diff --git a/plugins/controlled-documents-resources/src/components/document/popups/AddCommentPopup.svelte b/plugins/controlled-documents-resources/src/components/document/popups/AddCommentPopup.svelte
index f8321ce8a6..f46b22e0ce 100644
--- a/plugins/controlled-documents-resources/src/components/document/popups/AddCommentPopup.svelte
+++ b/plugins/controlled-documents-resources/src/components/document/popups/AddCommentPopup.svelte
@@ -22,10 +22,20 @@
 
   let popup: HTMLDivElement | undefined
 
+  function isClickInsidePopup (target: Node): boolean {
+    if (popup !== undefined && popup.contains(target)) return true
+    if (!(target instanceof Element)) return false
+
+    if (target.closest('.tippy-box') !== null) return true
+    if (target.closest('[data-block-editor-blur="true"]') !== null) return true
+
+    return false
+  }
+
   function handleClick (event: MouseEvent): void {
     if (event.target instanceof Node) {
       const top = $popups.length > 0 && $popups[$popups.length - 1].id === popupId
-      if (top && popup !== undefined && !popup.contains(event.target)) {
+      if (top && !isClickInsidePopup(event.target)) {
         event.preventDefault()
         event.stopPropagation()
         dispatch('close', undefined)
diff --git a/plugins/converter-resources/src/__tests__/markdown.escape.test.ts b/plugins/converter-resources/src/__tests__/markdown.escape.test.ts
index 29926dcf9d..737b943de4 100644
--- a/plugins/converter-resources/src/__tests__/markdown.escape.test.ts
+++ b/plugins/converter-resources/src/__tests__/markdown.escape.test.ts
@@ -13,7 +13,7 @@
 // limitations under the License.
 //
 
-import { escapeMarkdownLinkText, escapeMarkdownLinkUrl, escapeTableCell } from '../markdown/escape'
+import { escapeMarkdownLinkText, escapeMarkdownLinkUrl } from '../markdown/escape'
 
 describe('markdown/escape', () => {
   describe('escapeMarkdownLinkText', () => {
@@ -56,30 +56,4 @@ describe('markdown/escape', () => {
       expect(escapeMarkdownLinkUrl('https://example.com')).toBe('https://example.com')
     })
   })
-
-  describe('escapeTableCellPreservingLink', () => {
-    it('escapes plain text pipe for table safety', () => {
-      expect(escapeTableCell('a|b')).toBe('a\\|b')
-    })
-
-    it('preserves markdown link and escapes pipes inside text and URL', () => {
-      const input = '[a|b](http://example.com/x|y)'
-      expect(escapeTableCell(input)).toBe('[a\\|b](http://example.com/x\\|y)')
-    })
-
-    it('escapes pipes even when value contains escaped characters', () => {
-      const input = '[a|b](http://example.com/x|y\\z)'
-      expect(escapeTableCell(input)).toBe('[a\\|b](http://example.com/x\\|y\\\\z)')
-    })
-
-    it('treats strings that do not end with `)` as plain text', () => {
-      const input = '[a|b](http://example.com/x|y'
-      expect(escapeTableCell(input)).toBe('\\[a\\|b\\](http://example.com/x\\|y')
-    })
-
-    it('returns empty string for null/undefined', () => {
-      expect(escapeTableCell(null)).toBe('')
-      expect(escapeTableCell(undefined)).toBe('')
-    })
-  })
 })
diff --git a/plugins/converter-resources/src/markdown/escape.ts b/plugins/converter-resources/src/markdown/escape.ts
index 3175bf13eb..0a4b0360c4 100644
--- a/plugins/converter-resources/src/markdown/escape.ts
+++ b/plugins/converter-resources/src/markdown/escape.ts
@@ -37,23 +37,3 @@ export function escapeMarkdownLinkUrl (url: string): string {
       .replace(/\|/g, '\\|')
   )
 }
-
-/**
- * Escape a markdown table cell while preserving `[text](url)` links.
- */
-export function escapeTableCell (value: unknown): string {
-  const s = value == null ? '' : String(value)
-
-  const sep = s.indexOf('](')
-  const looksLikeMarkdownLink = s.startsWith('[') && sep !== -1 && s.endsWith(')')
-  if (!looksLikeMarkdownLink) {
-    return escapeMarkdownLinkText(s)
-  }
-
-  const rawText = s.slice(1, sep)
-  const rawUrl = s.slice(sep + 2, -1)
-
-  const escapedText = escapeMarkdownLinkText(rawText)
-  const escapedUrl = escapeMarkdownLinkUrl(rawUrl)
-  return `[${escapedText}](${escapedUrl})`
-}
diff --git a/plugins/converter-resources/src/markdown/tableBuilder.ts b/plugins/converter-resources/src/markdown/tableBuilder.ts
index 16109337c9..8d2bcdec58 100644
--- a/plugins/converter-resources/src/markdown/tableBuilder.ts
+++ b/plugins/converter-resources/src/markdown/tableBuilder.ts
@@ -28,7 +28,7 @@ import type { CopyAsMarkdownTableProps, CopyRelationshipTableAsMarkdownProps } f
 import { formatValue } from '../formatter'
 import { generateHeaders, loadViewletConfig, buildTableModel } from '../model'
 import { rebuildRelationshipTableViewModel, isRelationshipTable } from '../data'
-import { escapeTableCell } from './escape'
+import { escapeMarkdownLinkText } from './escape'
 import { createMarkdownLink } from './link'
 
