IMO it’s a marketing thing. It’s tough to get people to buy into a system, if the network is technically incapable of supporting high transaction rates.
It can be phased in, like:
if (blocknumber > 115000)
maxblocksize = largerlimit
It can start being in versions way ahead, so by the time it reaches that block number and goes into effect, the older versions that don’t have it are already obsolete.
When we’re near the cutoff block number, I can put an alert to old versions to make sure they know they have to upgrade.
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https://bitcointalk.org/index.php?topic=1347.msg15366#msg15366