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Re:Ask YC: Where are the real web 2.0 apps? by jbrun on Tuesday April 15, 2008 @10:09PM (#164789)
I do not mean how to do it from the inside, I mean how do you change big organizations as software/service provider. On one side, the guys who cut big checks want to control the feature set.

And on the flip side, the big companies are not allowed or are unwilling to pay for web 2.0 server based services such as Basecamp (there are stories of companies forcing employees to shut down basecamp accounts).

In many ways, it seems hopeless. We have to wait for a new generation of employees and IT people who grew up with facebook to take over these organizations.

Re:Ask YC: Where are the real web 2.0 apps? by trevelyan on Wednesday April 16, 2008 @05:42AM (#165033)
Hopeless? You're describing an organization so riddled with inertia that they'll keep using (and paying for) an obsolete system they are comfortable with it and have no team inside capable of building something better?

Your problem will be building something that actually IS more useful than what they've evolved towards. The big problem is here though:

> the guys who cut big checks

Why would any organization like that pay significant funds up front for something that has no value to them. If this market is worth it, the way to succeed is to give them a low cost / high trust system that complements the way they work. Charge them next to nothing for the basic version and once they've used it bill for ongoing support and further development.