I’m in the same attempt of selling SilverStripe over WordPress and facing the same issues regarding the flexibility of design. Now that said there’s an integration for Elementor which I personally am not a fan of, and I’ve decided that I could propose more pre-build page templates to my clients. I already built a custom theme where we can select the color palette for the entire site, now I’m trying to do the same with fonts.
If you came across my question regarding SilverShop multistep checkout, that’s another example of the difficulties I have with SilverStripe where I try to make something existing as a module work, tried everything I could, but even after posting two different questions which technically shouldn’t be complicated to answer for someone working with SilverShop, I still have no answer. Meaning yes the module is there, but the documentation isn’t helpful in that case, and I can’t sell the solution on SilverStripe while I can install WooCommerce in less than 5 minutes with all options included.
So selling SilverStripe over WordPress is still very challenging, and I wish there was a straight forward solution, but I doubt you will find something comparable to WordPress unless you custom build it, which is what I attempt to do. It’s not easy at all, most of the time if ChatGPT isn’t able to give me some answer that I couldn’t find myself after hours of search, my last hope is that forum, and it’s not always fruitful.
That’s all I can say, I love SilverStripe and am grateful for it being open source and free with a community that I don’t really know much though. I try to promote it, but WordPress has that easy-to-click-and-it-actually-works-out-of-the-box power that SilverStripe has clearly not.