diff --git a/src/debugSession/BrightScriptDebugSession.spec.ts b/src/debugSession/BrightScriptDebugSession.spec.ts
index 083644c..171accb 100644
--- a/src/debugSession/BrightScriptDebugSession.spec.ts
+++ b/src/debugSession/BrightScriptDebugSession.spec.ts
@@ -18,7 +18,7 @@ import { DefaultFiles, rokuDeploy } from 'roku-deploy';
 import type { AddProjectParams, ComponentLibraryConstructorParams } from '../managers/ProjectManager';
 import { ComponentLibraryProject, Project } from '../managers/ProjectManager';
 import { RendezvousTracker } from '../RendezvousTracker';
-import { ClientToServerCustomEventName, isCustomRequestEvent } from './Events';
+import { ClientToServerCustomEventName, isCustomRequestEvent, LogOutputEvent } from './Events';
 import { EventEmitter } from 'eventemitter3';
 
 const sinon = sinonActual.createSandbox();
@@ -1164,5 +1164,172 @@ describe('BrightScriptDebugSession', () => {
                 expect(getVarStub.calledWith('person.name', frameId, true));
             });
         });
+
+        describe('sendLogOutput', () => {
+
+            async function doTest(input: string, output: string, locations: Array<{ filePath: string; lineNumber: number; columnIndex?: number }>) {
+                const getSourceLocationStub = sinon.stub(session.projectManager, 'getSourceLocation').callsFake(() => {
+                    return Promise.resolve(locations.shift() as any);
+                });
+
+                const sendEventStub = sinon.stub(session, 'sendEvent');
+
+                await session['sendLogOutput'](input);
+
+                expect(
+                    sendEventStub.getCalls().filter(x => x.args[0] instanceof LogOutputEvent).map(call => call.args[0].body.line).join('')
+                ).to.eql(output);
+                sendEventStub.restore();
+                getSourceLocationStub.restore();
+            }
+
+            it('modifies pkg locations if found multiline', async () => {
+                await doTest(
+                    `{
+                        backtrace: "
+                            file/line: pkg:/components/services/NetworkBase.bs:251
+                            Function networkbase_runtaskthread() As Void
+
+                            file/line: pkg:/components/services/NetworkBase.bs:654
+                            Function networkbase_processresponse(message As Object) As Object
+
+                            file/line: pkg:/source/sgnode.bs:109
+                            Function sgnode_createnode(nodetype As String, fields As Dynamic) As Object"
+                        message: "Divide by Zero."
+                        number: 20
+                        rethrown: false
+                    }`,
+                    `{
+                        backtrace: "
+                            file/line: file://c:/project/components/services/NetworkBase.bs:260
+                            Function networkbase_runtaskthread() As Void
+
+                            file/line: file://c:/project/components/services/NetworkBase.bs:700
+                            Function networkbase_processresponse(message As Object) As Object
+
+                            file/line: file://c:/project/components/services/sgnode.bs:100
+                            Function sgnode_createnode(nodetype As String, fields As Dynamic) As Object"
+                        message: "Divide by Zero."
+                        number: 20
+                        rethrown: false
+                    }`,
+                    [
+                        { filePath: `c:/project/components/services/NetworkBase.bs`, lineNumber: 260 },
+                        { filePath: `c:/project/components/services/NetworkBase.bs`, lineNumber: 700 },
+                        { filePath: `c:/project/components/services/sgnode.bs`, lineNumber: 100 }
+                    ]
+                );
+            });
+
+            it('modifies windows pkg locations with just line', async () => {
+                await doTest(
+                    ` pkg:/components/services/NetworkBase.bs:251`,
+                    ` file://c:/project/components/services/NetworkBase.bs:260`,
+                    [{ filePath: `c:/project/components/services/NetworkBase.bs`, lineNumber: 260 }]
+                );
+                await doTest(
+                    ` pkg:/components/services/NetworkBase.bs(251)`,
+                    ` file://C:/project/components/services/NetworkBase.bs:260`,
+                    [{ filePath: `C:/project/components/services/NetworkBase.bs`, lineNumber: 260 }]
+                );
+                await doTest(
+                    ` ...rvices/NetworkBase.bs:251`,
+                    ` file://c:/project/components/services/NetworkBase.bs:260`,
+                    [{ filePath: `c:/project/components/services/NetworkBase.bs`, lineNumber: 260 }]
+                );
+                await doTest(
+                    ` ...rvices/NetworkBase.bs(251)`,
+                    ` file://c:/project/components/services/NetworkBase.bs:260`,
+                    [{ filePath: `c:/project/components/services/NetworkBase.bs`, lineNumber: 260 }]
