diff --git a/.bruno/Authenticated/Roll Requests/Roll Dice.bru b/.bruno/Authenticated/Roll Requests/Roll Dice.bru
index 35ba6d1..2d12b1a 100644
--- a/.bruno/Authenticated/Roll Requests/Roll Dice.bru	
+++ b/.bruno/Authenticated/Roll Requests/Roll Dice.bru	
@@ -5,7 +5,7 @@ meta {
 }
 
 get {
-  url: http://localhost:8166/api/roll?user=[discord-user-id]&channel=[discord-channel-id]&rollstr=[artificer-roll-cmd]&documentation=All items below are optional. Flags do not need values.&nd=[no-details-flag]&snd=[super-no-details-flag]&hr=[hide-raw-roll-details-flag]&s=[spoiler-results-flag]&m-or-max=[max-roll-flag, cannot be used with n flag]&min=[[min-roll-flag, cannot be used with n or max]&n=[nominal-roll-flag, cannot be used with max or min flag]&gms=[csv-of-discord-user-ids-to-be-dmed-results]&o=[order-rolls, must be a or d]&c=[count-flag]
+  url: http://localhost:8166/api/roll?user=[discord-user-id]&channel=[discord-channel-id]&rollstr=[artificer-roll-cmd]&documentation=All items below are optional. Flags do not need values.&nd=[no-details-flag]&snd=[super-no-details-flag]&hr=[hide-raw-roll-details-flag]&s=[spoiler-results-flag]&m-or-max=[max-roll-flag, cannot be used with n flag]&min=[[min-roll-flag, cannot be used with n or max]&n=[nominal-roll-flag, cannot be used with max or min flag]&gms=[csv-of-discord-user-ids-to-be-dmed-results]&o=[order-rolls, must be a or d]&c=[count-flag]&cc=[confirm-crit-flag]
   body: none
   auth: inherit
 }
@@ -25,4 +25,5 @@ params:query {
   gms: [csv-of-discord-user-ids-to-be-dmed-results]
   o: [order-rolls, must be a or d]
   c: [count-flag]
+  cc: [confirm-crit-flag]
 }
diff --git a/src/artigen/artigen.ts b/src/artigen/artigen.ts
index 1cca0cb..65aafab 100644
--- a/src/artigen/artigen.ts
+++ b/src/artigen/artigen.ts
@@ -10,6 +10,7 @@ import { loggingEnabled } from 'artigen/utils/logFlag.ts';
 import { assertPrePostBalance } from 'artigen/utils/parenBalance.ts';
 import { compareTotalRolls, compareTotalRollsReverse } from 'artigen/utils/sortFuncs.ts';
 import { translateError } from 'artigen/utils/translateError.ts';
+import { reduceCountDetails } from 'artigen/utils/counter.ts';
 
 // runCmd(rollRequest)
 // runCmd handles converting rollRequest into a computer readable format for processing, and finally executes the solving
@@ -115,24 +116,7 @@ export const runCmd = (rollRequest: QueuedRoll): SolvedRoll => {
     returnMsg.line3 = line3;
 
     // Reduce counts to a single object
-    returnMsg.counts = tempCountDetails.reduce(
-      (acc, cnt) => ({
-        total: acc.total + cnt.total,
-        successful: acc.successful + cnt.successful,
-        failed: acc.failed + cnt.failed,
-        rerolled: acc.rerolled + cnt.rerolled,
-        dropped: acc.dropped + cnt.dropped,
-        exploded: acc.exploded + cnt.exploded,
-      }),
-      {
-        total: 0,
-        successful: 0,
-        failed: 0,
-        rerolled: 0,
-        dropped: 0,
-        exploded: 0,
-      },
-    );
+    returnMsg.counts = reduceCountDetails(tempCountDetails);
   } catch (e) {
     // Fill in the return block
     const solverError = e as Error;
diff --git a/src/artigen/cmdTokenizer.ts b/src/artigen/cmdTokenizer.ts
index d0bd0d4..3f7c256 100644
--- a/src/artigen/cmdTokenizer.ts
+++ b/src/artigen/cmdTokenizer.ts
@@ -13,6 +13,7 @@ import { tokenizeMath } from 'artigen/math/mathTokenizer.ts';
 import { closeInternal, internalWrapRegex, openInternal } from 'artigen/utils/escape.ts';
 import { loggingEnabled } from 'artigen/utils/logFlag.ts';
 import { getMatchingInternalIdx, getMatchingPostfixIdx } from 'artigen/utils/parenBalance.ts';
+import { reduceCountDetails } from 'artigen/utils/counter.ts';
 
 // tokenizeCmd expects a string[] of items that are either config.prefix/config.postfix or some text that contains math and/or dice rolls
 export const tokenizeCmd = (cmd: string[], modifiers: RollModifiers, topLevel: boolean, previousResults: number[] = []): [ReturnData[], CountDetails[]] => {
@@ -28,15 +29,12 @@ export const tokenizeCmd = (cmd: string[], modifiers: RollModifiers, topLevel: b
     const openIdx = cmd.indexOf(config.prefix);
     const closeIdx = getMatchingPostfixIdx(cmd, openIdx);
 
+    const currentCmd = cmd.slice(openIdx + 1, closeIdx);
+
     loggingEnabled && log(LT.LOG, `Setting previous results: topLevel:${topLevel} ${topLevel ? returnData.map((rd) => rd.rollTotal) : previousResults}`);
 