 async function preloadRefLookups (
@@ -253,7 +253,7 @@ export async function buildMarkdownTableFromDocs (
         const linkValue = await createMarkdownLink(hierarchy, card, value)
         row.push(linkValue)
       } else {
-        row.push(escapeTableCell(value))
+        row.push(escapeMarkdownLinkText(value == null ? '' : String(value)))
       }
     }
     rows.push(row)
@@ -375,7 +375,7 @@ export async function buildRelationshipTableMarkdown (
       if (isDocumentTitle) {
         value = await createMarkdownLink(hierarchy, docToUse, value)
       } else {
-        value = escapeTableCell(value)
+        value = escapeMarkdownLinkText(value == null ? '' : String(value))
       }
 
       row[attrIndex] = value
diff --git a/plugins/text-editor-resources/src/components/extension/shortcuts/smartPaste.ts b/plugins/text-editor-resources/src/components/extension/shortcuts/smartPaste.ts
index b568e76ea6..0cd4924a7c 100644
--- a/plugins/text-editor-resources/src/components/extension/shortcuts/smartPaste.ts
+++ b/plugins/text-editor-resources/src/components/extension/shortcuts/smartPaste.ts
@@ -36,6 +36,7 @@ function PasteTextAsMarkdownPlugin (): Plugin {
         if (clipboardData === null) return false
 
         const pastedText = clipboardData.getData('text/plain')
+        const pastedMarkdown = clipboardData.getData('text/markdown')
 
         // check if we are in code block
         const { $from } = view.state.selection
@@ -47,12 +48,21 @@ function PasteTextAsMarkdownPlugin (): Plugin {
           }
         }
 
+        // If the clipboard explicitly provides markdown, prefer it even if other types (e.g. html) exist.
+        const hasMarkdown = pastedMarkdown.trim().length > 0
+        const markdownSource = hasMarkdown ? pastedMarkdown : pastedText
+
+        // Table copies include metadata comment; treat as markdown even when clipboard has rich types.
+        const hasTableMetadata =
+          pastedText.includes('<!-- huly-table-metadata:') || pastedMarkdown.includes('<!-- huly-table-metadata:')
+
         const isPlainPaste = clipboardData.types.length === 1 && clipboardData.types[0] === 'text/plain'
 
-        if (!isPlainPaste) return false
+        // Keep default paste behavior for rich clipboard formats, unless markdown is explicitly present.
+        if (!hasMarkdown && !hasTableMetadata && !isPlainPaste) return false
 
         try {
-          const markupNode = cleanUnknownContent(view.state.schema, markdownToMarkup(pastedText))
+          const markupNode = cleanUnknownContent(view.state.schema, markdownToMarkup(markdownSource))
           if (shouldUseMarkdownOutput(markupNode)) {
             const content = Node.fromJSON(view.state.schema, markupNode)
             content.check()
diff --git a/plugins/text-editor-resources/src/components/extension/shortcuts/tablePaste.test.ts b/plugins/text-editor-resources/src/components/extension/shortcuts/tablePaste.test.ts
new file mode 100644
index 0000000000..81b448fef1
--- /dev/null
+++ b/plugins/text-editor-resources/src/components/extension/shortcuts/tablePaste.test.ts
@@ -0,0 +1,35 @@
+//
+// Copyright © 2026 Hardcore Engineering Inc.
+//
+// Licensed under the Eclipse Public License, Version 2.0 (the "License");
+// you may not use this file except in compliance with the License. You may
+// obtain a copy of the License at https://www.eclipse.org/legal/epl-2.0
+//
+// Unless required by applicable law or agreed to in writing, software
+// distributed under the License is distributed on an "AS IS" BASIS,
+// WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+// See the License for the specific language governing permissions and
+// limitations under the License.
+//
+
+import { normalizeEscapedMarkdownLinks } from './tablePaste'
+
+describe('normalizeEscapedMarkdownLinks', () => {
+  it('normalizes partially escaped markdown links', () => {
+    const input = '| \\[Label\\](https://example.com/a\\|b) |'
+    const output = normalizeEscapedMarkdownLinks(input)
+    expect(output).toBe('| [Label](https://example.com/a|b) |')
+  })
+
+  it('normalizes fully escaped markdown links', () => {
+    const input = '| \\[Label\\]\\(https://example.com/a\\|b\\) |'
+    const output = normalizeEscapedMarkdownLinks(input)
+    expect(output).toBe('| [Label](https://example.com/a|b) |')
+  })
+
+  it('keeps non-link text unchanged', () => {
+    const input = '| plain \\| text |'
+    const output = normalizeEscapedMarkdownLinks(input)
+    expect(output).toBe(input)
+  })
+})
diff --git a/plugins/text-editor-resources/src/components/extension/shortcuts/tablePaste.ts b/plugins/text-editor-resources/src/components/extension/shortcuts/tablePaste.ts
index d0c11e261b..1109719224 100644
--- a/plugins/text-editor-resources/src/components/extension/shortcuts/tablePaste.ts
+++ b/plugins/text-editor-resources/src/components/extension/shortcuts/tablePaste.ts
@@ -48,6 +48,26 @@ function extractMetadataFromHtmlComments (text: string): { metadata: TableMetada
   return { metadata: null, cleanedText: text }
 }
 
