diff --git a/NEWS.md b/NEWS.md
index d874a010..b5109e52 100644
--- a/NEWS.md
+++ b/NEWS.md
@@ -2,6 +2,9 @@
 
 * New `{.num}` and `{.bytes}` inline styles to format numbers
   and bytes (@m-muecke, #644, #588, #643).
+  
+* New bullet styles for TODOs ("[]") and questions ("?") 
+  (@jameslairdsmith, #779).
 
 # cli 3.6.5
 
diff --git a/R/bullets.R b/R/bullets.R
index 008d1071..3f86ce88 100644
--- a/R/bullets.R
+++ b/R/bullets.R
@@ -22,6 +22,8 @@
 #' * `x`: Item with a ref cross, like [cli_alert_danger()].
 #' * `!`: Item with a yellow exclamation mark, like [cli_alert_warning()].
 #' * `i`: Info item, like [cli_alert_info()].
+#' * `[]`: TODO item.
+#' * `?`: Question item.
 #'
 #' You can define new item type by simply defining theming for the
 #' corresponding `bullet-<name>` classes.
@@ -35,7 +37,9 @@
 #'   "v" = "success",
 #'   "x" = "danger",
 #'   "!" = "warning",
-#'   "i" = "info"
+#'   "i" = "info",
+#'   "[]"= "TODO",
+#'   "?" = "question
 #' ))
 #' ```
 #'
diff --git a/R/themes.R b/R/themes.R
index 0c913d7f..8394d460 100644
--- a/R/themes.R
+++ b/R/themes.R
@@ -149,6 +149,14 @@ builtin_theme <- function(dark = getOption("cli.theme_dark", "auto")) {
       "text-exdent" = 2,
       before = function(x) paste0(col_cyan(symbol$info), " ")
     ),
+    ".bullets .bullet-?" = list(
+      "text-exdent" = 2,
+      before = function(x) paste0(col_red(symbol$fancy_question_mark), " ")
+    ),
+    ".bullets .bullet-[]" = list(
+      "text-exdent" = 2,
+      before = function(x) paste0(col_red(symbol$checkbox_off), " ")
+    ),
     ".bullets .bullet-*" = list(
       "text-exdent" = 2,
       before = function(x) paste0(col_cyan(symbol$bullet), " ")
diff --git a/tests/testthat/_snaps/bullets.md b/tests/testthat/_snaps/bullets.md
index 5894a74d..cbde8627 100644
--- a/tests/testthat/_snaps/bullets.md
+++ b/tests/testthat/_snaps/bullets.md
@@ -2,7 +2,7 @@
 
     Code
       cli_bullets(c("noindent", ` ` = "space", v = "success", x = "danger", `!` = "warning",
-        i = "info", `*` = "bullet", `>` = "arrow"))
+        i = "info", `*` = "bullet", `>` = "arrow", `[]` = "TODO", `?` = "question"))
     Message
       noindent
         space
@@ -12,12 +12,14 @@
       i info
       * bullet
       > arrow
+      [ ] TODO
+      (?) question
 
 # bullets [ansi]
 
     Code
       cli_bullets(c("noindent", ` ` = "space", v = "success", x = "danger", `!` = "warning",
-        i = "info", `*` = "bullet", `>` = "arrow"))
+        i = "info", `*` = "bullet", `>` = "arrow", `[]` = "TODO", `?` = "question"))
     Message
       noindent
         space
@@ -27,12 +29,14 @@
       i info
       * bullet
       > arrow
+      [ ] TODO
+      (?) question
 
 # bullets [unicode]
 
     Code
       cli_bullets(c("noindent", ` ` = "space", v = "success", x = "danger", `!` = "warning",
-        i = "info", `*` = "bullet", `>` = "arrow"))
+        i = "info", `*` = "bullet", `>` = "arrow", `[]` = "TODO", `?` = "question"))
     Message
       noindent
         space
@@ -42,12 +46,14 @@
       ℹ info
       • bullet
       → arrow
+      ☐ TODO
+      ❓ question
 
