diff --git a/src/core/config/Categories.json b/src/core/config/Categories.json
index dd6918dc..d3e7648a 100644
--- a/src/core/config/Categories.json
+++ b/src/core/config/Categories.json
@@ -49,6 +49,7 @@
             "Escape Unicode Characters",
             "Unescape Unicode Characters",
             "Normalise Unicode",
+            "Escape Smart Characters",
             "To Quoted Printable",
             "From Quoted Printable",
             "To Punycode",
diff --git a/src/core/operations/EscapeSmartCharacters.mjs b/src/core/operations/EscapeSmartCharacters.mjs
new file mode 100644
index 00000000..39444e94
--- /dev/null
+++ b/src/core/operations/EscapeSmartCharacters.mjs
@@ -0,0 +1,129 @@
+/**
+ * @author HarelKatz [github.com/HarelKatz]
+ * @copyright Crown Copyright 2026
+ * @license Apache-2.0
+ */
+
+import Operation from "../Operation.mjs";
+
+/**
+ * Escape Smart Characters operation
+ */
+class EscapeSmartCharacters extends Operation {
+
+    /**
+     * EscapeSmartCharacters constructor
+     */
+    constructor() {
+        super();
+
+        this.name = "Escape Smart Characters";
+        this.module = "Default";
+        this.description = "Converts smart (typographic) Unicode characters — e.g. smart quotes, em/en dashes, ellipses, ©, ®, ™, arrows — into their plain ASCII equivalents.<br><br>Characters with no ASCII mapping (e.g. <code>☣</code>) are handled according to the 'Unmappable characters' option.<br><br>e.g. <code>“Hello” — world…</code> becomes <code>\"Hello\" -- world...</code>";
+        this.infoURL = "";
+        this.inputType = "string";
+        this.outputType = "string";
+        this.args = [
+            {
+                name: "Unmappable characters",
+                type: "option",
+                value: ["Include", "Remove", "Replace with '.'"]
+            }
+        ];
+    }
+
+    /**
+     * @param {string} input
+     * @param {Object[]} args
+     * @returns {string}
+     */
+    run(input, args) {
+        const [unmappable] = args;
+        let result = "";
+        for (const ch of input) {
+            if (ch.codePointAt(0) < 128) {
+                result += ch;
+            } else if (Object.prototype.hasOwnProperty.call(SMART_MAP, ch)) {
+                result += SMART_MAP[ch];
+            } else {
+                switch (unmappable) {
+                    case "Remove":
+                        break;
+                    case "Replace with '.'":
+                        result += ".";
+                        break;
+                    case "Include":
+                    default:
+                        result += ch;
+                        break;
+                }
+            }
+        }
+        return result;
+    }
+
+}
+
+const SMART_MAP = {
+    // Smart double quotes
+    "“": "\"",   // “ left double quotation mark
+    "”": "\"",   // ” right double quotation mark
+    "„": "\"",   // „ double low-9 quotation mark
+    "‟": "\"",   // ‟ double high-reversed-9 quotation mark
+    "″": "\"",   // ″ double prime
+
+    // Smart single quotes / apostrophes
+    "‘": "'",    // ‘ left single quotation mark
+    "’": "'",    // ’ right single quotation mark / apostrophe
+    "‚": "'",    // ‚ single low-9 quotation mark
+    "‛": "'",    // ‛ single high-reversed-9 quotation mark
+    "′": "'",    // ′ prime
+
+    // Dashes & hyphens
+    "‐": "-",    // ‐ hyphen
+    "‑": "-",    // ‑ non-breaking hyphen
+    "‒": "-",    // ‒ figure dash
+    "–": "-",    // – en dash
+    "—": "--",   // — em dash
+    "―": "--",   // ― horizontal bar
+
+    // Ellipsis
+    "…": "...",  // …
+
+    // Trademark / copyright symbols
+    "©": "(c)",  // ©
+    "®": "(r)",  // ®
+    "™": "(tm)", // ™
+
+    // Arrows
+    "←": "<--",  // ←
+    "→": "-->",  // →
+    "↑": "^",    // ↑
+    "↓": "v",    // ↓
+    "↔": "<->",  // ↔
+    "⇐": "<==",  // ⇐
+    "⇒": "==>",  // ⇒
+    "⇔": "<=>",  // ⇔
+
+    // Guillemets
+    "«": "<<",   // «
+    "»": ">>",   // »
+    "‹": "<",    // ‹
+    "›": ">",    // ›
+
+    // Math & misc symbols
+    "×": "x",    // ×
+    "÷": "/",    // ÷
+    "±": "+/-",  // ±
+    "•": "*",    // •
+    "·": ".",    // ·
+
+    // Non-ASCII spaces
+    "\u00A0": " ",    // NBSP
+    "\u2002": " ",    // en space
+    "\u2003": " ",    // em space
+    "\u2009": " ",    // thin space
+    "\u200A": " "     // hair space
+};
+
+export default EscapeSmartCharacters;
diff --git a/tests/operations/index.mjs b/tests/operations/index.mjs