+export function normalizeEscapedMarkdownLinks (markdown: string): string {
+  // Some producers escape markdown links in table cells:
+  // 1) partially escaped: `\\[text\\](url)`
+  // 2) fully escaped: `\\[text\\]\\(url\\)`
+  // Normalize both back to `[text](url)` so markdown parser restores link marks.
+  let result = markdown.replace(/\\\[((?:\\.|[^\\\]])*?)\\\]\(([^)\r\n]+)\)/g, (_m, text, url) => {
+    const unescapedText = String(text).replace(/\\([\\[\]|])/g, '$1')
+    const unescapedUrl = String(url).replace(/\\([\\|)])/g, '$1')
+    return `[${unescapedText}](${unescapedUrl})`
+  })
+
+  result = result.replace(/\\\[((?:\\.|[^\\\]])*?)\\\]\\\(([^)\r\n]+?)\\\)/g, (_m, text, url) => {
+    const unescapedText = String(text).replace(/\\([\\[\]|])/g, '$1')
+    const unescapedUrl = String(url).replace(/\\([\\|)])/g, '$1')
+    return `[${unescapedText}](${unescapedUrl})`
+  })
+
+  return result
+}
+
 function TableMetadataPastePlugin (): Plugin {
   return new Plugin({
     props: {
@@ -128,6 +148,8 @@ function TableMetadataPastePlugin (): Plugin {
             return false
           }
 
+          markdown = normalizeEscapedMarkdownLinks(markdown)
+
           // Check if we're in a code block (don't process tables there)
           const { $from } = view.state.selection
           for (let d = $from.depth; d > 0; d--) {
diff --git a/pods/link-preview/src/__tests__/parse.test.ts b/pods/link-preview/src/__tests__/parse.test.ts
index 38921b3507..996fdff4b2 100644
--- a/pods/link-preview/src/__tests__/parse.test.ts
+++ b/pods/link-preview/src/__tests__/parse.test.ts
@@ -89,6 +89,18 @@ describe('URL Validation', () => {
     it('should reject invalid URLs', async () => {
       await expect(parseLinkPreviewDetails(ctx, defaultConfig, 'not-a-valid-url')).rejects.toThrow(LinkPreviewError)
     })
+
+    it('should set INVALID_URL code for malformed URLs', async () => {
+      await expect(parseLinkPreviewDetails(ctx, defaultConfig, 'not-a-valid-url')).rejects.toMatchObject({
+        code: 'INVALID_URL'
+      })
+    })
+
+    it('should set INVALID_PROTOCOL code for non-http protocols', async () => {
+      await expect(parseLinkPreviewDetails(ctx, defaultConfig, 'javascript:alert(1)')).rejects.toMatchObject({
+        code: 'INVALID_PROTOCOL'
+      })
+    })
   })
 
   describe('SSRF protection', () => {
@@ -103,7 +115,13 @@ describe('URL Validation', () => {
       '192.168.255.255',
       '169.254.0.1',
       '0.0.0.0',
-      'localhost'
+      'localhost',
+      'localhost.',
+      '[::1]',
+      // IPv6-mapped IPv4 loopback (hex form used in the report)
+      '[::ffff:7f00:1]',
+      // IPv6-mapped IPv4 loopback (dotted form)
+      '[::ffff:127.0.0.1]'
     ]
 
     it.each(blockedAddresses)('should block access to %s', async (host) => {
@@ -120,6 +138,24 @@ describe('URL Validation', () => {
       const result = await parseLinkPreviewDetails(ctx, defaultConfig, 'https://8.8.8.8')
       expect(result).toBeDefined()
     })
+
+    it('should block unique-local and link-local IPv6 addresses', async () => {
+      await expect(parseLinkPreviewDetails(ctx, defaultConfig, 'https://[fc00::1]/path')).rejects.toThrow(
+        LinkPreviewError
+      )
+      await expect(parseLinkPreviewDetails(ctx, defaultConfig, 'https://[fd12::abcd]/path')).rejects.toThrow(
+        LinkPreviewError
+      )
+      await expect(parseLinkPreviewDetails(ctx, defaultConfig, 'https://[fe80::1]/path')).rejects.toThrow(
+        LinkPreviewError
+      )
+    })
+
+    it('should set BLOCKED_URL code for blocked hosts', async () => {
+      await expect(parseLinkPreviewDetails(ctx, defaultConfig, 'https://localhost./path')).rejects.toMatchObject({
+        code: 'BLOCKED_URL'
+      })
+    })
   })
 })
 
