diff --git a/apps/mocksi-lite-next/src/pages/content/mocksi-extension.tsx b/apps/mocksi-lite-next/src/pages/content/mocksi-extension.tsx
index a349acd..819e0b6 100644
--- a/apps/mocksi-lite-next/src/pages/content/mocksi-extension.tsx
+++ b/apps/mocksi-lite-next/src/pages/content/mocksi-extension.tsx
@@ -78,6 +78,7 @@ chrome.runtime.onMessage.addListener((request) => {
       async function findReplaceAll(
         find: string,
         replace: string,
+        flags: string, 
         highlight: boolean,
       ) {
         const modification: ModificationRequest = {
@@ -85,7 +86,7 @@ chrome.runtime.onMessage.addListener((request) => {
           modifications: [
             {
               action: "replaceAll",
-              content: `/${find}/${replace}/`,
+              content: `/${find}/${replace}/${flags}`,
               selector: "body",
             },
           ],
@@ -118,8 +119,8 @@ chrome.runtime.onMessage.addListener((request) => {
               }
               if (request.message === "NEW_EDIT") {
                 if (request.data) {
-                  const { find, highlightEdits, replace } = request.data;
-                  await findReplaceAll(find, replace, highlightEdits);
+                  const { find, highlightEdits, replace, flags } = request.data;
+                  await findReplaceAll(find, replace, flags, highlightEdits);
                   data = Array.from(reactor.getAppliedModifications()).map(
                     (mod) => mod.modificationRequest,
                   );
diff --git a/packages/reactor/modifications/replaceAll.ts b/packages/reactor/modifications/replaceAll.ts
index 61c1152..f3c4aa5 100644
--- a/packages/reactor/modifications/replaceAll.ts
+++ b/packages/reactor/modifications/replaceAll.ts
@@ -159,7 +159,7 @@ function replaceText(
 	addModifiedElement: (element: Element) => string,
 	addHighlightNode: (node: Node) => void,
 ): (node: Node) => TreeChange | null {
-	const { patternRegexp, replacement } = toRegExpPattern(pattern);
+	const { patternRegexp, replacement, flags } = toRegExpPattern(pattern);
 
 	return (node: Node) => {
 		let split = node.nodeValue?.split(patternRegexp) || [];
@@ -167,7 +167,7 @@ function replaceText(
 			if (index % 2 === 0) {
 				return part;
 			}
-			return replaceFirstLetterCaseAndPlural(replacement)(part);
+			return replaceFirstLetterCaseAndPlural(replacement, flags)(part);
 		});
 
 		const parentElement = node.parentElement;
@@ -213,7 +213,7 @@ function replaceText(
 	};
 }
 
-function replaceFirstLetterCaseAndPlural(value: string) {
+function replaceFirstLetterCaseAndPlural(value: string, flags: Partial<Record<PatternFlag, boolean>> = {}) {
 	return (match: string) => {
 		let out = value;
 
@@ -225,7 +225,7 @@ function replaceFirstLetterCaseAndPlural(value: string) {
 		}
 
 		// if the match is plural, add an s
-		if (match.endsWith("s")) {
+		if ((flags[PatternFlag.Plurals] ?? false) && match.endsWith("s")) {
 			out = `${out}s`;
 		}
 
@@ -233,18 +233,47 @@ function replaceFirstLetterCaseAndPlural(value: string) {
 	};
 }
 
+enum PatternFlag {
+	CaseInsensitive = "i",
+	WordBoundary = "w",
+	Plurals = "p",
+}
+
 // Take pattern in the form of /pattern/replacement/ and return {patternRegexp, replacement}
 function toRegExpPattern(pattern: string): {
 	patternRegexp: RegExp;
 	replacement: string;
+	flags: Partial<Record<PatternFlag, boolean>>;
 } {
-	const match = /\/(.+)\/(.+)\//.exec(pattern);
-	if (!match || match.length !== 3 || !match[1] || !match[2]) {
+	const match = /\/(.+)\/(.+)\/(.*)/.exec(pattern);
+	if (!match || match.length < 3 || !match[1] || !match[2]) {
 		throw new Error(`Invalid pattern: ${pattern}`);
 	}
 
