There was constant sneering at dot-com businesses and venture capitalists. There was FuckedCompany.com [0]. The Pets.com superbowl ad was seen as a cautionary tale.
Startup.com [1] portrayed paying parking tickets online as Sisyphean. People thought the internet was for porn and weirdos. Krugman famously said "By 2005 ... it will become clear that the Internet's impact on the economy has been no greater than the fax machine's." [2]
Clay Shirky: "The truth is no online database will replace your daily newspaper, no CD-ROM can take the place of a competent teacher and no computer network will change the way government works." [3]
A lot of the above was from mid to late 1990s but, in my opinion, living through it, it carried over into the 2000s with people being highly skeptical and quick to engage in shadenfruende whenever a company didn't live up to the hype.
[0] https://en.wikipedia.org/wiki/Fucked_Company
[1] https://en.wikipedia.org/wiki/Startup.com
[2] https://web.archive.org/web/20030226083257/http://www.redher...
[3] https://www.newsweek.com/clifford-stoll-why-web-wont-be-nirv...