@@ -469,6 +505,50 @@ describe('oEmbed Integration', () => {
     expect(result.imageWidth).toBe(1920)
     expect(result.imageHeight).toBe(1080)
   })
+
+  it('should block SSRF via oEmbed discovery URL (internal destination)', async () => {
+    const html = `
+      <html>
+        <head>
+          <link type="application/json+oembed" href="http://[::ffff:7f00:1]:7777/oembed-ssrf">
+          <meta property="og:title" content="OG Title">
+        </head>
+      </html>
+    `
+
+    global.fetch = jest.fn().mockImplementation((url: string, init?: RequestInit) => {
+      // Implementation should not rely on automatic redirect following.
+      if (init?.redirect === 'follow') return Promise.reject(new Error('redirect: follow should not be used'))
+
+      if (url === 'https://example.com/attacker') return Promise.resolve(createHtmlResponse(html))
+      // oEmbed fetch must not happen (blocked by URL validation).
+      return Promise.reject(new Error(`Unexpected fetch to ${url}`))
+    })
+
+    await expect(parseLinkPreviewDetails(ctx, defaultConfig, 'https://example.com/attacker')).rejects.toThrow(
+      LinkPreviewError
+    )
+  })
+
+  it('should fall back to OG when oEmbed request throws network error', async () => {
+    const html = `
+      <html>
+        <head>
+          <link type="application/json+oembed" href="https://example.com/oembed">
+          <meta property="og:title" content="OG Fallback Title">
+        </head>
+      </html>
+    `
+
+    global.fetch = jest.fn().mockImplementation((url: string) => {
+      if (url === 'https://example.com/oembed') return Promise.reject(new Error('oEmbed network down'))
+      if (url === 'https://example.com/page') return Promise.resolve(createHtmlResponse(html))
+      return Promise.reject(new Error(`Unexpected fetch to ${url}`))
+    })
+
+    const result = await parseLinkPreviewDetails(ctx, defaultConfig, 'https://example.com/page')
+    expect(result.title).toBe('OG Fallback Title')
+  })
 })
 
 // ============================================================================
@@ -568,6 +648,14 @@ describe('Error Handling', () => {
     await expect(parseLinkPreviewDetails(ctx, defaultConfig, 'https://example.com')).rejects.toThrow(LinkPreviewError)
   })
 
+  it('should set FETCH_FAILED code on network errors', async () => {
+    global.fetch = jest.fn().mockRejectedValue(new Error('Network error'))
+
+    await expect(parseLinkPreviewDetails(ctx, defaultConfig, 'https://example.com')).rejects.toMatchObject({
+      code: 'FETCH_FAILED'
+    })
+  })
+
   it('should handle malformed HTML gracefully', async () => {
     const html = '<html><head><title>Broken<<<<</title></head></html>'
     global.fetch = jest.fn().mockResolvedValue(createHtmlResponse(html))
@@ -726,6 +814,72 @@ describe('Edge Cases', () => {
     expect(result.title).toBe('Redirected')
   })
 
