diff --git a/src/commands/issue/list.ts b/src/commands/issue/list.ts
index 7183ce87d..f9d4db840 100644
--- a/src/commands/issue/list.ts
+++ b/src/commands/issue/list.ts
@@ -1145,10 +1145,12 @@ async function handleResolvedTargets(
 
   if (targets.length === 0) {
     if (skippedSelfHosted) {
-      throw new ContextError("Organization and project", USAGE_HINT, [
-        `Found ${skippedSelfHosted} DSN(s) that could not be resolved`,
-        "You may not have access to these projects, or you can specify the target explicitly",
-      ]);
+      throw new ContextError(
+        "Organization and project",
+        USAGE_HINT,
+        undefined,
+        `Found ${skippedSelfHosted} DSN(s) that could not be resolved — you may not have access to these projects`
+      );
     }
     throw new ContextError("Organization and project", USAGE_HINT);
   }
diff --git a/src/commands/project/view.ts b/src/commands/project/view.ts
index 1e8743031..acb4f6813 100644
--- a/src/commands/project/view.ts
+++ b/src/commands/project/view.ts
@@ -45,11 +45,12 @@ const USAGE_HINT = "sentry project view <org>/<project>";
  */
 function buildContextError(skippedSelfHosted?: number): ContextError {
   if (skippedSelfHosted) {
-    return new ContextError("Organization and project", USAGE_HINT, [
-      "Run from a directory with a Sentry-configured project",
-      "Set SENTRY_ORG and SENTRY_PROJECT (or SENTRY_DSN) environment variables",
-      `Found ${skippedSelfHosted} DSN(s) that could not be resolved — you may not have access to these projects`,
-    ]);
+    return new ContextError(
+      "Organization and project",
+      USAGE_HINT,
+      undefined,
+      `Found ${skippedSelfHosted} DSN(s) that could not be resolved — you may not have access to these projects`
+    );
   }
 
   return new ContextError("Organization and project", USAGE_HINT);
diff --git a/src/lib/errors.ts b/src/lib/errors.ts
index 78484d14d..29c008c97 100644
--- a/src/lib/errors.ts
+++ b/src/lib/errors.ts
@@ -166,12 +166,16 @@ const DEFAULT_CONTEXT_ALTERNATIVES = [
  * @param resource - What is required (e.g., "Organization", "Trace ID and span ID")
  * @param command - Single-line CLI usage example (e.g., "sentry org view <org-slug>")
  * @param alternatives - Alternative ways to provide the context
+ * @param note - Optional informational context (e.g., "Found 2 DSN(s) that could not be resolved").
+ *   Rendered as a separate "Note:" section after alternatives. Use this for diagnostic
+ *   information that explains what the CLI tried — keep alternatives purely actionable.
  * @returns Formatted multi-line error message
  */
 function buildContextMessage(
   resource: string,
   command: string,
-  alternatives: string[]
+  alternatives: string[],
+  note?: string
 ): string {
   // Compound resources ("X and Y") need plural grammar
   const isPlural = resource.includes(" and ");
@@ -187,6 +191,9 @@ function buildContextMessage(
       lines.push(`  - ${alt}`);
     }
   }
+  if (note) {
+    lines.push("", `Note: ${note}`);
+  }
   return lines.join("\n");
 }
 
@@ -229,23 +236,29 @@ function buildResolutionMessage(
  *   that should use {@link ResolutionError}.
  * @param alternatives - Alternative ways to resolve (defaults to DSN/project detection hints).
  *   Pass `[]` when the defaults are irrelevant (e.g., for missing positional IDs like Trace ID).
+ * @param note - Optional informational context rendered as a separate "Note:" section.
+ *   Use for diagnostic info (e.g., "Found 2 DSN(s) that could not be resolved").
+ *   Keep alternatives purely actionable — put explanations here instead.
  */
 export class ContextError extends CliError {
   readonly resource: string;
   readonly command: string;
   readonly alternatives: string[];
+  readonly note?: string;
 
   constructor(
     resource: string,
     command: string,
-    alternatives: string[] = [...DEFAULT_CONTEXT_ALTERNATIVES]
+    alternatives: string[] = [...DEFAULT_CONTEXT_ALTERNATIVES],
+    note?: string
   ) {
     // Include full formatted message so it's shown even when caught by external handlers
-    super(buildContextMessage(resource, command, alternatives));
+    super(buildContextMessage(resource, command, alternatives, note));
     this.name = "ContextError";
     this.resource = resource;
     this.command = command;
     this.alternatives = alternatives;
+    this.note = note;
 
     // Dev-time assertion: command must be a single-line CLI usage example.
     // Multi-line commands are a sign the caller should use ResolutionError.
diff --git a/test/lib/errors.test.ts b/test/lib/errors.test.ts
index 89ba31291..083ab25a2 100644
--- a/test/lib/errors.test.ts
+++ b/test/lib/errors.test.ts
@@ -131,6 +131,53 @@ describe("ContextError", () => {
     expect(formatted).toContain("Resource is required.");
     expect(formatted).not.toContain("Or:");
   });
+
+  test("format() includes note section after alternatives", () => {
+    const err = new ContextError(
+      "Organization",
+      "sentry org list",
+      undefined,
+      "Found 2 DSN(s) that could not be resolved"
+    );
+    const formatted = err.format();
+    expect(formatted).toContain("Organization is required.");
+    // Default alternatives are present
+    expect(formatted).toContain("Or:");
+    expect(formatted).toContain(
+      "Run from a directory with a Sentry-configured project"
+    );
+    // Note appears as a separate section
+    expect(formatted).toContain(
+      "Note: Found 2 DSN(s) that could not be resolved"
+    );
+    // Note appears after alternatives
+    const orIndex = formatted.indexOf("Or:");
+    const noteIndex = formatted.indexOf("Note:");
+    expect(noteIndex).toBeGreaterThan(orIndex);
+  });
+
+  test("format() includes note without alternatives", () => {
+    const err = new ContextError(
+      "Resource",
+      "sentry resource get",
+      [],
+      "Some diagnostic info"
+    );
+    const formatted = err.format();
+    expect(formatted).toContain("Resource is required.");
+    expect(formatted).not.toContain("Or:");
+    expect(formatted).toContain("Note: Some diagnostic info");
+  });
+
+  test("note field is stored on instance", () => {
+    const err = new ContextError(
+      "Organization",
+      "sentry org list",
+      undefined,
+      "test note"
+    );
+    expect(err.note).toBe("test note");
+  });
 });
 
 describe("ResolutionError", () => {