diff --git a/cli/src/checks/database-check.ts b/cli/src/checks/database-check.ts
index 27fc815e..2e5fa6e4 100644
--- a/cli/src/checks/database-check.ts
+++ b/cli/src/checks/database-check.ts
@@ -3,7 +3,19 @@ import path from "node:path";
 import type { PaperclipConfig } from "../config/schema.js";
 import type { CheckResult } from "./index.js";
 
-export async function databaseCheck(config: PaperclipConfig): Promise<CheckResult> {
+function resolveConfigRelativePath(value: string, configPath?: string): string {
+  if (path.isAbsolute(value)) return value;
+  const candidates = [path.resolve(value)];
+  if (configPath) {
+    candidates.unshift(path.resolve(path.dirname(configPath), "..", "server", value));
+    candidates.unshift(path.resolve(path.dirname(configPath), value));
+  }
+  candidates.push(path.resolve(process.cwd(), "server", value));
+  const uniqueCandidates = Array.from(new Set(candidates));
+  return uniqueCandidates.find((candidate) => fs.existsSync(candidate)) ?? uniqueCandidates[0];
+}
+
+export async function databaseCheck(config: PaperclipConfig, configPath?: string): Promise<CheckResult> {
   if (config.database.mode === "postgres") {
     if (!config.database.connectionString) {
       return {
@@ -36,15 +48,16 @@ export async function databaseCheck(config: PaperclipConfig): Promise<CheckResul
   }
 
   if (config.database.mode === "embedded-postgres") {
-    const dataDir = path.resolve(config.database.embeddedPostgresDataDir);
+    const dataDir = resolveConfigRelativePath(config.database.embeddedPostgresDataDir, configPath);
+    const reportedPath = dataDir;
     if (!fs.existsSync(dataDir)) {
       return {
         name: "Database",
         status: "warn",
-        message: `Embedded PostgreSQL data directory does not exist: ${dataDir}`,
+        message: `Embedded PostgreSQL data directory does not exist: ${reportedPath}`,
         canRepair: true,
         repair: () => {
-          fs.mkdirSync(dataDir, { recursive: true });
+          fs.mkdirSync(reportedPath, { recursive: true });
         },
       };
     }
diff --git a/cli/src/checks/log-check.ts b/cli/src/checks/log-check.ts
index 336811bd..804bfb90 100644
--- a/cli/src/checks/log-check.ts
+++ b/cli/src/checks/log-check.ts
@@ -3,27 +3,40 @@ import path from "node:path";
 import type { PaperclipConfig } from "../config/schema.js";
 import type { CheckResult } from "./index.js";
 
-export function logCheck(config: PaperclipConfig): CheckResult {
-  const logDir = path.resolve(config.logging.logDir);
+function resolveConfigRelativePath(value: string, configPath?: string): string {
+  if (path.isAbsolute(value)) return value;
+  const candidates = [path.resolve(value)];
+  if (configPath) {
+    candidates.unshift(path.resolve(path.dirname(configPath), "..", "server", value));
+    candidates.unshift(path.resolve(path.dirname(configPath), value));
+  }
+  candidates.push(path.resolve(process.cwd(), "server", value));
+  const uniqueCandidates = Array.from(new Set(candidates));
+  return uniqueCandidates.find((candidate) => fs.existsSync(candidate)) ?? uniqueCandidates[0];
+}
+
+export function logCheck(config: PaperclipConfig, configPath?: string): CheckResult {
+  const logDir = resolveConfigRelativePath(config.logging.logDir, configPath);
+  const reportedDir = logDir;
 
   if (!fs.existsSync(logDir)) {
     return {
       name: "Log directory",
       status: "warn",
-      message: `Log directory does not exist: ${logDir}`,
+      message: `Log directory does not exist: ${reportedDir}`,
       canRepair: true,
       repair: () => {
-        fs.mkdirSync(logDir, { recursive: true });
+        fs.mkdirSync(reportedDir, { recursive: true });
       },
     };
   }
 
   try {
-    fs.accessSync(logDir, fs.constants.W_OK);
+    fs.accessSync(reportedDir, fs.constants.W_OK);
     return {
       name: "Log directory",
       status: "pass",
-      message: `Log directory is writable: ${logDir}`,
+      message: `Log directory is writable: ${reportedDir}`,
     };
   } catch {
     return {
diff --git a/ui/src/pages/AgentDetail.tsx b/ui/src/pages/AgentDetail.tsx
index 67bacce4..4cb4a674 100644
--- a/ui/src/pages/AgentDetail.tsx
+++ b/ui/src/pages/AgentDetail.tsx
@@ -363,7 +363,7 @@ export function AgentDetail() {
       {actionError && <p className="text-sm text-destructive">{actionError}</p>}
 
       <Tabs value={activeTab} onValueChange={setActiveTab}>
-        <div className="flex items-center justify-between">
+        <div className="sticky top-0 z-10 -mx-6 px-6 py-2 bg-background/90 backdrop-blur-sm flex items-center justify-between">
           <PageTabBar
             items={[
               { value: "overview", label: "Overview" },