friday August 13, 2021 @02:23AM (#28166047)
They cannot manage a little chat widget on their website, you think they'll be able to trackbusers? You're right that they are trying but they are definitely not capable.
Re:Reddit raises $410M in new funding by underwater on Thursday August 12, 2021 @05:40PM (#28161890)
And now they're taking huge amounts of money, which means they need to succeed as an advertising company, which means they'll start doing many of those things.
Re:Reddit raises $410M in new funding by subpixel on Thursday August 12, 2021 @05:35PM (#28161810)
This seems likely to change.