diff --git a/home-manager/features/neovim/config/lua/plugins/markdown.lua b/home-manager/features/neovim/config/lua/plugins/markdown.lua
new file mode 100644
index 0000000..b7de050
--- /dev/null
+++ b/home-manager/features/neovim/config/lua/plugins/markdown.lua
@@ -0,0 +1,44 @@
+return {
+  "MeanderingProgrammer/render-markdown.nvim",
+  opts = {
+    checkbox = {
+      enabled = true,
+      render_modes = true,
+      unchecked = {
+        icon = "󰄱 ",
+        highlight = "RenderMarkdownUnchecked",
+        scope_highlight = nil,
+      },
+      checked = {
+        -- Replaces '[x]' of 'task_list_marker_checked'.
+        icon = "󰱒 ",
+        -- Highlight for the checked icon.
+        highlight = "RenderMarkdownChecked",
+        -- Highlight for item associated with checked checkbox.
+        scope_highlight = nil,
+      },
+      -- Define custom checkbox states, more involved, not part of the markdown grammar.
+      -- As a result this requires neovim >= 0.10.0 since it relies on 'inline' extmarks.
+      -- The key is for healthcheck and to allow users to change its values, value type below.
+      -- | raw             | matched against the raw text of a 'shortcut_link'           |
+      -- | rendered        | replaces the 'raw' value when rendering                     |
+      -- | highlight       | highlight for the 'rendered' icon                           |
+      -- | scope_highlight | optional highlight for item associated with custom checkbox |
+      -- stylua: ignore
+      custom = {
+        partial = {
+          raw = '[/]',
+          rendered = '⛋ ',
+          highlight = 'RenderMarkdownTodo',
+          scope_highlight = nil
+        },
+        deferred = {
+          raw = '[>]',
+          rendered = '⛝ ',
+          highlight = 'RenderMarkdownWarn',
+          scope_highlight = nil
+        },
+      },
+    },
+  },
+}
diff --git a/home-manager/features/neovim/config/lua/plugins/obsidian.lua b/home-manager/features/neovim/config/lua/plugins/obsidian.lua
index 8c59bf4..9fc3d83 100644
--- a/home-manager/features/neovim/config/lua/plugins/obsidian.lua
+++ b/home-manager/features/neovim/config/lua/plugins/obsidian.lua
@@ -38,6 +38,13 @@ return {
     ui = {
       -- Disable the UI features and let render-markdown.nvim handle it.
       enable = false,
+      -- Even with UI disabled, this determines the order of checkbox states for the smart action.
+      checkboxes = {
+        [" "] = { char = "☐", hl_group = "ObsidianTodo" },
+        ["x"] = { char = "✔", hl_group = "ObsidianDone" },
+        ["/"] = { char = "⛋", hl_group = "ObsidianDone" },
+        [">"] = { char = "⛝", hl_group = "ObsidianDone" },
+      },
     },
   },
 }