+  it('should block SSRF via redirects to internal addresses', async () => {
+    global.fetch = jest.fn().mockImplementation((url: string, init?: RequestInit) => {
+      if (init?.redirect === 'follow') return Promise.reject(new Error('redirect: follow should not be used'))
+
+      if (url === 'https://example.com/start') {
+        return Promise.resolve(
+          new Response(null, {
+            status: 302,
+            headers: { location: 'http://[::ffff:7f00:1]:9999/' }
+          })
+        )
+      }
+
+      // Redirect target should never be fetched if validation is correct.
+      return Promise.reject(new Error(`Unexpected fetch to ${url}`))
+    })
+
+    await expect(parseLinkPreviewDetails(ctx, defaultConfig, 'https://example.com/start')).rejects.toThrow(
+      LinkPreviewError
+    )
+  })
+
+  it('should keep current URL when redirect response has no location', async () => {
+    const html = '<html><head><title>No Location Redirect</title></head></html>'
+    global.fetch = jest.fn().mockImplementation((url: string) => {
+      if (url === 'https://example.com/start') return Promise.resolve(new Response(null, { status: 302 }))
+      return Promise.resolve(createHtmlResponse(html))
+    })
+
+    await expect(parseLinkPreviewDetails(ctx, defaultConfig, 'https://example.com/start')).rejects.toThrow(
+      LinkPreviewError
+    )
+  })
+
+  it('should resolve relative redirect locations', async () => {
+    const html = '<html><head><title>Relative Redirect</title></head></html>'
+    global.fetch = jest.fn().mockImplementation((url: string) => {
+      if (url === 'https://example.com/start') {
+        return Promise.resolve(
+          new Response(null, {
+            status: 302,
+            headers: { location: '/next' }
+          })
+        )
+      }
+      if (url === 'https://example.com/next') return Promise.resolve(createHtmlResponse(html))
+      return Promise.reject(new Error(`Unexpected fetch to ${url}`))
+    })
+
+    const result = await parseLinkPreviewDetails(ctx, defaultConfig, 'https://example.com/start')
+    expect(result.title).toBe('Relative Redirect')
+  })
+
+  it('should fail after too many redirects', async () => {
+    global.fetch = jest.fn().mockResolvedValue(
+      new Response(null, {
+        status: 302,
+        headers: { location: '/loop' }
+      })
+    )
+
+    await expect(parseLinkPreviewDetails(ctx, defaultConfig, 'https://example.com/start')).rejects.toThrow(
+      'Too many redirects'
+    )
+  })
+
   it('should sanitize HTML entities in titles', async () => {
     const html = '<html><head><title>Rock &amp; Roll</title></head></html>'
     global.fetch = jest.fn().mockResolvedValue(createHtmlResponse(html))
diff --git a/pods/link-preview/src/parse.ts b/pods/link-preview/src/parse.ts
index 2078a50b56..6fa75f960e 100644
--- a/pods/link-preview/src/parse.ts
+++ b/pods/link-preview/src/parse.ts
@@ -17,6 +17,7 @@ import { MeasureContext } from '@hcengineering/core'
 import * as cheerio from 'cheerio'
 import { imageSize } from 'image-size'
 import oembedProviders from 'oembed-providers'
+import net from 'node:net'
 
 // ============================================================================
 // Types and Interfaces
@@ -89,20 +90,6 @@ const DEFAULT_TIMEOUT_MS = 10_000
 const DEFAULT_MAX_IMAGE_BYTES = 10 * 1024 * 1024 // 10MB
 const OEMBED_SERVICE_NAME = 'Huly Link Preview Service/1.0'
 
-// Private IP ranges to block for SSRF protection
-const BLOCKED_IP_PATTERNS = [
-  /^127\./, // Loopback
-  /^10\./, // Private Class A
-  /^172\.(1[6-9]|2\d|3[01])\./, // Private Class B
-  /^192\.168\./, // Private Class C
-  /^169\.254\./, // Link-local
-  /^0\./, // Current network
-  /^localhost$/i,
-  /^::1$/, // IPv6 loopback
-  /^fc00:/i, // IPv6 private
-  /^fe80:/i // IPv6 link-local
-]
-
 // ============================================================================
 // Error Classes
 // ============================================================================
@@ -110,6 +97,7 @@ const BLOCKED_IP_PATTERNS = [
 export class LinkPreviewError extends Error {
   constructor (
     message: string,
+    public readonly code?: 'BLOCKED_URL' | 'INVALID_URL' | 'INVALID_PROTOCOL' | 'TIMEOUT' | 'FETCH_FAILED',
     public readonly cause?: unknown
   ) {
     super(message)
@@ -121,30 +109,165 @@ export class LinkPreviewError extends Error {
 // URL Validation
 // ============================================================================
 
