The main reason that it appears to be a headache is the fact that you would be making such a large jump and you have not done it before.
Now you have the ability to clone, you could practice the process in a "Sandbox"environment, which is what Epicor would be doing. Just be thankful you are not going from 9.05.701 non unicode! So your part the way there.
I guess the first question to ask is, how hands on do you want to be?
As you will have read on other posts it is possible to upgrade yourself, but, it does depend on quite a few things.
With a totally blind view of your system, if that quote is 8k all up then I would say that is cheap compared to all the performance improvements, fixes and enhancements that have been done between your version and the current one.
Cloud is not for everyone, but if you are in a situation where you don’t have any specific customisations, then it may be a consideration, but you need to review, and get advice from the cloud experts, and that I am not, perhaps Mr @Mark_Wonsil may be able to provide some sage advice on that part.
The other thing you might also consider is upgrading SQL server, but check the certification in the installation guide with regards to the correct OS and SQLServer combination before doing that.
The other consideration, and I suspect that Epicor or yourself have already run the ERP Analyzer to see what changes you have in your system compared to a base system. If you haven’t then I’d suggest take a look at the report, it is very useful. It will help guide you to the things you have test/validate closely on top of testing your standard SOPs that your users perform on a daily basis.
The takeaway from your current situation is having a good long term strategy in place for maintaining the version of the key piece of software that helps run your business. The bigger the gap between the version you are on and the current release, the more effort is required and more risk to something going wrong when doing it. That being said, being on the bleeding edge is not for all businesses, and a happy medium, needs to be sought between resource availability, upgrade cadence and the company’s ability to adopt change.
Dammit! Another long post sorry