Hi,
Thank you for posting your qeury on Symantec community.
1. Is there a recently update feature comparison between SEP Cloud and enterprise?
--> I couldn't find anything other than you mentioned above. In Enterprise Product you will get all the features. Definitely those clients will be more benefited once they migrated from Small Business Edition to Enterprise Edition & it's a supported path as well.
Here you will find difference between Small Business on premises vs SEP on cloud.
http://symantechelp.com/CS?locale=EN_US&vid=v102071047_v97203175&ProdId=SEPSBE2013&context=sepsbe2013
All the features listed above for Small Business Edition on premises will be available in Enterprise Edition plus you will get many other features as well.
2. These are relatively small clients , less than 500 workstations and with multiple remote sites/branch office connected via site to site VPN tunnels so should we gain anything by moving to enterprise?
--> Group Update Proivder (GUP) can play important role to manage remotes sites/branch office clients. This feature is only available in Enterprise Edition.
3. When it comes to securing the network, managing outbreaks (especially Ransomware type of infections) and controlling USB devices access does Enterprise has more features than SEP Cloud?
--> Yes, at some extent.
Feel free to PM me if there is any other questions.