I don't see them cutting the price any time soon, maybe in 2019, it really depends on what they do with the 3DS, what software they're planning on releasing and how the baseline holds up. Besides the obvious lack of supply in Japan that needs to be met, I don't really see much reason why the baseline should be abnormally high after the holidays though, ports and remakes are a much more tough sell and it would take quite something to garner as much interest as Zelda, Splatoon 2 and Mario Odyssey in around 6 months did.
Side note, i prefer the Pro Controller for 'traditional' console gaming, like i usually did with the Wii U. Ergonomically simply way better. But even with my relatively big hands i have no issues using Switch in handheld mode. The joycons are also used as a second controller.
As for the ports, it seems that Skyrim and Doom sold decently for ports of that age. And games like Bayonetta 2 or Tropical Freeze will actually be new to many Switch owners. Together with actually new games i don't see a lack of content. And we have to keep in mind how long Nintendos core IP's usually sell. SMO, BOTW and MK8Deluxe might sell well for years. With more and more japanese devs supporting Switch, already a ton of indie games and all that it acutlly looks pretty good, even more so if you look at more average gamers. There's no lack of content.
Switch and pricing might get interesting as well. Right now Switch is at 329,-€ in Europe, without any game. At the same time 3DS XL is at 199, 2DS XL 129-149,-€ and a 2DS from as low as 80,-€. Basically only 3DS XL is still expensive. And Nintendo wants to sell 20 million within the next fiscal year.
With the 3DS family very soon getting no major releases anymore i see a real chance for a Switch price cut to somewhere in the 249-269,-€ region and 3DS XL getting phased out this year while 2DS and 2DS XL might be sold for quite some time as budget devices.