diff --git a/public/scripts/extensions/regex/editor.html b/public/scripts/extensions/regex/editor.html
index 63b41b49c..b51d96379 100644
--- a/public/scripts/extensions/regex/editor.html
+++ b/public/scripts/extensions/regex/editor.html
@@ -68,7 +68,7 @@
                 </label>
                 <div>
                     <textarea
-                        class="regex_trim_strings text_pole wide100p textarea_compact" data-i18n="[placeholder]ext_regex_trim_placeholder" 
+                        class="regex_trim_strings text_pole wide100p textarea_compact" data-i18n="[placeholder]ext_regex_trim_placeholder"
                         placeholder="Globally trims any unwanted parts from a regex match before replacement. Separate each element by an enter."
                         rows="3"
                     ></textarea>
@@ -79,34 +79,40 @@
         <div class="flex-container">
             <div class="flex1 wi-enter-footer-text flex-container flexFlowColumn flexNoGap alignitemsstart">
                 <small data-i18n="ext_regex_affects">Affects</small>
-                <div>
+                <div title="Messages sent by the user.">
                     <label class="checkbox flex-container">
                         <input type="checkbox" name="replace_position" value="1">
                         <span data-i18n="ext_regex_user_input">User Input</span>
                     </label>
                 </div>
-                <div>
+                <div title="Messages received from the Generation API.">
                     <label class="checkbox flex-container">
                         <input type="checkbox" name="replace_position" value="2">
                         <span data-i18n="ext_regex_ai_output">AI Output</span>
                     </label>
                 </div>
-                <div>
+                <div title="Messages sent using STscript commands.">
                     <label class="checkbox flex-container">
                         <input type="checkbox" name="replace_position" value="3">
                         <span data-i18n="Slash Commands">Slash Commands</span>
                     </label>
                 </div>
+                <div title="Lorebook/World Info entry contents. Requires 'Only Format Prompt' to be checked!">
+                    <label class="checkbox flex-container">
+                        <input type="checkbox" name="replace_position" value="5">
+                        <span data-i18n="World Info">World Info</span>
+                    </label>
+                </div>
                 <div class="flex-container wide100p marginTop5">
                     <div class="flex1 flex-container flexNoGap">
-                        <small data-i18n="[title]ext_regex_min_depth_desc" title="When applied to prompts or display, only affect messages that are at least N levels deep. 0 = last message, 1 = penultimate message, etc. Only counts usable messages, i.e. not hidden or system.">
+                        <small data-i18n="[title]ext_regex_min_depth_desc" title="When applied to prompts or display, only affect messages that are at least N levels deep. 0 = last message, 1 = penultimate message, etc. Only counts WI entries @Depth and usable messages, i.e. not hidden or system.">
                             <span data-i18n="Min Depth">Min Depth</span>
                             <span class="fa-solid fa-circle-question note-link-span"></span>
                         </small>
                         <input name="min_depth" class="text_pole textarea_compact" type="number" min="0" max="999" data-i18n="[placeholder]ext_regex_min_depth_placeholder" placeholder="Unlimited" />
                     </div>
                     <div class="flex1 flex-container flexNoGap">
-                        <small data-i18n="[title]ext_regex_max_depth_desc" title="When applied to prompts or display, only affect messages no more than N levels deep. 0 = last message, 1 = penultimate message, etc. Only counts usable messages, i.e. not hidden or system.">
+                        <small data-i18n="[title]ext_regex_max_depth_desc" title="When applied to prompts or display, only affect messages no more than N levels deep. 0 = last message, 1 = penultimate message, etc. Only counts WI entries @Depth and usable messages, i.e. not hidden or system.">
                             <span data-i18n="Max Depth">Max Depth</span>
                             <span class="fa-solid fa-circle-question note-link-span"></span>
                         </small>
@@ -120,11 +126,11 @@
                     <input type="checkbox" name="disabled" />
                     <span data-i18n="Disabled">Disabled</span>
                 </label>
-                <label class="checkbox flex-container">
+                <label class="checkbox flex-container" title="Chat history won't change, only the message rendered in the UI.">
                     <input type="checkbox" name="only_format_display" />
                     <span data-i18n="Only Format Display">Only Format Display</span>
