Hello there xairbusdriver, and welcome to the Trixology threads!
I just wanted to chip in my unexpurgated 2? worth. A little about me. I've only been keeping a VantagePro2 setup since 2010, so there are many here with more weather data experience, and probably a good deal smarter. However, my background is in metrology as an instrument technician. I'm retired from Abbott Laboratories after 10 years doing calibration maintenance in pharmaceuticals manufacturing. But, I noticed you kept referring to setting up your anemometer on a second ISS, so perhaps a little clarification is in order. The Davis system is a good one and is easily set up and maintained, because it is canned. That is to say, it is a highly specific cluster of data collection channels under one bundle. In other words, you can only use one ISS with one computer at one time. That cluster will give you a specific number of channels for specific data collection purposes, though only a few are used with the initially purchased equipment. The software, WeatherCat (WC) or otherwise, is locked into collecting data from the array of possibilities from the single ISS and other transmitters designed to exist on the wireless communications protocol being used, and its limited number of channels.
You can have more than one ISS, but for each computer and instance of WeatherCat you'll have to choose which ISS to get feed from, to the exclusion of the other. To collect from both, you'll need another instance of WC running somewhere else.
However, Davis does supply a wireless transmitter with solar & battery for use with the Anemometer. It also provides additional temperature/humidity channels and transmitter hardware as well as ones for soil moisture/temperature.
I located my anemometer on the peak of my roof, mounted on a mast attached to the roof with a tripod. It works very well, despite the numerous trees on the property. The only problem is servicing it about once or twice a year means climbing that ladder. I've got the ISS and rain gauge on my lot next door, mounted on a galvanized pole, a technique I learned from Steve. No cement in the hole, though. Just dirt & rocks and, of course, the pole. I don't buy into the necessity of fan aspiration. When mounted over grass at about 5 ft and away from radiant structures, the only issue to cause temperature offset is solar heat gain in still air. Since that is a very small percent of the time here, I don't concern myself with it.
Best of luck with your installation. Remember, there are no dumb questions if you can filter out the dumb answers.