Hi there
The best advice I could give here is if the keyword is relevant to the content on the page, then you should be fine. To me, "Photoshop on the Cloud | Photoshop Webinars" are two different concepts, so they should be titles on separate pages. Google and other search engines are good at associating websites/domains with keyword topics. So, in this case, your topic is more than likely Adobe Photoshop and variants of that topic.
Therefore, you shouldn't have to put these two keywords/phrases together in the same title because those two things should be their own pages, with a high level concept like "Photoshop Made Easy | Company Name" or something like that on your homepage (not trying to name your homepage for you).
Along with the resource above, check out:
Title Tags (Moz)
URLs (Moz - for structure based on content)
Meta Descriptions (Moz - once your get those pages set up, work on your CTR from search)
Hope this helps! Let me know if you need more help! Good luck!