diff --git a/com.stakwork.sphinx.desktop/Helpers/ChatHelper.swift b/com.stakwork.sphinx.desktop/Helpers/ChatHelper.swift
index a1611c2d..4c2b1b3d 100644
--- a/com.stakwork.sphinx.desktop/Helpers/ChatHelper.swift
+++ b/com.stakwork.sphinx.desktop/Helpers/ChatHelper.swift
@@ -746,7 +746,7 @@ class ChatHelper {
         return viewsHeight
     }
     
-    public static func getTextHeightFor(
+    @MainActor public static func getTextHeightFor(
         text: String,
         width: CGFloat,
         font: NSFont? = nil,
@@ -761,7 +761,19 @@ class ChatHelper {
         let attributedString: NSAttributedString
         
         if useMarkdown {
-            attributedString = ChatHelper.markdownRenderer.render(text)
+            let rendered = NSMutableAttributedString(
+                attributedString: ChatHelper.markdownRenderer.render(text)
+            )
+            // Strip .link so boundingRect applies the same slash-boundary word-breaking
+            // used by the displayed string. Intentionally uses bulk removeAttribute
+            // rather than MessageTextField.stripLinkAttributes — measurement only needs
+            // removal; .sphinxURL substitution is not needed here and coupling ChatHelper
+            // to MessageTextField for a 1-line operation adds unnecessary overhead.
+            // If stripLinkAttributes is ever changed (e.g. conditional skip logic or a
+            // different replacement attribute), audit this site to keep the two paths
+            // in sync.
+            rendered.removeAttribute(.link, range: NSRange(location: 0, length: rendered.length))
+            attributedString = rendered
         } else {
             let attrs = [NSAttributedString.Key.font: font ?? Constants.kMessageFont]
             let mutable = NSMutableAttributedString(string: text, attributes: attrs)
@@ -827,6 +839,10 @@ class ChatHelper {
                 }
             }
             
+            // Strip .link before boundingRect — the display path removes .link from URL
+            // runs, and leaving it here causes the same undercount as the useMarkdown: true
+            // path. See comment in the useMarkdown: true branch above for rationale.
+            mutable.removeAttribute(.link, range: NSRange(location: 0, length: mutable.length))
             attributedString = mutable
         }
         
diff --git a/com.stakwork.sphinx.desktopTests/ChatHelperHeightTests.swift b/com.stakwork.sphinx.desktopTests/ChatHelperHeightTests.swift
new file mode 100644
index 00000000..8c69cf9d
--- /dev/null
+++ b/com.stakwork.sphinx.desktopTests/ChatHelperHeightTests.swift
@@ -0,0 +1,31 @@
+//
+//  ChatHelperHeightTests.swift
+//  com.stakwork.sphinx.desktopTests
+//
+
+import XCTest
+@testable import sphinx
+
+final class ChatHelperHeightTests: XCTestCase {
+
+    @MainActor
+    func testGetTextHeightForMatchesBoundingRectAfterLinkStrip() {
+        let text = "Check this out https://hive.sphinx.chat/w/graphmindset/plan/cmt1iwce9000hjt04m755nqc5"
+        let width: CGFloat = 500
+
+        // Manually reproduce what the fixed getTextHeightFor does internally
+        let rendered = NSMutableAttributedString(
+            attributedString: ChatHelper.markdownRenderer.render(text)
+        )
+        rendered.removeAttribute(.link, range: NSRange(location: 0, length: rendered.length))
+        let expected = rendered.boundingRect(
+            with: CGSize(width: width, height: .greatestFiniteMagnitude),
+            options: [.usesLineFragmentOrigin, .usesFontLeading]
+        ).height
+
+        let actual = ChatHelper.getTextHeightFor(text: text, width: width, useMarkdown: true)
+
+        XCTAssertEqual(actual, expected, accuracy: 1.0,
+            "getTextHeightFor must match boundingRect on a .link-stripped string")
+    }
+}
diff --git a/com.stakwork.sphinx.desktopTests/Info.plist b/com.stakwork.sphinx.desktopTests/Info.plist
index 64d65ca4..11173ad1 100644
--- a/com.stakwork.sphinx.desktopTests/Info.plist
+++ b/com.stakwork.sphinx.desktopTests/Info.plist
@@ -18,5 +18,7 @@
 	<string>1.0</string>
 	<key>CFBundleVersion</key>
 	<string>1</string>
+	<key>ATSApplicationFontsPath</key>
+	<string>Fonts</string>
 </dict>
 </plist>
diff --git a/sphinx.xcodeproj/project.pbxproj b/sphinx.xcodeproj/project.pbxproj
index 81d90c6c..e622327d 100644
--- a/sphinx.xcodeproj/project.pbxproj
+++ b/sphinx.xcodeproj/project.pbxproj
@@ -750,6 +750,8 @@
 		PTFT00100000000001PTFT001 /* PaddedTextFieldTests.swift in Sources */ = {isa = PBXBuildFile; fileRef = PTFT00000000000001PTFT000 /* PaddedTextFieldTests.swift */; };
 		SOMCT0020000000001SOMCT02 /* SphinxOnionManagerConnectionTests.swift in Sources */ = {isa = PBXBuildFile; fileRef = SOMCT0010000000001SOMCT01 /* SphinxOnionManagerConnectionTests.swift */; };
 		SOMSG0020000000001SOMSG02 /* SphinxOnionManagerSeedGenerationTests.swift in Sources */ = {isa = PBXBuildFile; fileRef = SOMSG0010000000001SOMSG01 /* SphinxOnionManagerSeedGenerationTests.swift */; };
+		CHHT0020000000001CHHT002 /* ChatHelperHeightTests.swift in Sources */ = {isa = PBXBuildFile; fileRef = CHHT0010000000001CHHT001 /* ChatHelperHeightTests.swift */; };
+		CHHT0030000000001CHHT003 /* Roboto-Light.ttf in Resources */ = {isa = PBXBuildFile; fileRef = 4703F05B2481C61B00282186 /* Roboto-Light.ttf */; };
 		TRTTS0020000000001TRTTS02 /* TribeTimestampTests.swift in Sources */ = {isa = PBXBuildFile; fileRef = TRTTS0010000000001TRTTS01 /* TribeTimestampTests.swift */; };
 /* End PBXBuildFile section */
 