 # bullets [fancy]
 
     Code
       cli_bullets(c("noindent", ` ` = "space", v = "success", x = "danger", `!` = "warning",
-        i = "info", `*` = "bullet", `>` = "arrow"))
+        i = "info", `*` = "bullet", `>` = "arrow", `[]` = "TODO", `?` = "question"))
     Message
       noindent
         space
@@ -57,13 +63,16 @@
       ℹ info
       • bullet
       → arrow
+      ☐ TODO
+      ❓ question
 
 # bullets glue [plain]
 
     Code
       cli_bullets(c("noindent {.key {1:3}}", ` ` = "space {.key {1:3}}", v = "success {.key {1:3}}",
         x = "danger {.key {1:3}}", `!` = "warning {.key {1:3}}", i = "info {.key {1:3}}",
-        `*` = "bullet {.key {1:3}}", `>` = "arrow {.key {1:3}}"))
+        `*` = "bullet {.key {1:3}}", `>` = "arrow {.key {1:3}}", `[]` = "TODO {.key {1:3}}",
+        `?` = "question {.key {1:3}}"))
     Message
       noindent [1], [2], and [3]
         space [1], [2], and [3]
@@ -73,13 +82,16 @@
       i info [1], [2], and [3]
       * bullet [1], [2], and [3]
       > arrow [1], [2], and [3]
+      [ ] TODO [1], [2], and [3]
+      (?) question [1], [2], and [3]
 
 # bullets glue [ansi]
 
     Code
       cli_bullets(c("noindent {.key {1:3}}", ` ` = "space {.key {1:3}}", v = "success {.key {1:3}}",
         x = "danger {.key {1:3}}", `!` = "warning {.key {1:3}}", i = "info {.key {1:3}}",
-        `*` = "bullet {.key {1:3}}", `>` = "arrow {.key {1:3}}"))
+        `*` = "bullet {.key {1:3}}", `>` = "arrow {.key {1:3}}", `[]` = "TODO {.key {1:3}}",
+        `?` = "question {.key {1:3}}"))
     Message
       noindent [1], [2], and [3]
         space [1], [2], and [3]
@@ -89,13 +101,16 @@
       i info [1], [2], and [3]
       * bullet [1], [2], and [3]
       > arrow [1], [2], and [3]
+      [ ] TODO [1], [2], and [3]
+      (?) question [1], [2], and [3]
 
 # bullets glue [unicode]
 
     Code
       cli_bullets(c("noindent {.key {1:3}}", ` ` = "space {.key {1:3}}", v = "success {.key {1:3}}",
         x = "danger {.key {1:3}}", `!` = "warning {.key {1:3}}", i = "info {.key {1:3}}",
-        `*` = "bullet {.key {1:3}}", `>` = "arrow {.key {1:3}}"))
+        `*` = "bullet {.key {1:3}}", `>` = "arrow {.key {1:3}}", `[]` = "TODO {.key {1:3}}",
+        `?` = "question {.key {1:3}}"))
     Message
       noindent [1], [2], and [3]
         space [1], [2], and [3]
@@ -105,13 +120,16 @@
       ℹ info [1], [2], and [3]
       • bullet [1], [2], and [3]
       → arrow [1], [2], and [3]
+      ☐ TODO [1], [2], and [3]
+      ❓ question [1], [2], and [3]
 
 # bullets glue [fancy]
 
     Code
       cli_bullets(c("noindent {.key {1:3}}", ` ` = "space {.key {1:3}}", v = "success {.key {1:3}}",
         x = "danger {.key {1:3}}", `!` = "warning {.key {1:3}}", i = "info {.key {1:3}}",
-        `*` = "bullet {.key {1:3}}", `>` = "arrow {.key {1:3}}"))
+        `*` = "bullet {.key {1:3}}", `>` = "arrow {.key {1:3}}", `[]` = "TODO {.key {1:3}}",
+        `?` = "question {.key {1:3}}"))
     Message
       noindent [1], [2], and [3]
         space [1], [2], and [3]
@@ -121,12 +139,14 @@
       ℹ info [1], [2], and [3]
       • bullet [1], [2], and [3]
       → arrow [1], [2], and [3]
+      ☐ TODO [1], [2], and [3]
+      ❓ question [1], [2], and [3]
 
 # bullets wrapping [plain]
 
     Code
       cli_bullets(c(txt, ` ` = txt, v = txt, x = txt, `!` = txt, i = txt, `*` = txt,
-        `>` = txt))
+        `>` = txt, `[]` = txt, `?` = txt))
     Message
       This is some text that is longer than the width. This is some text that is
       longer than the width. This is some text that is longer than the width.
@@ -144,12 +164,16 @@
         longer than the width. This is some text that is longer than the width.
       > This is some text that is longer than the width. This is some text that is
         longer than the width. This is some text that is longer than the width.
+      [ ] This is some text that is longer than the width. This is some text that is
+        longer than the width. This is some text that is longer than the width.
+      (?) This is some text that is longer than the width. This is some text that is
+        longer than the width. This is some text that is longer than the width.
 
