The only issue I have had installing VMs on work machines in 20 years of corporate jobs, is licensing questions. Once you prove your licensing is fine then they don't care anynore.
At this point we all know this is just a massive bubble. I'm done paying attention to it really. I'm prepared for all my investments to go down in the next 1-5 years. If you're nearing retirement now is the time to cash out. Yes, investments could go up in a value a lot until the correction, but I don't really think that is worth the risk.