diff --git a/src/core/Utils.mjs b/src/core/Utils.mjs
index 0f10cb8a..c99eccc9 100755
--- a/src/core/Utils.mjs
+++ b/src/core/Utils.mjs
@@ -591,6 +591,44 @@ class Utils {
         return utf8 ? Utils.byteArrayToUtf8(arr) : Utils.byteArrayToChars(arr);
     }
 
+    /**
+     * Calculates the Shannon entropy for a given set of data.
+     *
+     * @param {Uint8Array|ArrayBuffer} input
+     * @returns {number}
+     */
+    static calculateShannonEntropy(data) {
+        if (data instanceof ArrayBuffer) {
+            data = new Uint8Array(data);
+        }
+        const prob = [],
+            occurrences = new Array(256).fill(0);
+
+        // Count occurrences of each byte in the input
+        let i;
+        for (i = 0; i < data.length; i++) {
+            occurrences[data[i]]++;
+        }
+
+        // Store probability list
+        for (i = 0; i < occurrences.length; i++) {
+            if (occurrences[i] > 0) {
+                prob.push(occurrences[i] / data.length);
+            }
+        }
+
+        // Calculate Shannon entropy
+        let entropy = 0,
+            p;
+
+        for (i = 0; i < prob.length; i++) {
+            p = prob[i];
+            entropy += p * Math.log(p) / Math.log(2);
+        }
+
+        return -entropy;
+    }
+
 
     /**
      * Parses CSV data and returns it as a two dimensional array or strings.
diff --git a/src/web/html/index.html b/src/web/html/index.html
index 2167c6b8..121f0780 100755
--- a/src/web/html/index.html
+++ b/src/web/html/index.html
@@ -491,6 +491,15 @@
                             </select>
                         </div>
 
+                        <div class="form-group option-item">
+                            <label for="preserveCR" class="bmd-label-floating"> Preserve carriage returns (0x0d)</label>
+                            <select class="form-control" option="preserveCR" id="preserveCR" data-toggle="tooltip" data-placement="bottom" data-offset="-10%" data-html="true" title="HTML textareas don't support carriage returns, so if we want to preserve them in our input, we have to disable editing.<br><br>The default option is to only do this for high-entropy inputs, but you can force the choice using this dropdown.">
+                                <option value="entropy">For high-entropy inputs</option>
+                                <option value="always">Always</option>
+                                <option value="never">Never</option>
+                            </select>
+                        </div>
+
                         <div class="form-group option-item">
                             <label for="errorTimeout" class="bmd-label-floating">Operation error timeout in ms (0 for never)</label>
                             <input type="number" class="form-control" option="errorTimeout" id="errorTimeout">
@@ -575,13 +584,6 @@
                                 Keep the current tab in sync between the input and output
                             </label>
                         </div>
-
-                        <div class="checkbox option-item">
-                            <label for="preserveCR" data-toggle="tooltip" data-placement="right" data-html="true" title="As HTML textareas don't support carriage returns, editing input must be turned off to preserve them.<br><br>When this option is enabled, editing is disabled for pasted text that contains carriage returns. Otherwise, editing will remain enabled but carriage returns will not be preserved.">
-                                <input type="checkbox" option="preserveCR" id="preserveCR">
-                                Preserve carriage returns when pasting an input
-                            </label>
-                        </div>
                     </div>
                     <div class="modal-footer">
                         <button type="button" class="btn btn-secondary" id="reset-options">Reset options to default</button>
diff --git a/src/web/index.js b/src/web/index.js
index 63591d89..b5be066d 100755
--- a/src/web/index.js
+++ b/src/web/index.js
@@ -54,8 +54,7 @@ function main() {
         autoMagic:           true,
         imagePreview:        true,
         syncTabs:            true,
-        preserveCR:          true,
-        userSetCR:           false
+        preserveCR:          "entropy"
     };
 
     document.removeEventListener("DOMContentLoaded", main, false);
diff --git a/src/web/waiters/InputWaiter.mjs b/src/web/waiters/InputWaiter.mjs
index 2efcb8a3..fa05f22b 100644
--- a/src/web/waiters/InputWaiter.mjs
+++ b/src/web/waiters/InputWaiter.mjs
@@ -860,31 +860,29 @@ class InputWaiter {
         if (input.indexOf("\r") < 0) return false;
 
         const optionsStr = "This behaviour can be changed in the <a href='#' onclick='document.getElementById(\"options\").click()'>Options pane</a>";
-        if (!this.app.options.userSetCR) {
-            // User has not set a CR preference yet
-            let preserve = await new Promise(function(resolve, reject) {
-                this.app.confirm(
-                    "Carriage Return Detected",
-                    "A <a href='https://wikipedia.org/wiki/Carriage_return'>carriage return</a> (<code>\\r</code>, <code>0x0d</code>) was detected in your input. As HTML textareas <a href='https://html.spec.whatwg.org/multipage/form-elements.html#the-textarea-element'>can't display carriage returns</a>, editing must be turned off to preserve them. <br>Alternatively, you can enable editing but your carriage returns will not be preserved.<br><br>This preference will be saved but can be toggled in the options pane.",
-                    "Preserve Carriage Returns",
-                    "Enable Editing", resolve, this);
-            }.bind(this));
-            if (preserve === undefined) {
-                // The confirm pane was closed without picking a specific choice
-                this.app.alert(`Not preserving carriage returns.\n${optionsStr}`, 5000);
-                preserve = false;
-            }
-            this.manager.options.updateOption("preserveCR", preserve);
-            this.manager.options.updateOption("userSetCR", true);
-        } else {
-            if (this.app.options.preserveCR) {
-                this.app.alert(`A carriage return (\\r, 0x0d) was detected in your input, so editing has been disabled to preserve it.<br>${optionsStr}`, 10000);
-            } else {
-                this.app.alert(`A carriage return (\\r, 0x0d) was detected in your input. Editing is remaining enabled, but carriage returns will not be preserved.<br>${optionsStr}`, 10000);
-            }
+        const preserveStr = `A carriage return (\\r, 0x0d) was detected in your input. To preserve it, editing has been disabled.<br>${optionsStr}`;
+        const dontPreserveStr = `A carriage return (\\r, 0x0d) was detected in your input. It has not been preserved.<br>${optionsStr}`;
+
+        switch (this.app.options.preserveCR) {
+            case "always":
+                this.app.alert(preserveStr, 6000);
+                return true;
+            case "never":
+                this.app.alert(dontPreserveStr, 6000);
+                return false;
         }
 
-        return this.app.options.preserveCR;
+        // Only preserve for high-entropy inputs
+        const data = Utils.strToArrayBuffer(input);
+        const entropy = Utils.calculateShannonEntropy(data);
+
+        if (entropy > 6) {
+            this.app.alert(preserveStr, 6000);
+            return true;
+        }
+
+        this.app.alert(dontPreserveStr, 6000);
+        return false;
     }
 
     /**