The other day, I read a report about a large deal that had recently been transacted (outside the domain space). The medium sized company made hundreds of thousands of dollars on a deal, and it had been reported in a trade magazine. I own a domain name that could be of interest to this company, and I sent them an introductory email.
After a company closes a significant deal, it might be a good time to approach them about an excellent domain name that the company might have an interest in owning. They could be flush with cash, and they might be willing to spend additional resources on marketing to replicate their success. A great domain name that fits their needs might be a wise investment for them.
Another good time to reach out to a potential buyer is when they recently received a round of funding or a large investment. It is very likely the company will be looking for ways to grow its business, and a great domain name could help with that.
Not all businesses look at domain names as great growth opportunities, but some might. When a company is flush with cash, especially at the end of their fiscal year, the company may be more likely to make a significant investment on a domain name.
Unfortunately, the price of my domain name was too high for the company I contacted, but I felt that it was a good time to be in touch.
Recently sold a domain to a company by pointing out what their competitor was doing in the space and what domain their competition picked up. Sold them on mine being better and giving them search leverage.