     // Handle any nested commands
-    const [tempData, tempCounts] = tokenizeCmd(
-      cmd.slice(openIdx + 1, closeIdx),
-      modifiers,
-      false,
-      topLevel ? returnData.map((rd) => rd.rollTotal) : previousResults,
-    );
+    const [tempData, tempCounts] = tokenizeCmd(currentCmd, modifiers, false, topLevel ? returnData.map((rd) => rd.rollTotal) : previousResults);
     const data = tempData[0];
 
     if (topLevel) {
@@ -55,6 +53,24 @@ export const tokenizeCmd = (cmd: string[], modifiers: RollModifiers, topLevel: b
     // Store results
     returnData.push(data);
     countDetails.push(...tempCounts);
+
+    if (topLevel && modifiers.confirmCrit && reduceCountDetails(tempCounts).successful) {
+      loggingEnabled && log(LT.LOG, `ConfirmCrit on ${JSON.stringify(currentCmd)}`);
+      let done = false;
+      while (!done) {
+        const [ccTempData, ccTempCounts] = tokenizeCmd(currentCmd, modifiers, false, topLevel ? returnData.map((rd) => rd.rollTotal) : previousResults);
+        const ccData = ccTempData[0];
+        ccData.rollPreFormat = '\nAuto-Confirming Crit: ';
+
+        loggingEnabled && log(LT.LOG, `ConfirmCrit on ${JSON.stringify(currentCmd)} | Rolled again ${JSON.stringify(ccData)} ${JSON.stringify(ccTempCounts)}`);
+
+        // Store CC results
+        returnData.push(ccData);
+        countDetails.push(...ccTempCounts);
+
+        done = reduceCountDetails(ccTempCounts).successful === 0;
+      }
+    }
   }
 
   if (topLevel) {
diff --git a/src/artigen/dice/dice.d.ts b/src/artigen/dice/dice.d.ts
index bd098bd..fb3cea6 100644
--- a/src/artigen/dice/dice.d.ts
+++ b/src/artigen/dice/dice.d.ts
@@ -45,6 +45,7 @@ export interface RollModifiers {
   order: string;
   count: boolean;
   commaTotals: boolean;
+  confirmCrit: boolean;
   apiWarn: string;
   valid: boolean;
   error: Error;
diff --git a/src/artigen/dice/getModifiers.ts b/src/artigen/dice/getModifiers.ts
index fa49520..fd2aa9b 100644
--- a/src/artigen/dice/getModifiers.ts
+++ b/src/artigen/dice/getModifiers.ts
@@ -15,6 +15,7 @@ export const Modifiers = Object.freeze({
   GM: '-gm',
   Order: '-o',
   CommaTotals: '-ct',
+  ConfirmCrit: '-cc',
 });
 
 export const getModifiers = (args: string[]): [RollModifiers, string[]] => {
@@ -31,6 +32,7 @@ export const getModifiers = (args: string[]): [RollModifiers, string[]] => {
     order: '',
     count: false,
     commaTotals: false,
+    confirmCrit: false,
     apiWarn: '',
     valid: false,
     error: new Error(),
@@ -66,6 +68,9 @@ export const getModifiers = (args: string[]): [RollModifiers, string[]] => {
       case Modifiers.Nominal:
         modifiers.nominalRoll = true;
         break;
+      case Modifiers.ConfirmCrit:
+        modifiers.confirmCrit = true;
+        break;
       case Modifiers.GM:
         modifiers.gmRoll = true;
 
diff --git a/src/artigen/utils/counter.ts b/src/artigen/utils/counter.ts
index dae7689..c09b13e 100644
--- a/src/artigen/utils/counter.ts
+++ b/src/artigen/utils/counter.ts
@@ -21,3 +21,24 @@ export const rollCounter = (rollSet: RollSet[]): CountDetails => {
 
   return countDetails;
 };
+
+export const reduceCountDetails = (counts: CountDetails[]): CountDetails => {
+  return counts.reduce(
+    (acc, cnt) => ({
+      total: acc.total + cnt.total,
+      successful: acc.successful + cnt.successful,
+      failed: acc.failed + cnt.failed,
+      rerolled: acc.rerolled + cnt.rerolled,
+      dropped: acc.dropped + cnt.dropped,
+      exploded: acc.exploded + cnt.exploded,
+    }),
+    {
+      total: 0,
+      successful: 0,
+      failed: 0,
+      rerolled: 0,
+      dropped: 0,
+      exploded: 0,
+    },
+  );
+};
diff --git a/src/endpoints/gets/apiRoll.ts b/src/endpoints/gets/apiRoll.ts
index 27d134e..1066eff 100644
--- a/src/endpoints/gets/apiRoll.ts
+++ b/src/endpoints/gets/apiRoll.ts
@@ -94,6 +94,7 @@ export const apiRoll = async (query: Map<string, string>, apiUserid: bigint): Pr
           order: query.has('o') ? query.get('o')?.toLowerCase() || '' : '',
           count: query.has('c'),
           commaTotals: query.has('ct'),
+          confirmCrit: query.has('cc'),
           apiWarn: hideWarn ? '' : apiWarning,
           valid: true,
           error: new Error(),