diff --git a/tools/challenge-parser/parser/__fixtures__/ast-fill-in-the-blank-many-blanks.json b/tools/challenge-parser/parser/__fixtures__/ast-fill-in-the-blank-many-blanks.json
new file mode 100644
index 00000000000..18906722921
--- /dev/null
+++ b/tools/challenge-parser/parser/__fixtures__/ast-fill-in-the-blank-many-blanks.json
@@ -0,0 +1,272 @@
+{
+  "type": "root",
+  "children": [
+    {
+      "type": "heading",
+      "depth": 1,
+      "children": [
+        {
+          "type": "text",
+          "value": "--fillInTheBlank--",
+          "position": {
+            "start": { "line": 1, "column": 3, "offset": 2 },
+            "end": { "line": 1, "column": 21, "offset": 20 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 1, "column": 1, "offset": 0 },
+        "end": { "line": 1, "column": 21, "offset": 20 }
+      }
+    },
+    {
+      "type": "heading",
+      "depth": 2,
+      "children": [
+        {
+          "type": "text",
+          "value": "--sentence--",
+          "position": {
+            "start": { "line": 3, "column": 4, "offset": 25 },
+            "end": { "line": 3, "column": 16, "offset": 37 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 3, "column": 1, "offset": 22 },
+        "end": { "line": 3, "column": 16, "offset": 37 }
+      }
+    },
+    {
+      "type": "paragraph",
+      "children": [
+        {
+          "type": "inlineCode",
+          "value": "Sure thing! _ _ _.",
+          "position": {
+            "start": { "line": 5, "column": 1, "offset": 39 },
+            "end": { "line": 5, "column": 21, "offset": 59 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 5, "column": 1, "offset": 39 },
+        "end": { "line": 5, "column": 21, "offset": 59 }
+      }
+    },
+    {
+      "type": "heading",
+      "depth": 2,
+      "children": [
+        {
+          "type": "text",
+          "value": "--blanks--",
+          "position": {
+            "start": { "line": 7, "column": 4, "offset": 64 },
+            "end": { "line": 7, "column": 14, "offset": 74 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 7, "column": 1, "offset": 61 },
+        "end": { "line": 7, "column": 14, "offset": 74 }
+      }
+    },
+    {
+      "type": "paragraph",
+      "children": [
+        {
+          "type": "inlineCode",
+          "value": "I'd",
+          "position": {
+            "start": { "line": 9, "column": 1, "offset": 76 },
+            "end": { "line": 9, "column": 6, "offset": 81 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 9, "column": 1, "offset": 76 },
+        "end": { "line": 9, "column": 6, "offset": 81 }
+      }
+    },
+    {
+      "type": "heading",
+      "depth": 3,
+      "children": [
+        {
+          "type": "text",
+          "value": "--feedback--",
+          "position": {
+            "start": { "line": 11, "column": 5, "offset": 87 },
+            "end": { "line": 11, "column": 17, "offset": 99 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 11, "column": 1, "offset": 83 },
+        "end": { "line": 11, "column": 17, "offset": 99 }
+      }
+    },
+    {
+      "type": "paragraph",
+      "children": [
+        {
+          "type": "text",
+          "value": "Feedback 1",
+          "position": {
+            "start": { "line": 13, "column": 1, "offset": 101 },
+            "end": { "line": 13, "column": 11, "offset": 111 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 13, "column": 1, "offset": 101 },
+        "end": { "line": 13, "column": 11, "offset": 111 }
+      }
+    },
+    {
+      "type": "heading",
+      "depth": 2,
+      "children": [
+        {
+          "type": "text",
+          "value": "--blanks--",
+          "position": {
+            "start": { "line": 15, "column": 4, "offset": 116 },
+            "end": { "line": 15, "column": 14, "offset": 126 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 15, "column": 1, "offset": 113 },
+        "end": { "line": 15, "column": 14, "offset": 126 }
+      }
+    },
+    {
+      "type": "paragraph",
+      "children": [
+        {
+          "type": "inlineCode",
+          "value": "love",
+          "position": {
+            "start": { "line": 17, "column": 1, "offset": 128 },
+            "end": { "line": 17, "column": 7, "offset": 134 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 17, "column": 1, "offset": 128 },
+        "end": { "line": 17, "column": 7, "offset": 134 }
+      }
+    },
+    {
+      "type": "heading",
+      "depth": 3,
+      "children": [
+        {
+          "type": "text",
+          "value": "--feedback--",
+          "position": {
+            "start": { "line": 19, "column": 5, "offset": 140 },
+            "end": { "line": 19, "column": 17, "offset": 152 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 19, "column": 1, "offset": 136 },
+        "end": { "line": 19, "column": 17, "offset": 152 }
+      }
+    },
+    {
+      "type": "paragraph",
+      "children": [
+        {
+          "type": "text",
+          "value": "Feedback 2",
+          "position": {
+            "start": { "line": 21, "column": 1, "offset": 154 },
+            "end": { "line": 21, "column": 11, "offset": 164 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 21, "column": 1, "offset": 154 },
+        "end": { "line": 21, "column": 11, "offset": 164 }
+      }
+    },
+    {
+      "type": "heading",
+      "depth": 2,
+      "children": [
+        {
+          "type": "text",
+          "value": "--blanks--",
+          "position": {
+            "start": { "line": 23, "column": 4, "offset": 169 },
+            "end": { "line": 23, "column": 14, "offset": 179 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 23, "column": 1, "offset": 166 },
+        "end": { "line": 23, "column": 14, "offset": 179 }
+      }
+    },
+    {
+      "type": "paragraph",
+      "children": [
+        {
+          "type": "inlineCode",
+          "value": "to",
+          "position": {
+            "start": { "line": 25, "column": 1, "offset": 181 },
+            "end": { "line": 25, "column": 5, "offset": 185 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 25, "column": 1, "offset": 181 },
+        "end": { "line": 25, "column": 5, "offset": 185 }
+      }
+    },
+    {
+      "type": "heading",
+      "depth": 3,
+      "children": [
+        {
+          "type": "text",
+          "value": "--feedback--",
+          "position": {
+            "start": { "line": 27, "column": 5, "offset": 191 },
+            "end": { "line": 27, "column": 17, "offset": 203 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 27, "column": 1, "offset": 187 },
+        "end": { "line": 27, "column": 17, "offset": 203 }
+      }
+    },
+    {
+      "type": "paragraph",
+      "children": [
+        {
+          "type": "text",
+          "value": "Feedback 3",
+          "position": {
+            "start": { "line": 29, "column": 1, "offset": 205 },
+            "end": { "line": 29, "column": 11, "offset": 215 }
+          }
+        }
+      ],
+      "position": {
+        "start": { "line": 29, "column": 1, "offset": 205 },
+        "end": { "line": 29, "column": 11, "offset": 215 }
+      }
+    }
+  ],
+  "position": {
+    "start": { "line": 1, "column": 1, "offset": 0 },
+    "end": { "line": 30, "column": 1, "offset": 216 }
+  }
+}
diff --git a/tools/challenge-parser/parser/__fixtures__/with-fill-in-the-blank-many-blanks.md b/tools/challenge-parser/parser/__fixtures__/with-fill-in-the-blank-many-blanks.md
new file mode 100644
index 00000000000..571000bf9c7
--- /dev/null
+++ b/tools/challenge-parser/parser/__fixtures__/with-fill-in-the-blank-many-blanks.md
@@ -0,0 +1,29 @@
+# --fillInTheBlank--
+
+## --sentence--
+
+`Sure thing! _ _ _.`
+
+## --blanks--
+
+`I'd`
+
+### --feedback--
+
+Feedback 1
+
+## --blanks--
+
+`love`
+
+### --feedback--
+
+Feedback 2
+
+## --blanks--
+
+`to`
+
+### --feedback--
+
+Feedback 3
diff --git a/tools/challenge-parser/parser/plugins/add-fill-in-the-blank.js b/tools/challenge-parser/parser/plugins/add-fill-in-the-blank.js
index e3be3f0e9cd..74401fc9d52 100644
--- a/tools/challenge-parser/parser/plugins/add-fill-in-the-blank.js
+++ b/tools/challenge-parser/parser/plugins/add-fill-in-the-blank.js
@@ -1,5 +1,6 @@
 const { root } = require('mdast-builder');
 const find = require('unist-util-find');
+const visit = require('unist-util-visit');
 const getAllBetween = require('./utils/between-headings');
 const getAllBefore = require('./utils/before-heading');
 const mdastToHtml = require('./utils/mdast-to-html');
@@ -39,6 +40,8 @@ function plugin() {
     if (fillInTheBlankNodes.length > 0) {
       const fillInTheBlankTree = root(fillInTheBlankNodes);
 