+                );
+            });
+
+            it('modifies windows pkg locations with line and column', async () => {
+                await doTest(
+                    ` pkg:/components/services/NetworkBase.bs:251:10`,
+                    ` file://c:/project/components/services/NetworkBase.bs:260:12`,
+                    [{ filePath: `c:/project/components/services/NetworkBase.bs`, lineNumber: 260, columnIndex: 11 }]
+                );
+                await doTest(
+                    ` pkg:/components/services/NetworkBase.bs(251:10)`,
+                    ` file://C:/project/components/services/NetworkBase.bs:260:12`,
+                    [{ filePath: `C:/project/components/services/NetworkBase.bs`, lineNumber: 260, columnIndex: 11 }]
+                );
+                await doTest(
+                    ` ...rvices/NetworkBase.bs:251:10`,
+                    ` file://c:/project/components/services/NetworkBase.bs:260:12`,
+                    [{ filePath: `c:/project/components/services/NetworkBase.bs`, lineNumber: 260, columnIndex: 11 }]
+                );
+                await doTest(
+                    ` ...rvices/NetworkBase.bs(251:10)`,
+                    ` file://c:/project/components/services/NetworkBase.bs:260:12`,
+                    [{ filePath: `c:/project/components/services/NetworkBase.bs`, lineNumber: 260, columnIndex: 11 }]
+                );
+            });
+
+            it('modifies mac/linx pkg locations with just line', async () => {
+                await doTest(
+                    ` pkg:/components/services/NetworkBase.bs:251`,
+                    ` file://project/components/services/NetworkBase.bs:260`,
+                    [{ filePath: `/project/components/services/NetworkBase.bs`, lineNumber: 260 }]
+                );
+                await doTest(
+                    ` pkg:/components/services/NetworkBase.bs(251)`,
+                    ` file://project/components/services/NetworkBase.bs:260`,
+                    [{ filePath: `/project/components/services/NetworkBase.bs`, lineNumber: 260 }]
+                );
+                await doTest(
+                    ` ...rvices/NetworkBase.bs:251`,
+                    ` file://project/components/services/NetworkBase.bs:260`,
+                    [{ filePath: `/project/components/services/NetworkBase.bs`, lineNumber: 260 }]
+                );
+                await doTest(
+                    ` ...rvices/NetworkBase.bs(251)`,
+                    ` file://project/components/services/NetworkBase.bs:260`,
+                    [{ filePath: `/project/components/services/NetworkBase.bs`, lineNumber: 260 }]
+                );
+            });
+
+            it('modifies mac/linx pkg locations line and column', async () => {
+                await doTest(
+                    ` pkg:/components/services/NetworkBase.bs:251:10`,
+                    ` file://project/components/services/NetworkBase.bs:260:12`,
+                    [{ filePath: `/project/components/services/NetworkBase.bs`, lineNumber: 260, columnIndex: 11 }]
+                );
+                await doTest(
+                    ` pkg:/components/services/NetworkBase.bs(251:10)`,
+                    ` file://project/components/services/NetworkBase.bs:260:12`,
+                    [{ filePath: `/project/components/services/NetworkBase.bs`, lineNumber: 260, columnIndex: 11 }]
+                );
+                await doTest(
+                    ` ...rvices/NetworkBase.bs:251:10`,
+                    ` file://project/components/services/NetworkBase.bs:260:12`,
+                    [{ filePath: `/project/components/services/NetworkBase.bs`, lineNumber: 260, columnIndex: 11 }]
+                );
+                await doTest(
+                    ` ...rvices/NetworkBase.bs(251:10)`,
+                    ` file://project/components/services/NetworkBase.bs:260:12`,
+                    [{ filePath: `/project/components/services/NetworkBase.bs`, lineNumber: 260, columnIndex: 11 }]
+                );
+            });
+
+            it('does not modify path', async () => {
+                await doTest(
+                    ` pkg:/components/services/NetworkBase.bs`,
+                    ` pkg:/components/services/NetworkBase.bs`,
+                    [undefined]
+                );
+                await doTest(
+                    ` pkg:/components/services/NetworkBase.bs:251`,
+                    ` pkg:/components/services/NetworkBase.bs:251`,
+                    [undefined]
+                );
+                await doTest(
+                    ` pkg:/components/services/NetworkBase.bs:251:10`,
+                    ` pkg:/components/services/NetworkBase.bs:251:10`,
+                    [undefined]
+                );
+            });
+        });
     });
 });
diff --git a/src/debugSession/BrightScriptDebugSession.ts b/src/debugSession/BrightScriptDebugSession.ts
index ba0d708..fce746d 100644
--- a/src/debugSession/BrightScriptDebugSession.ts
+++ b/src/debugSession/BrightScriptDebugSession.ts
@@ -662,7 +662,6 @@ export class BrightScriptDebugSession extends BaseDebugSession {
     }
 
