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custom skin

Hello Gurus,
Most of time the only way to change look and feel of Cloud Solution is to change the skin or themes. In my case, I would like to create my own .CSS and code directly my own javascript in order to have specific shape, font, color exactly where I want :
some buttons to be round without lines,
some buttons to be oval with a line,
specific flat icon for some buttons and labels with specific color when highlighted
specific titles or descriptions field (not all) with very specific font such as
.fontXXX {
width: 250px;
height: 37px;
font-family: Gilroy;
font-size: 40px;
font-weight: 200;
font-style: normal;
font-stretch: normal;
line-height: 0.96;
letter-spacing: normal;
text-align: left;
color: #001f42;
}
if it is possible, what would be the complexity? Any limitation?
Can I play in that level of detail without impacting other client tenant, without any impact on performance?
Does it impact the licensing support ?
Any issue for maintenance or version upgrades?