Yeah, it's definitely a solution I am currently researching. The main hurdle is to consider how to transfer everything. Let's say I get a VPS or a cheap, but modern dedicated server with low storage. Or perhaps even wordpress managed hosting for much better security if offloading can be properly integrated, since plugin choice and functionality might be limited. Premium plugins like WP Offload Media only work when you already have the media on your local storage. A risky solution would be offloading the media on my current server, then installing the plugin on the new server and hoping all the media syncs...
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Damn, that's crazy. I suspect this could be mitigated somewhat if you only get popular premium plugins that are open source as well. But that is likely more expensive and limits flexibility.