I'm not sure this is remotely the best approach. Having taught in colleges, and done this very thing, I can say that there is a HUGE problem. The way Cubase works is very dependent on your system. While Skype is good for communications, it's rubbish for qualitative decisions. You get told to do something, until something happens - at the other end, they won't be able to tell what you have done, but worse is that your options in so many menus are different because your computer, your interface, and of course your own studio are different. Old hard copies of Cubase for dummies and stuff like that had exactly the same problem. I collaborate on music projects with a long term friend and colleague. He has Cubase elements, I have Cubase Pro 9.5. I have a studio, he doesn't - just a very good keyboard and Cubase. Every project he sends me take me quite a while to re-set to my Cubase version. I have to reset the devices, add in the extra outputs I use, re-route things, change the reverbs he has set because my version of Cubase doesn't support them, and they sound horrible. Some of his screen displays don't work for me, his windows are in different places and of course files are in different locations when he send me Cubase .cpr files and the audio files. I cannot solve his problems via Skype, and he can't follow my work processes either! If hey physically comes here - the clever stuff is done so quickly, remotely it is horrible to work like this.
Cubase 9.5 is extremely complex under the surface, and there are many ways to do things - BUT - lessons I firmly believe are a poor way of developing. This is why youtube Cubase videos rarely work well. Exactly the same for Photoshop, video editing and audio editing. They are VERY good for solving problems - "how do I do...." but they are rarely good for training. The other problem with all these kinds of software are that they are personal. You set up the screens to suit you, and of course how many screens you have is critical. Cubase is so much better on multiple monitors. I use 3 for video editing and 2 for cubase. Works for me. Others have one big one - personal preference. Cubase has always been hard for some people, easy for others. Nothing to do with brain power or levels of thickness, just process.
Editing is a good one - list editor, key editor, drum editor, score editor - which you use is up to you. for years I used list editor and score editor, and rarely the key editor with keyboard down the left vertical and notes running across but now I use this more often.
If you can find a local person with the Cubase skills - what will you pay them for? Lessons doing what? They could give you the basics - how to create tracks, how to enter notes, how to edit them, but surely most of these things you can do, by experimentation or simply reading Steinbergs guides? Once you have a few projects, they could look at how you are doing them and suggest better ways and solve issues, but teaching you how to do it is just frustratingly slow, and painful.
Cubase is not a 'do by wrote' process. If your music style is different from mine, I would be teaching you the wrong way. If you were into say, drum and bass or modern dance music styles, and sample based stuff - I'd be useless. Cubase can do everything, almost. I know perhaps 75% about my genres, and zero about others. I suspect 70% of the features I have never used. Other people might have a very different 70%!
What are you having trouble doing? Are there things you can't do, or things that are going badly? Maybe we can help with these?
I really believe that paying for 'lessons' on something like Cubase, once you have learned how to create tracks and do basic manipulation, is money thrown away.
A teacher is going to want what? £30 an hour? That's fair for their time - but what can you learn in an hour?