                 </label>
-                <label class="checkbox flex-container" data-i18n="[title]ext_regex_only_format_prompt_desc" title="Chat history won't change, only the prompt as the request is sent (on generation)">
+                <label class="checkbox flex-container" data-i18n="[title]ext_regex_only_format_prompt_desc" title="Chat history won't change, only the prompt as the request is sent (on generation).">
                     <input type="checkbox" name="only_format_prompt"/>
                     <span>
                         <span data-i18n="Only Format Prompt (?)">Only Format Prompt</span>
@@ -135,7 +141,7 @@
                     <input type="checkbox" name="run_on_edit" />
                     <span data-i18n="Run On Edit">Run On Edit</span>
                 </label>
-                <label class="checkbox flex-container" data-i18n="[title]ext_regex_substitute_regex_desc" title="Substitute {{macros}} in Find Regex before running it">
+                <label class="checkbox flex-container" data-i18n="[title]ext_regex_substitute_regex_desc" title="Substitute &lcub;&lcub;macros&rcub;&rcub; in Find Regex before running it">
                     <input type="checkbox" name="substitute_regex" />
                     <span>
                         <span data-i18n="Substitute Regex">Substitute Regex</span>
diff --git a/public/scripts/extensions/regex/engine.js b/public/scripts/extensions/regex/engine.js
index 3612de891..0f1be14a2 100644
--- a/public/scripts/extensions/regex/engine.js
+++ b/public/scripts/extensions/regex/engine.js
@@ -17,6 +17,8 @@ const regex_placement = {
     USER_INPUT: 1,
     AI_OUTPUT: 2,
     SLASH_COMMAND: 3,
+    // 4 - sendAs (legacy)
+    WORLD_INFO: 5,
 };
 
 /**
diff --git a/public/scripts/world-info.js b/public/scripts/world-info.js
index 4fbf7cb35..77ccbf8bd 100644
--- a/public/scripts/world-info.js
+++ b/public/scripts/world-info.js
@@ -10,6 +10,7 @@ import { power_user } from './power-user.js';
 import { getTagKeyForEntity } from './tags.js';
 import { resolveVariable } from './variables.js';
 import { debounce_timeout } from './constants.js';
+import { getRegexedString, regex_placement } from './extensions/regex/engine.js';
 
 export {
     world_info,
@@ -2530,37 +2531,40 @@ async function checkWorldInfo(chat, maxContext) {
     // Appends from insertion order 999 to 1. Use unshift for this purpose
     // TODO (kingbri): Change to use WI Anchor positioning instead of separate top/bottom arrays
     [...allActivatedEntries].sort(sortFn).forEach((entry) => {
+        const regexDepth = entry.position === world_info_position.atDepth ? (entry.depth ?? DEFAULT_DEPTH) : null;
+        const content = getRegexedString(entry.content, regex_placement.WORLD_INFO, { depth: regexDepth, isMarkdown: false, isPrompt: true });
+
         switch (entry.position) {
             case world_info_position.before:
-                WIBeforeEntries.unshift(substituteParams(entry.content));
+                WIBeforeEntries.unshift(substituteParams(content));
                 break;
             case world_info_position.after:
-                WIAfterEntries.unshift(substituteParams(entry.content));
+                WIAfterEntries.unshift(substituteParams(content));
                 break;
             case world_info_position.EMTop:
                 EMEntries.unshift(
-                    { position: wi_anchor_position.before, content: entry.content },
+                    { position: wi_anchor_position.before, content: content },
                 );
                 break;
             case world_info_position.EMBottom:
                 EMEntries.unshift(
-                    { position: wi_anchor_position.after, content: entry.content },
+                    { position: wi_anchor_position.after, content: content },
                 );
                 break;
             case world_info_position.ANTop:
-                ANTopEntries.unshift(entry.content);
+                ANTopEntries.unshift(content);
                 break;
             case world_info_position.ANBottom:
-                ANBottomEntries.unshift(entry.content);
+                ANBottomEntries.unshift(content);
                 break;
             case world_info_position.atDepth: {
                 const existingDepthIndex = WIDepthEntries.findIndex((e) => e.depth === (entry.depth ?? DEFAULT_DEPTH) && e.role === (entry.role ?? extension_prompt_roles.SYSTEM));
                 if (existingDepthIndex !== -1) {
-                    WIDepthEntries[existingDepthIndex].entries.unshift(entry.content);
+                    WIDepthEntries[existingDepthIndex].entries.unshift(content);
                 } else {
                     WIDepthEntries.push({
                         depth: entry.depth,
-                        entries: [entry.content],
+                        entries: [content],
                         role: entry.role ?? extension_prompt_roles.SYSTEM,
                     });
                 }