     private pendingSendLogPromise = Promise.resolve();
-    private deviceFilePathRegex = /(?:\s*)((?:\.\.\.|[A-Za-z_0-9]*pkg\:\/)[A-Za-z_0-9\/\.]+\.[A-Za-z_0-9\/]+\:(\d+))(?:\s*)/ig;
 
     /**
      * Send log output to the "client" (i.e. vscode)
@@ -679,18 +678,22 @@ export class BrightScriptDebugSession extends BaseDebugSession {
                     line += '\n';
                 }
 
-                let potentialPaths = line.matchAll(this.deviceFilePathRegex);
+                let potentialPaths = this.getPotentialPkgPaths(line);
                 for (let potentialPath of potentialPaths) {
-                    let originalLocation = await this.projectManager.getSourceLocation(potentialPath[1], parseInt(potentialPath[2]));
+                    let originalLocation = await this.projectManager.getSourceLocation(potentialPath.path, potentialPath.lineNumber, potentialPath.columnNumber);
                     if (originalLocation) {
                         let replacement: string;
                         if (originalLocation.filePath.startsWith('/')) {
-                            replacement = `file:/${originalLocation.filePath}`;
+                            replacement = `file:/${originalLocation.filePath}:${originalLocation.lineNumber}`;
                         } else {
-                            replacement = `file://${originalLocation.filePath}`;
+                            replacement = `file://${originalLocation.filePath}:${originalLocation.lineNumber}`;
                         }
 
-                        line = line.replace(potentialPath[1], replacement);
+                        if (potentialPath.columnNumber !== undefined) {
+                            replacement += `:${originalLocation.columnIndex + 1}`;
+                        }
+
+                        line = line.replaceAll(potentialPath.fullMatch, replacement);
                     }
                 }
 
@@ -698,6 +701,46 @@ export class BrightScriptDebugSession extends BaseDebugSession {
                 this.sendEvent(new LogOutputEvent(line));
             }
         });
+        return this.pendingSendLogPromise;
+    }
+
+    // https://regex101.com/r/ixpQiq/1
+    private deviceFilePathRegex = /((?:\.\.\.|[A-Za-z_0-9]*pkg\:\/)[A-Za-z_0-9 \/\.]+\.[A-Za-z_0-9 \/]+)(?:(?:\:)(\d+)(?:\:(\d+))?|\((\d+)(?:\:(\d+))?\))/ig;
+
+    /**
+     * Extracts potential package paths from a given line of text.
+     *
+     * This method uses a regular expression to find matches in the provided line
+     * and returns an array of objects containing details about each match.
+     *
+     * @param input - The line of text to search for potential package paths.
+     * @returns An array of objects, each containing:
+     *   - `fullMatch`: The full matched string.
+     *   - `path`: The extracted path from the match.
+     *   - `lineNumber`: The line number extracted from the match.
+     *   - `columnNumber`: The column number extracted from the match, or `undefined` if not found.
+     */
+    private getPotentialPkgPaths(input: string): Array<{ fullMatch: string; path: string; lineNumber: number; columnNumber: number }> {
+        let matches = input.matchAll(this.deviceFilePathRegex);
+        let paths: ReturnType<BrightScriptDebugSession['getPotentialPkgPaths']> = [];
+        if (matches) {
+            for (let match of matches) {
+                let fullMatch = match[0];
+                let path = match[1];
+                let lineNumber = parseInt(match[2] ?? match[4]);
+                let columnNumber = parseInt(match[3] ?? match[5]);
+                if (isNaN(columnNumber)) {
+                    columnNumber = undefined;
+                }
+                paths.push({
+                    fullMatch: fullMatch,
+                    path: path,
+                    lineNumber: lineNumber,
+                    columnNumber: columnNumber
+                });
+            }
+        }
+        return paths;
     }
 
     private async runAutomaticSceneGraphCommands(commands: string[]) {