+function normalizeHostnameForChecks (hostname: string): string {
+  // URL.hostname is already punycode-normalized by WHATWG URL for IDNs.
+  // Keep it lowercase for comparisons.
+  const trimmed = hostname.trim().toLowerCase().replace(/\.+$/, '')
+  if (trimmed.startsWith('[') && trimmed.endsWith(']')) return trimmed.slice(1, -1)
+  return trimmed
+}
+
+function parseIpv6MappedIpv4 (ipv6: string): string | undefined {
+  const host = ipv6.toLowerCase()
+
+  // Common form: ::ffff:127.0.0.1
+  const dotted = host.match(/(?:^|:)ffff:(\d{1,3}(?:\.\d{1,3}){3})$/)
+  if (dotted?.[1] !== undefined) return dotted[1]
+
+  // Hex form used in the report: ::ffff:7f00:1  (=> 127.0.0.1)
+  const hex = host.match(/(?:^|:)ffff:([0-9a-f]{1,4}):([0-9a-f]{1,4})$/)
+  if (hex?.[1] === undefined || hex?.[2] === undefined) return undefined
+
+  const hi = Number.parseInt(hex[1], 16)
+  const lo = Number.parseInt(hex[2], 16)
+  if (!Number.isFinite(hi) || !Number.isFinite(lo)) return undefined
+
+  const a = (hi >> 8) & 0xff
+  const b = hi & 0xff
+  const c = (lo >> 8) & 0xff
+  const d = lo & 0xff
+  return `${a}.${b}.${c}.${d}`
+}
+
+function isBlockedIpv4 (ipv4: string): boolean {
+  const parts = ipv4.split('.').map((p) => Number.parseInt(p, 10))
+  if (parts.length !== 4 || parts.some((n) => !Number.isFinite(n) || n < 0 || n > 255)) return true
+
+  const [a, b] = parts
+
+  // 0.0.0.0/8
+  if (a === 0) return true
+  // 127.0.0.0/8 loopback
+  if (a === 127) return true
+  // 10.0.0.0/8
+  if (a === 10) return true
+  // 172.16.0.0/12
+  if (a === 172 && b >= 16 && b <= 31) return true
+  // 192.168.0.0/16
+  if (a === 192 && b === 168) return true
+  // 169.254.0.0/16 link-local
+  if (a === 169 && b === 254) return true
+
+  return false
+}
+
+function isBlockedIpv6 (ipv6: string): boolean {
+  const host = ipv6.toLowerCase()
+  // unspecified / loopback (compressed or expanded)
+  if (host === '::' || host === '0:0:0:0:0:0:0:0') return true
+  if (host === '::1' || host === '0:0:0:0:0:0:0:1') return true
+  if (host.startsWith('fc') || host.startsWith('fd')) return true // unique-local fc00::/7 (coarse but safe)
+  if (
+    host.startsWith('fe80:') ||
+    host.startsWith('fe8') ||
+    host.startsWith('fe9') ||
+    host.startsWith('fea') ||
+    host.startsWith('feb')
+  ) {
+    // link-local fe80::/10 (coarse but safe)
+    return true
+  }
+
+  const mapped = parseIpv6MappedIpv4(host)
+  if (mapped !== undefined) return isBlockedIpv4(mapped)
+
+  return false
+}
+
+function isBlockedHost (hostname: string): boolean {
+  const host = normalizeHostnameForChecks(hostname)
+  if (host === 'localhost') return true
+
+  const ipType = net.isIP(host)
+  if (ipType === 4) return isBlockedIpv4(host)
+  if (ipType === 6) return isBlockedIpv6(host)
+
+  // Some Node versions are stricter about IPv6 parsing. If it still looks like an IPv6 literal,
+  // apply our IPv6 checks anyway (covers IPv6-mapped IPv4 forms like ::ffff:7f00:1).
+  if (host.includes(':') && isBlockedIpv6(host)) return true
+
+  // Hostname is not an IP literal. Keep legacy explicit localhost-ish blocks.
+  // (We intentionally do not attempt DNS resolution here.)
+  if (host.endsWith('.localhost')) return true
+
+  return false
+}
+
 function validateUrl (urlString: string): URL {
   let url: URL
   try {
     url = new URL(urlString)
   } catch {
-    throw new LinkPreviewError(`Invalid URL: ${urlString}`)
+    throw new LinkPreviewError(`Invalid URL: ${urlString}`, 'INVALID_URL')
   }
 
   // Only allow HTTP(S) protocols
   if (!['http:', 'https:'].includes(url.protocol)) {
-    throw new LinkPreviewError(`Invalid protocol: ${url.protocol}. Only HTTP and HTTPS are allowed.`)
+    throw new LinkPreviewError(
+      `Invalid protocol: ${url.protocol}. Only HTTP and HTTPS are allowed.`,
+      'INVALID_PROTOCOL'
+    )
   }
 
-  // SSRF protection: block private/internal IPs
-  const hostname = url.hostname
-  for (const pattern of BLOCKED_IP_PATTERNS) {
-    if (pattern.test(hostname)) {
-      throw new LinkPreviewError('Blocked URL: Access to internal addresses is not allowed.')
-    }
+  // SSRF protection: block private/internal hosts and IP literals (incl. IPv6-mapped IPv4)
+  if (isBlockedHost(url.hostname)) {
+    throw new LinkPreviewError('Blocked URL: Access to internal addresses is not allowed.', 'BLOCKED_URL')
   }
 
