I actually pay for Cloudflare out of my own pocket like a normal user so I see every wart and new product etc.
It's is well known that companies go to great lengths for various reasons to encourage their employees to not only use their own products but to discount those products for an employee. As far as you paying for Cloudflare so you can see the end to end experience that's fine and that makes sense. However Cloudflare should consider reimbursing the nominal amount that you are paying. Further they should consider (Apple and Adobe did this as well as auto manufacturers) giving discounts to 'friends and family' because it's a decent source of feedback on the product. You know what else it does? It encourages friends and family to support the person continuing working for the company (because it's in their best interest because they get a benefit). I know of someone personally whose brother is high up at a well know auto manufacturer and the brother gets a car literally at no cost just to be an ambassador and encourage other sales at that company (and it works I have looked into buying the car as a result as have others).
There certainly is a stigma in many companies that employees should use their employers products. I used to do work at some major beverage manufacturers, and for example, carrying a can of Coke into a Pepsi office will literally have you escorted out of the building. For lunch, Pepsi employees are heavily discouraged from eating at places that serve Dr Pepper or Coke products. Company money absolutely cannot be spent on buying catering/services from caterers that don't have Pepsi, etc. For airlines, I have a friend that works at United and he has said multiple times about how he hopes his colleagues never find out that he flies American sometimes because it's cheaper when flying to his hometown.
More recently and relatable to this forum, there was a post a week or two ago where a GitLab employee got lambasted by the CEO for using Github for his personal projects rather than GL.
If anything, I think this is an interesting observation that Cloudflare might have 'less of a stick up its butt' in terms of policing what its employees do. Is this thread the right place for that discussion? Idk, but it's an interesting discussion nonetheless.