The Pendragon 6e Gamemaster's Handbook finally arrived in my region, so I ordered it immediately. The same online store had Call of Cthulhu Dark Ages 3rd Ed, and since I've been hombrewing a CoC campaign set in Dark Ages France for a while, I bought it too. DA 3rd Ed is mostly England focused and later centuries than my homebrew, which was a bit dissapointing but it's proving useful none the less. The store supports Bit & Mortar, so I have the PDFs for both which is going to aid with getting my CoC DA homebrew onto VTT.
For VTT content, a few weeks ago I bought the Savage Worlds based Beasts & Barbarians for FGU, which is something I've run before around an IRL table. It's Sword & Sorcery with a Pulp-Conan vibe to it, with some cool additions and changes to the SWADE rules.
For software/support tools, I splurged for the Humble Bundle Map Making Mega Bundle, which is virtually everthing ever released for Profantasy's Campaign Cartographer 3+. I already owned all the core apps like CC3+, City Designer, Dungeon Designer and Cosmographer, but from time to time I've bought 1 of the annuals at $40 CDN a pop for specific tools & styles. So getting all 18 annuals was worth the $43 price tag alone. And there are loads of other symbol sets, apps and tools bundled in.