+      validateBlanksCount(fillInTheBlankTree);
+
       const sentenceNodes = getAllBetween(fillInTheBlankTree, '--sentence--');
       const blanksNodes = getAllBetween(fillInTheBlankTree, '--blanks--');
 
@@ -49,6 +52,18 @@ function plugin() {
   }
 }
 
+function validateBlanksCount(fillInTheBlankTree) {
+  let blanksCount = 0;
+  visit(fillInTheBlankTree, { value: '--blanks--' }, () => {
+    blanksCount++;
+  });
+
+  if (blanksCount !== 1)
+    throw Error(
+      `There should only be one --blanks-- section in the fillInTheBlank challenge`
+    );
+}
+
 function getfillInTheBlank(sentenceNodes, blanksNodes) {
   const sentenceWithoutCodeBlocks = sentenceNodes.map(node => {
     node.children.forEach(child => {
diff --git a/tools/challenge-parser/parser/plugins/add-fill-in-the-blank.test.js b/tools/challenge-parser/parser/plugins/add-fill-in-the-blank.test.js
index 3a362cf6a34..3246a85ba29 100644
--- a/tools/challenge-parser/parser/plugins/add-fill-in-the-blank.test.js
+++ b/tools/challenge-parser/parser/plugins/add-fill-in-the-blank.test.js
@@ -3,6 +3,7 @@ const mockFillInTheBlankYouAreAST = require('../__fixtures__/ast-fill-in-the-bla
 const mockFillInTheBlankTwoSentencesAST = require('../__fixtures__/ast-fill-in-the-blank-two-sentences.json');
 const mockFillInTheBlankBadSentence = require('../__fixtures__/ast-fill-in-the-blank-bad-sentence.json');
 const mockFillInTheBlankBadParagraph = require('../__fixtures__/ast-fill-in-the-blank-bad-paragraph.json');
+const mockFillInTheBlankMultipleBlanks = require('../__fixtures__/ast-fill-in-the-blank-many-blanks.json');
 const addFillInTheBlankQuestion = require('./add-fill-in-the-blank');
 
 describe('fill-in-the-blanks plugin', () => {
@@ -126,6 +127,15 @@ Example of good formatting:
     );
   });
 
+  it('should throw if there are multiple --blanks-- sections', () => {
+    // TODO: Check if this is too wordy
+    expect(() => {
+      plugin(mockFillInTheBlankMultipleBlanks, file);
+    }).toThrow(
+      `There should only be one --blanks-- section in the fillInTheBlank challenge`
+    );
+  });
+
   it('should handle one blank', () => {
     plugin(mockFillInTheBlankYouAreAST, file);
     const testObject = file.data.fillInTheBlank;