 # bullets wrapping [ansi]
 
     Code
       cli_bullets(c(txt, ` ` = txt, v = txt, x = txt, `!` = txt, i = txt, `*` = txt,
-        `>` = txt))
+        `>` = txt, `[]` = txt, `?` = txt))
     Message
       This is some text that is longer than the width. This is some text that is
       longer than the width. This is some text that is longer than the width.
@@ -167,12 +191,16 @@
         longer than the width. This is some text that is longer than the width.
       > This is some text that is longer than the width. This is some text that is
         longer than the width. This is some text that is longer than the width.
+      [ ] This is some text that is longer than the width. This is some text that is
+        longer than the width. This is some text that is longer than the width.
+      (?) This is some text that is longer than the width. This is some text that is
+        longer than the width. This is some text that is longer than the width.
 
 # bullets wrapping [unicode]
 
     Code
       cli_bullets(c(txt, ` ` = txt, v = txt, x = txt, `!` = txt, i = txt, `*` = txt,
-        `>` = txt))
+        `>` = txt, `[]` = txt, `?` = txt))
     Message
       This is some text that is longer than the width. This is some text that is
       longer than the width. This is some text that is longer than the width.
@@ -190,12 +218,16 @@
         longer than the width. This is some text that is longer than the width.
       → This is some text that is longer than the width. This is some text that is
         longer than the width. This is some text that is longer than the width.
+      ☐ This is some text that is longer than the width. This is some text that is
+        longer than the width. This is some text that is longer than the width.
+      ❓ This is some text that is longer than the width. This is some text that is
+        longer than the width. This is some text that is longer than the width.
 
 # bullets wrapping [fancy]
 
     Code
       cli_bullets(c(txt, ` ` = txt, v = txt, x = txt, `!` = txt, i = txt, `*` = txt,
-        `>` = txt))
+        `>` = txt, `[]` = txt, `?` = txt))
     Message
       This is some text that is longer than the width. This is some text that is
       longer than the width. This is some text that is longer than the width.
@@ -213,4 +245,8 @@
         longer than the width. This is some text that is longer than the width.
       → This is some text that is longer than the width. This is some text that is
         longer than the width. This is some text that is longer than the width.
+      ☐ This is some text that is longer than the width. This is some text that is
+        longer than the width. This is some text that is longer than the width.
+      ❓ This is some text that is longer than the width. This is some text that is
+        longer than the width. This is some text that is longer than the width.
 
diff --git a/tests/testthat/test-bullets.R b/tests/testthat/test-bullets.R
index dfc29199..8a166e80 100644
--- a/tests/testthat/test-bullets.R
+++ b/tests/testthat/test-bullets.R
@@ -10,7 +10,9 @@ test_that_cli("bullets", {
     "!" = "warning",
     "i" = "info",
     "*" = "bullet",
-    ">" = "arrow"
+    ">" = "arrow",
+    "[]"= "TODO",
+    "?" = "question"
   )))
 })
 
@@ -23,7 +25,9 @@ test_that_cli("bullets glue", {
     "!" = "warning {.key {1:3}}",
     "i" = "info {.key {1:3}}",
     "*" = "bullet {.key {1:3}}",
-    ">" = "arrow {.key {1:3}}"
+    ">" = "arrow {.key {1:3}}",
+    "[]"= "TODO {.key {1:3}}",
+    "?" = "question {.key {1:3}}"
   )))
 })
 
@@ -37,6 +41,8 @@ test_that_cli("bullets wrapping", {
     "!" = txt,
     "i" = txt,
     "*" = txt,
-    ">" = txt
+    ">" = txt,
+    "[]"= txt,
+    "?" = txt
   )))
 })