   return url
 }
 
+function isRedirectStatus (status: number): boolean {
+  return status >= 300 && status < 400
+}
+
+async function fetchWithValidatedRedirects (
+  url: string,
+  options: RequestInit,
+  timeoutMs: number,
+  maxRedirects: number = 5
+): Promise<{ response: Response, finalUrl: string }> {
+  let currentUrl = url
+
+  for (let i = 0; i <= maxRedirects; i++) {
+    // Validate every hop (including the initial request URL).
+    validateUrl(currentUrl)
+
+    const response = await fetchWithTimeout(
+      currentUrl,
+      {
+        ...options,
+        redirect: 'manual'
+      },
+      timeoutMs
+    )
+
+    if (!isRedirectStatus(response.status)) {
+      return { response, finalUrl: currentUrl }
+    }
+
+    const location = response.headers.get('location')
+    if (!isNonEmptyString(location)) {
+      return { response, finalUrl: currentUrl }
+    }
+
+    const nextUrl = new URL(location, currentUrl).href
+    currentUrl = nextUrl
+  }
+
+  throw new LinkPreviewError('Too many redirects')
+}
+
 // ============================================================================
 // Fetch Utilities
 // ============================================================================
@@ -163,10 +286,11 @@ async function fetchWithTimeout (url: string, options: RequestInit, timeoutMs: n
     return response
   } catch (error) {
     if (error instanceof Error && error.name === 'AbortError') {
-      throw new LinkPreviewError(`Request timed out after ${timeoutMs}ms`, error)
+      throw new LinkPreviewError(`Request timed out after ${timeoutMs}ms`, 'TIMEOUT', error)
     }
     throw new LinkPreviewError(
       `Failed to fetch URL: ${error instanceof Error ? error.message : 'Unknown error'}`,
+      'FETCH_FAILED',
       error
     )
   } finally {
@@ -230,9 +354,15 @@ async function fetchOEmbedData (
 
     if (oembedUrl === null) return null
 
+    // Validate discovered/provider oEmbed URL to prevent SSRF.
+    validateUrl(oembedUrl)
     ctx.info('fetching oEmbed data', { oembedUrl })
 
-    const response = await fetchWithTimeout(oembedUrl, { headers: { 'User-Agent': OEMBED_SERVICE_NAME } }, timeoutMs)
+    const { response } = await fetchWithValidatedRedirects(
+      oembedUrl,
+      { headers: { 'User-Agent': OEMBED_SERVICE_NAME } },
+      timeoutMs
+    )
 
     if (!response.ok) {
       ctx.warn('oEmbed fetch failed', {
@@ -259,12 +389,16 @@ async function fetchOEmbedData (
     ctx.info('successfully fetched oEmbed data', { type: data.type })
     return data
   } catch (error) {
-    // Don't throw - oEmbed failure should fall back to OG parsing
+    // Security-related URL validation errors must still fail fast.
+    if (error instanceof LinkPreviewError && error.code === 'BLOCKED_URL') {
+      throw error
+    }
+
+    // Other oEmbed failures should fall back to OG parsing.
     ctx.warn('failed to fetch oEmbed data', {
       error: error instanceof Error ? error.message : String(error)
     })
-    // return null
-    throw error
+    return null
   }
 }
 
@@ -424,7 +558,11 @@ async function loadImageSize (ctx: MeasureContext, url: string, config: Config):
     // Validate the image URL too
     validateUrl(url)
 
-    const response = await fetchWithTimeout(url, { headers: { 'User-Agent': config.UserAgent } }, timeoutMs)
+    const { response } = await fetchWithValidatedRedirects(
+      url,
+      { headers: { 'User-Agent': config.UserAgent } },
+      timeoutMs
+    )
 
     if (!response.ok) {
       ctx.warn('failed to fetch image', { status: response.status, url })
@@ -598,10 +736,9 @@ export async function parseLinkPreviewDetails (
   const parsedUrl = validateUrl(query)
 
   // Fetch the page
-  const response = await fetchWithTimeout(
+  const { response, finalUrl } = await fetchWithValidatedRedirects(
     query,
     {
-      redirect: 'follow',
       headers: {
         Accept: 'text/html,application/xhtml+xml',
         'User-Agent': config.UserAgent
@@ -617,10 +754,10 @@ export async function parseLinkPreviewDetails (
   // Check if response is an image
   const contentType = response.headers.get('content-type') ?? ''
   if (contentType.startsWith('image/')) {
-    const size = await loadImageSize(ctx, query, config)
+    const size = await loadImageSize(ctx, finalUrl, config)
     return {
-      url: query,
-      image: query,
+      url: finalUrl,
+      image: finalUrl,
       host: `${parsedUrl.protocol}//${parsedUrl.host}`,
       hostname: parsedUrl.hostname,
       imageWidth: size?.width,
@@ -639,17 +776,17 @@ export async function parseLinkPreviewDetails (
   const host = `${parsedUrl.protocol}//${parsedUrl.host}`
 
   // Try oEmbed first
-  const oembedData = await fetchOEmbedData(ctx, $, query, timeoutMs)
+  const oembedData = await fetchOEmbedData(ctx, $, finalUrl, timeoutMs)
   if (oembedData !== null) {
     const ogSiteName = $('meta[property="og:site_name"]').attr('content')
     const hostname = isNonEmptyString(ogSiteName) ? ogSiteName : parsedUrl.hostname
-    ctx.info('using oEmbed data', { url: query })
-    return convertOEmbedToPreview(oembedData, query, hostname, host)
+    ctx.info('using oEmbed data', { url: finalUrl })
+    return convertOEmbedToPreview(oembedData, finalUrl, hostname, host)
   }
 