+	let reFlags = "g";
+	let rePattern = match[1];
+	const flags = match[3];
+
+	const patternFlags: Partial<Record<PatternFlag, boolean>> = {};
+
+	if (flags?.includes('p')) {
+		rePattern += "s?";
+		patternFlags[PatternFlag.Plurals] = true;
+	}
+
+	if (flags?.includes('w')) {
+		rePattern = `\\b${rePattern}\\b`;
+		patternFlags[PatternFlag.WordBoundary] = true;
+	}
+
+	if (flags?.includes('i')) {
+		reFlags += "i";
+		patternFlags[PatternFlag.CaseInsensitive] = true;
+	}
+
 	return {
-		patternRegexp: new RegExp(`(\\b${match[1]}s?\\b)`, "gi"),
+		patternRegexp: new RegExp(`(${rePattern})`, reFlags),
 		replacement: match[2],
+		flags: patternFlags,
 	};
 }
diff --git a/packages/reactor/tests/main.test.ts b/packages/reactor/tests/main.test.ts
index 1d360a9..33e9320 100644
--- a/packages/reactor/tests/main.test.ts
+++ b/packages/reactor/tests/main.test.ts
@@ -36,7 +36,7 @@ describe("modifyHtml", () => {
 				{
 					xpath: "//html/body/div",
 					action: "replaceAll",
-					content: "/train/brain/",
+					content: "/train/brain/i",
 				},
 			],
 		});
diff --git a/packages/reactor/tests/modifications.test.ts b/packages/reactor/tests/modifications.test.ts
index 2067017..62cfc28 100644
--- a/packages/reactor/tests/modifications.test.ts
+++ b/packages/reactor/tests/modifications.test.ts
@@ -45,7 +45,7 @@ describe("Utils", () => {
 		it("should replace all content correctly", async () => {
 			const modification: Modification = {
 				action: "replaceAll",
-				content: "/old/new/",
+				content: "/old/new/i",
 			};
 
 			const element = doc.createElement("div");
@@ -74,7 +74,7 @@ describe("Utils", () => {
 		it("should preserve capitals in replacement", async () => {
 			const modification: Modification = {
 				action: "replaceAll",
-				content: "/old/new/",
+				content: "/old/new/i",
 			};
 
 			const element = doc.createElement("div");
@@ -88,7 +88,7 @@ describe("Utils", () => {
 		it("should preserve plurals in replacement", async () => {
 			const modification: Modification = {
 				action: "replaceAll",
-				content: "/train/brain/",
+				content: "/train/brain/ip",
 			};
 
 			const element = doc.createElement("div");
@@ -104,7 +104,7 @@ describe("Utils", () => {
 		it("should only replace whole words", async () => {
 			const modification: Modification = {
 				action: "replaceAll",
-				content: "/train/brain/",
+				content: "/train/brain/wip",
 			};
 
 			const element = doc.createElement("div");
@@ -121,7 +121,7 @@ describe("Utils", () => {
 		it("should handle more complicated HTML", async () => {
 			const modification: Modification = {
 				action: "replaceAll",
-				content: "/train/brain/",
+				content: "/train/brain/wip",
 			};
 
 			const element = doc.createElement("div");
@@ -156,7 +156,7 @@ describe("Utils", () => {
 		it("should work with multiple text nodes", async () => {
 			const modification: Modification = {
 				action: "replaceAll",
-				content: "/train/brain/",
+				content: "/train/brain/wip",
 			};
 
 			const element = doc.createElement("div");
diff --git a/packages/reactor/tests/mutation.test.ts b/packages/reactor/tests/mutation.test.ts
index ca9cadd..f6a6678 100644
--- a/packages/reactor/tests/mutation.test.ts
+++ b/packages/reactor/tests/mutation.test.ts
@@ -29,7 +29,7 @@ describe("test mutation listeners", {}, () => {
                 {
                     selector: "body",
                     action: "replaceAll",
-                    content: "/train/brain/",
+                    content: "/train/brain/wip",
                 }
             ],
         };