diff --git a/src/css/prose.css b/src/css/prose.css
index 98e7f0ee..76be69d8 100644
--- a/src/css/prose.css
+++ b/src/css/prose.css
@@ -89,3 +89,11 @@
 .prose table tbody tr:nth-child(2n-1) {
   @apply bg-zinc-100;
 }
+
+.prose .task-list {
+  @apply list-none;
+}
+
+.prose > .task-list {
+  @apply pl-0;
+}
diff --git a/src/markdown/index.ts b/src/markdown/index.ts
index 5177ca1c..22c544aa 100644
--- a/src/markdown/index.ts
+++ b/src/markdown/index.ts
@@ -3,6 +3,7 @@ import { pluginCodeBlock } from "./plugin-code-block"
 import { pluginExcerpt } from "./plugin-excerpt"
 import { pluginImage } from "./plugin-image"
 import { pluginTable } from "./plugin-table"
+import { pluginTaskList } from "./plugin-task-list"
 
 export type MarkdownEnv = {
   excerpt: string
@@ -24,6 +25,7 @@ export const renderPageContent = async (content: string): Promise<Rendered> => {
   md.use(pluginCodeBlock)
   md.use(pluginExcerpt)
   md.use(pluginTable)
+  md.use(pluginTaskList)
 
   const env: MarkdownEnv = { excerpt: "", __internal: {} }
   const contentHTML = md.render(content, env)
diff --git a/src/markdown/plugin-task-list.ts b/src/markdown/plugin-task-list.ts
new file mode 100644
index 00000000..2ec30566
--- /dev/null
+++ b/src/markdown/plugin-task-list.ts
@@ -0,0 +1,138 @@
+import MarkdownIt from "markdown-it"
+import Token from "markdown-it/lib/token"
+
+export const pluginTaskList = (md: MarkdownIt, options?: any) => {
+  options = Object.assign(
+    {
+      disabled: true,
+      divWrap: false,
+      divClass: "checkbox",
+      idPrefix: "cbx_",
+      ulClass: "task-list",
+      liClass: "task-list-item",
+    },
+    options,
+  )
+  md.core.ruler.after("inline", "github-task-lists", (state) => {
+    const { tokens } = state
+    let lastId = 0
+    for (let i = 2; i < tokens.length; i++) {
+      if (isTodoItem(tokens, i)) {
+        todoify(tokens[i], `${lastId}`, options, state.Token)
+        lastId += 1
+        const token = tokens[i - 2]
+        token.attrSet("class", options.liClass)
+        const parentTokenIndex = getParentTokenIndex(tokens, i - 2)
+        const parentToken = tokens[parentTokenIndex]
+        if (parentToken) {
+          parentToken.attrSet("class", options.ulClass)
+        }
+      }
+    }
+  })
+}
+
+function getParentTokenIndex(tokens: Token[], index: number) {
+  const targetLevel = tokens[index].level - 1
+  for (let i = index - 1; i >= 0; i--) {
+    if (tokens[i].level === targetLevel) {
+      return i
+    }
+  }
+
+  return -1
+}
+
+function isTodoItem(tokens: Token[], index: number) {
+  return (
+    isInline(tokens[index]) &&
+    isParagraph(tokens[index - 1]) &&
+    isListItem(tokens[index - 2]) &&
+    startsWithTodoMarkdown(tokens[index])
+  )
+}
+
+function todoify(
+  token: Token,
+  lastId: string,
+  options: any,
+  TokenConstructor: typeof Token,
+) {
+  const id = `${options.idPrefix}${lastId}`
+  token.children![0].content = token.children![0].content.slice(3)
+  // label
+  token.children!.unshift(beginLabel(id, TokenConstructor))
+  token.children!.push(endLabel(TokenConstructor))
+  // checkbox
+  token.children!.unshift(makeCheckbox(token, id, options, TokenConstructor))
+  if (options.divWrap) {
+    token.children!.unshift(beginWrap(options, TokenConstructor))
+    token.children!.push(endWrap(TokenConstructor))
+  }
+}
+
+function makeCheckbox(
+  token: Token,
+  id: string,
+  options: any,
+  TokenConstructor: typeof Token,
+) {
+  const checkbox = new TokenConstructor("checkbox_input", "input", 0)
+  checkbox.attrs = [
+    ["type", "checkbox"],
+    ["id", id],
+  ]
+  const checked = /^\[[xX]\][ \u00A0]/.test(token.content) // if token.content starts with '[x] ' or '[X] '
+  if (checked === true) {
+    checkbox.attrs.push(["checked", "true"])
+  }
+
+  if (options.disabled === true) {
+    checkbox.attrs.push(["disabled", "true"])
+  }
+
+  return checkbox
+}
+
+function beginLabel(id: string, TokenConstructor: typeof Token) {
+  const label = new TokenConstructor("label_open", "label", 1)
+  label.attrs = [["for", id]]
+  return label
+}
+
+function endLabel(TokenConstructor: typeof Token) {
+  return new TokenConstructor("label_close", "label", -1)
+}
+
+// these next two functions are kind of hacky; probably should really be a
+// true block-level token with .tag=='label'
+function beginWrap(options: any, TokenConstructor: typeof Token) {
+  const token = new TokenConstructor("checkbox_open", "div", 0)
+  token.attrs = [["class", options.divClass]]
+  return token
+}
+
+function endWrap(TokenConstructor: typeof Token) {
+  const token = new TokenConstructor("checkbox_close", "div", -1)
+  // token.content = '</label>';
+  return token
+}
+
+function isInline(token: Token) {
+  return token.type === "inline"
+}
+
+function isParagraph(token: Token) {
+  return token.type === "paragraph_open"
+}
+
+function isListItem(token: Token) {
+  return token.type === "list_item_open"
+}
+
+function startsWithTodoMarkdown(token: Token) {
+  // The leading whitespace in a list item (token.content) is already trimmed off by markdown-it.
+  // The regex below checks for '[ ] ' or '[x] ' or '[X] ' at the start of the string token.content,
+  // where the space is either a normal space or a non-breaking space (character 160 = \u00A0).
+  return /^\[[xX \u00A0]\][ \u00A0]/.test(token.content)
+}