index c44270fd..44792560 100644
--- a/tests/operations/index.mjs
+++ b/tests/operations/index.mjs
@@ -69,6 +69,7 @@ import "./tests/DropNthBytes.mjs";
 import "./tests/ECDSA.mjs";
 import "./tests/ELFInfo.mjs";
 import "./tests/Enigma.mjs";
+import "./tests/EscapeSmartCharacters.mjs";
 import "./tests/ExtractAudioMetadata.mjs";
 import "./tests/ExtractEmailAddresses.mjs";
 import "./tests/ExtractHashes.mjs";
diff --git a/tests/operations/tests/EscapeSmartCharacters.mjs b/tests/operations/tests/EscapeSmartCharacters.mjs
new file mode 100644
index 00000000..428c3ad8
--- /dev/null
+++ b/tests/operations/tests/EscapeSmartCharacters.mjs
@@ -0,0 +1,132 @@
+/**
+ * Escape Smart Characters tests
+ *
+ * @author HarelKatz [github.com/HarelKatz]
+ * @copyright Crown Copyright 2026
+ * @license Apache-2.0
+ */
+import TestRegister from "../../lib/TestRegister.mjs";
+
+TestRegister.addTests([
+    {
+        "name": "Escape Smart Characters: smart quotes and apostrophes",
+        "input": "“Hello,” she said, ‘yes.’",
+        "expectedOutput": "\"Hello,\" she said, 'yes.'",
+        "recipeConfig": [
+            {
+                "op": "Escape Smart Characters",
+                "args": ["Include"]
+            }
+        ]
+    },
+    {
+        "name": "Escape Smart Characters: em dash, en dash and ellipsis",
+        "input": "page 1–3 — wait…",
+        "expectedOutput": "page 1-3 -- wait...",
+        "recipeConfig": [
+            {
+                "op": "Escape Smart Characters",
+                "args": ["Include"]
+            }
+        ]
+    },
+    {
+        "name": "Escape Smart Characters: trademark symbols",
+        "input": "Foo© Bar® Baz™",
+        "expectedOutput": "Foo(c) Bar(r) Baz(tm)",
+        "recipeConfig": [
+            {
+                "op": "Escape Smart Characters",
+                "args": ["Include"]
+            }
+        ]
+    },
+    {
+        "name": "Escape Smart Characters: arrows and guillemets",
+        "input": "← → ↔ ⇒ « »",
+        "expectedOutput": "<-- --> <-> ==> << >>",
+        "recipeConfig": [
+            {
+                "op": "Escape Smart Characters",
+                "args": ["Include"]
+            }
+        ]
+    },
+    {
+        "name": "Escape Smart Characters: math and misc",
+        "input": "3 × 4 ÷ 2 = 6, ±0.5 • item",
+        "expectedOutput": "3 x 4 / 2 = 6, +/-0.5 * item",
+        "recipeConfig": [
+            {
+                "op": "Escape Smart Characters",
+                "args": ["Include"]
+            }
+        ]
+    },
+    {
+        "name": "Escape Smart Characters: NBSP becomes regular space",
+        "input": "a b c",
+        "expectedOutput": "a b c",
+        "recipeConfig": [
+            {
+                "op": "Escape Smart Characters",
+                "args": ["Include"]
+            }
+        ]
+    },
+    {
+        "name": "Escape Smart Characters: unmappable Include preserves char",
+        "input": "warning: ☣ hazard",
+        "expectedOutput": "warning: ☣ hazard",
+        "recipeConfig": [
+            {
+                "op": "Escape Smart Characters",
+                "args": ["Include"]
+            }
+        ]
+    },
+    {
+        "name": "Escape Smart Characters: unmappable Remove drops char",
+        "input": "warning: ☣ hazard",
+        "expectedOutput": "warning:  hazard",
+        "recipeConfig": [
+            {
+                "op": "Escape Smart Characters",
+                "args": ["Remove"]
+            }
+        ]
+    },
+    {
+        "name": "Escape Smart Characters: unmappable Replace substitutes dot",
+        "input": "warning: ☣ hazard",
+        "expectedOutput": "warning: . hazard",
+        "recipeConfig": [
+            {
+                "op": "Escape Smart Characters",
+                "args": ["Replace with '.'"]
+            }
+        ]
+    },
+    {
+        "name": "Escape Smart Characters: pure ASCII passes through",
+        "input": "hello world! 123",
+        "expectedOutput": "hello world! 123",
+        "recipeConfig": [
+            {
+                "op": "Escape Smart Characters",
+                "args": ["Include"]
+            }
+        ]
+    },
+    {
+        "name": "Escape Smart Characters: empty input",
+        "input": "",
+        "expectedOutput": "",
+        "recipeConfig": [
+            {
+                "op": "Escape Smart Characters",
+                "args": ["Include"]
+            }
+        ]
+    }
+]);