Based on the training I&#x27;ve received - document the incident, talk to the problem employee and remind him that this is not appropriate business behavior, and warn him that a repeat performance will not be tolerated, nor will any attempts at retribution aimed at the company at large, or the female employee. Provide training to the company at large, so they know what is, and what is not acceptable in a business. Get training yourself so you know the law and how to handle this in the future.<p>I disagree with the chorus of &quot;Fire him now!&quot; in the other comments; startups hire a lot of folks straight out of college, so there&#x27;s a significant chance that the employee in question has never been informed of what is, and is not, appropriate when they want to pursue a romance with someone from the office. What may be acceptable in a college classroom is very different from what is acceptable in an office.<p>Mistakes happen, words and body language which were not included in the chat log may have been misconstrued... you have one side of the story right now. Get both sides, and give the opportunity for the man to learn.<p>Involving a lawyer to ensure that you&#x27;re on the right side of the law is, of course, a damned good idea. Especially if you end up deciding that you want to go down the road of firing.