It is possible for us to change the email address on the license, and would need a request from the current email address, requesting a change to the new email. That does of course present a problem, if you can’t use the Yahoo email as a way to sign in to our contact form, in order to ask for the change to be made!
I believe that you have tried the web version of SketchUp when signed in with your Yahoo email. It’s possible that you used the Sign in with Google option, and you could do that on our contact page as well. Then our system should recognize that the email is tied to a Classic license, and you can use the Message Us option.
If you are the Kenny I think you are, your current support ends in September 2021. Yes, you will be able to do the $240 deal at that time, no need to do it now.