diff --git a/src/shared/chat-message-content.test.ts b/src/shared/chat-message-content.test.ts
index 50e41f82642..7c35516f903 100644
--- a/src/shared/chat-message-content.test.ts
+++ b/src/shared/chat-message-content.test.ts
@@ -18,6 +18,19 @@ describe("shared/chat-message-content", () => {
     ).toBe("");
   });
 
+  it("only considers the first content block even if later blocks have text", () => {
+    expect(
+      extractFirstTextBlock({
+        content: [null, { text: "later" }],
+      }),
+    ).toBeUndefined();
+    expect(
+      extractFirstTextBlock({
+        content: [{ type: "image" }, { text: "later" }],
+      }),
+    ).toBeUndefined();
+  });
+
   it("returns undefined for missing, empty, or non-text content", () => {
     expect(extractFirstTextBlock(null)).toBeUndefined();
     expect(extractFirstTextBlock({ content: [] })).toBeUndefined();
diff --git a/src/shared/net/ip.test.ts b/src/shared/net/ip.test.ts
index 8ff070383ae..2322a106c9d 100644
--- a/src/shared/net/ip.test.ts
+++ b/src/shared/net/ip.test.ts
@@ -14,6 +14,7 @@ import {
   isRfc1918Ipv4Address,
   normalizeIpAddress,
   parseCanonicalIpAddress,
+  parseLooseIpAddress,
 } from "./ip.js";
 
 describe("shared ip helpers", () => {
@@ -30,6 +31,8 @@ describe("shared ip helpers", () => {
     expect(isIpInCidr("10.43.0.59", "10.42.0.0/24")).toBe(false);
     expect(isIpInCidr("2001:db8::1234", "2001:db8::/32")).toBe(true);
     expect(isIpInCidr("2001:db9::1234", "2001:db8::/32")).toBe(false);
+    expect(isIpInCidr("::ffff:127.0.0.1", "127.0.0.1")).toBe(true);
+    expect(isIpInCidr("127.0.0.1", "::ffff:127.0.0.2")).toBe(false);
   });
 
   it("extracts embedded IPv4 for transition prefixes", () => {
@@ -67,6 +70,12 @@ describe("shared ip helpers", () => {
     expect(isLoopbackIpAddress("198.18.0.1")).toBe(false);
   });
 
+  it("parses loose legacy IPv4 literals that canonical parsing rejects", () => {
+    expect(parseCanonicalIpAddress("0177.0.0.1")).toBeUndefined();
+    expect(parseLooseIpAddress("0177.0.0.1")?.toString()).toBe("127.0.0.1");
+    expect(parseLooseIpAddress("[::1]")?.toString()).toBe("::1");
+  });
+
   it("classifies RFC1918 and carrier-grade-nat IPv4 ranges", () => {
     expect(isRfc1918Ipv4Address("10.42.0.59")).toBe(true);
     expect(isRfc1918Ipv4Address("100.64.0.1")).toBe(false);
diff --git a/src/shared/text/join-segments.test.ts b/src/shared/text/join-segments.test.ts
index 8da5c4644a7..67fdacb14dd 100644
--- a/src/shared/text/join-segments.test.ts
+++ b/src/shared/text/join-segments.test.ts
@@ -13,6 +13,8 @@ describe("concatOptionalTextSegments", () => {
   it("falls back to whichever side is present and honors custom separators", () => {
     expect(concatOptionalTextSegments({ left: "A" })).toBe("A");
     expect(concatOptionalTextSegments({ right: "B" })).toBe("B");
+    expect(concatOptionalTextSegments({ left: "", right: "B" })).toBe("B");
+    expect(concatOptionalTextSegments({ left: "" })).toBe("");
     expect(concatOptionalTextSegments({ left: "A", right: "B", separator: " | " })).toBe("A | B");
   });
 });
@@ -36,4 +38,8 @@ describe("joinPresentTextSegments", () => {
       "A | B",
     );
   });
+
+  it("preserves segment whitespace when trim is disabled", () => {
+    expect(joinPresentTextSegments(["A", "  B  "], { separator: "|" })).toBe("A|  B  ");
+  });
 });