@@ -1845,6 +1847,7 @@
 		PTFT00000000000001PTFT000 /* PaddedTextFieldTests.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = PaddedTextFieldTests.swift; sourceTree = "<group>"; };
 		SOMCT0010000000001SOMCT01 /* SphinxOnionManagerConnectionTests.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = SphinxOnionManagerConnectionTests.swift; sourceTree = "<group>"; };
 		SOMSG0010000000001SOMSG01 /* SphinxOnionManagerSeedGenerationTests.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = SphinxOnionManagerSeedGenerationTests.swift; sourceTree = "<group>"; };
+		CHHT0010000000001CHHT001 /* ChatHelperHeightTests.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = ChatHelperHeightTests.swift; sourceTree = "<group>"; };
 		TRTTS0010000000001TRTTS01 /* TribeTimestampTests.swift */ = {isa = PBXFileReference; lastKnownFileType = sourcecode.swift; path = TribeTimestampTests.swift; sourceTree = "<group>"; };
 /* End PBXFileReference section */
 
@@ -2262,6 +2265,7 @@
 				TRTTS0010000000001TRTTS01 /* TribeTimestampTests.swift */,
 				SOMSG0010000000001SOMSG01 /* SphinxOnionManagerSeedGenerationTests.swift */,
 				SOMCT0010000000001SOMCT01 /* SphinxOnionManagerConnectionTests.swift */,
+				CHHT0010000000001CHHT001 /* ChatHelperHeightTests.swift */,
 				4734D3AD2417E3D500D6957E /* Info.plist */,
 			);
 			path = com.stakwork.sphinx.desktopTests;
@@ -4489,6 +4493,7 @@
 			isa = PBXResourcesBuildPhase;
 			buildActionMask = 2147483647;
 			files = (
+				CHHT0030000000001CHHT003 /* Roboto-Light.ttf in Resources */,
 			);
 			runOnlyForDeploymentPostprocessing = 0;
 		};
@@ -5130,6 +5135,7 @@
 				TRTTS0020000000001TRTTS02 /* TribeTimestampTests.swift in Sources */,
 				SOMSG0020000000001SOMSG02 /* SphinxOnionManagerSeedGenerationTests.swift in Sources */,
 				SOMCT0020000000001SOMCT02 /* SphinxOnionManagerConnectionTests.swift in Sources */,
+				CHHT0020000000001CHHT002 /* ChatHelperHeightTests.swift in Sources */,
 			);
 			runOnlyForDeploymentPostprocessing = 0;
 		};