Of all the sensors on a boat, the wind sensors are the most unreliable because they are exposed to the elements and some severe jostling around. Think about it for a minute, they are 40+ feet above the water swinging in the breeze when sailing and exposed to much higher winds during storms while at the dock or mooring. There is no UV protection for the units or the cable that connects them to the network.
Cables can fail due to UV exposure and water ingress. The sensors fail because they are working 24/7. Batteries fail from use and they are located at the top of the mast. And don't forget our feathered friends who think the sensor is a conveniently located perch.
Of all the instruments onboard, the wind sensor is the least critical. It's convenient and helps with bragging rights when claiming a storm came through with 40 kt winds. But they are unnecessary. With practice and study you can learn to estimate windspeed with a fairly high degree of accuracy. And there are inexpensive (by boat standards) handheld anemometers that can be used to help learn to estimate windspeed.
The installation of a wireless sensor will be much easier than a wired sensor. If the mast comes down each year, then maintaining is not a big issue. If it should fail in the summer, just wait until the mast comes down and fix it and appreciate the opportunity to learn and practice reading the wind, it will make you a better sailor who is less dependent on instruments to efficiently sail his boat.
Full diclosure, I have replaced both the cable and sensor for my wind instruments because they failed and I do use the instruments when passage making. My autopilot can be set to sail to a wind direction rather than a compass direction, the boat sails more comfortably and the AP is more efficient. I also use the sensor to track wind direction because it has a better memory than I do. Finally, I use it in marginal conditions to make decisions about motoring vs sailing, particularly with apparent wind angle and apparent wind speed. I did experience a failure on a trip south and did not have wind data from Florida to the Bahamas and back to Lake Ontario.