I’d like to give this topic some spotlight: Polkassembly - Exploring a DAO Day Side Event Focused on Education and Onboarding #3289.
In short:
What do you think about a new format of side events that focuses on DAOs, similar to WalletCon, which could be used as an independent meeting ground for different ecosystems to come together and hence provide Polkadot the opportunity to reach new audiences?
Is not that what Webzero already is doing? 
Webzero is definitely on the same front, building neutral-looking places for other ecosystems to gather with their meetups.
From what I have seen, their venues feature some Polkadot branding, which creates organic attention and interaction between people who bump into each other.
The DAO Days concept is more targeted at hosting an actual event with representatives from various DAOs, and Polkadot would be a sponsor and appear on stage alongside its peers.
A collaboration for WebZero <> How 2 DAO (the guys proposing the concept) could make sense, and I see complementary skills that could come together here.
But as always, we need to learn more about the community sentiment to have a strong enough push to actually do it 
I think it should be more initiatives like this, but designed and built from Polkadot instead of serving external partners. They came with their initiative, but how much is aligned on what we from Polkadot we would like to address? What we, from Polkadot, have to say about the topic?
And how much are we going to pay and which is our benefit?
In that sense, I think is more interesting ( and impactful ) to participate in events like Funding the Commons than hosting and sponsorship their event.
Interesting event - I’ve bookmarked it. I wonder if our community is as involved with the SDGs as we think, and how much overlap we have in topics.
Hence, individuals like Evan/Socials have suggested something broader, such as DAOs, which provide us with numerous angles and touchpoints within other ecosystems.
Regarding your initial questions, this requires further alignment and detailed discussions, which I leave up to How2Dao to navigate, but I try to involve more folks in the discussion.
Finally, we started to realize that being continuously self-referential leads to what it leads.