In the episode Night Out, Ryan says:
Yes, I’m having the Scranton branch come in on one Saturday so they can re-enter sales that they made on the phone as sales that were made by the website which they should have done in the first place, if the website had been working.
and later on:
Dwight: Why am I being forced to come in tomorrow and pretend that a website made sales that I made?
Ryan: This is a temporary measure to increase the legitimacy of the site.
Later, in Goodbye Toby, it's stated:
Oscar: Well this is what happened: uh, Ryan’s big project was the website… which wasn’t doing so well. So Ryan, to give the impression of sales, recorded them twice: once as office sales, once as website sales. Which is what we refer to in the business as “misleading the shareholders.” Another good term is “fraud.”
So when Ryan first suggested this in Night Out, why didn't anyone question why Ryan wanted them to input their sales twice? In other words, why didn't any red flags get raised? Sure, Dwight asked, but Ryan is asking them to lie, why didn't anyone question this further? Perhaps Oscar. It seems shady and unethical.