   // Fall back to Open Graph / meta tag parsing
-  ctx.info('using Open Graph data', { url: query })
-  const preview = parseOpenGraphData($, config, parsedUrl, query)
+  ctx.info('using Open Graph data', { url: finalUrl })
+  const preview = parseOpenGraphData($, config, parsedUrl, finalUrl)
 
   // Get image dimensions if we have an image but no dimensions
   let imageWidth: number | undefined
diff --git a/server-plugins/process-resources/src/index.ts b/server-plugins/process-resources/src/index.ts
index 8de4079f78..8e9b7eb028 100644
--- a/server-plugins/process-resources/src/index.ts
+++ b/server-plugins/process-resources/src/index.ts
@@ -30,25 +30,53 @@ import core, {
   TxUpdateDoc
 } from '@hcengineering/core'
 import process, {
+  ApproveRequest,
   ContextId,
   Execution,
+  ExecutionStatus,
+  isUpdateTx,
   Method,
   parseContext,
   Process,
   ProcessContext,
+  ProcessCustomEvent,
   ProcessToDo,
   SelectedExecutionContext,
   State,
   Step,
   Transition,
-  isUpdateTx,
-  ProcessCustomEvent,
-  ApproveRequest,
-  ExecutionStatus,
   Trigger
 } from '@hcengineering/process'
 import { QueueTopic, TriggerControl } from '@hcengineering/server-core'
 import { ProcessMessage } from '@hcengineering/server-process'
+import {
+  AddRelation,
+  AddTag,
+  ApproveRequestApproved,
+  ApproveRequestRejected,
+  CancelSubProcess,
+  CancelToDo,
+  CheckSubProcessesDone,
+  CheckSubProcessMatch,
+  CheckTime,
+  CheckToDoCancelled,
+  CheckToDoDone,
+  CreateCard,
+  CreateToDo,
+  EventCheck,
+  FieldChangedCheck,
+  LockCard,
+  LockField,
+  LockSection,
+  MatchCardCheck,
+  RequestApproval,
+  RunSubProcess,
+  UnlockCard,
+  UnlockField,
+  UnlockSection,
+  UpdateCard
+} from './functions'
+import { FieldChangedRollback, ToDoCancellRollback, ToDoCloseRollback } from './rollback'
 import {
   Absolute,
   Add,
@@ -58,7 +86,16 @@ import {
   CurrentDate,
   CurrentUser,
   Cut,
+  DateDifference,
+  DateFromNumber,
+  DateFromString,
+  DayFromDate,
   Divide,
+  EmptyArray,
+  ExecutionInitiator,
+  ExecutionStarted,
+  Filter,
+  FirstMatchValue,
   FirstValue,
   FirstWorkingDayAfter,
   Floor,
@@ -66,10 +103,12 @@ import {
   LastValue,
   LowerCase,
   Modulo,
+  MonthFromDate,
   Multiply,
+  NumberFromDate,
+  NumberFromString,
   Offset,
   Power,
-  Sqrt,
   Prepend,
   Random,
   Remove,
@@ -80,54 +119,15 @@ import {
   RoleContext,
   Round,
   Split,
+  Sqrt,
+  StringFromBoolean,
+  StringFromDate,
+  StringFromNumber,
   Subtract,
   Trim,
   UpperCase,
-  EmptyArray,
-  ExecutionInitiator,
-  ExecutionStarted,
-  FirstMatchValue,
-  Filter,
-  StringFromNumber,
-  StringFromDate,
-  StringFromBoolean,
-  NumberFromDate,
-  DateFromNumber,
-  NumberFromString,
-  DateFromString,
-  YearFromDate,
-  MonthFromDate,
-  DayFromDate,
-  DateDifference
+  YearFromDate
 } from './transform'
-import {
-  RunSubProcess,
-  CancelSubProcess,
-  CreateToDo,
-  UpdateCard,
-  CreateCard,
-  AddRelation,
-  AddTag,
-  CheckToDoDone,
-  CheckToDoCancelled,
-  MatchCardCheck,
-  CheckSubProcessesDone,
-  CheckSubProcessMatch,
-  CheckTime,
-  FieldChangedCheck,
-  EventCheck,
-  RequestApproval,
-  ApproveRequestApproved,
-  ApproveRequestRejected,
-  CancelToDo,
-  LockCard,
-  LockSection,
-  UnlockCard,
-  UnlockSection,
-  LockField,
-  UnlockField
-} from './functions'
-import { FieldChangedRollback, ToDoCancellRollback, ToDoCloseRollback } from './rollback'
 
 async function putEventToQueue (value: Omit<ProcessMessage, 'account'>, control: TriggerControl): Promise<void> {
   if (control.queue === undefined) return
@@ -374,6 +374,7 @@ async function reassignToDos (card: Card, ops: DocumentUpdate<Card>, control: Tr
     doneOn: null,
     field: { $ne: null }
   } as any)
+  const cache = new Map<Ref<Execution>, Execution>()
   const handledGroups = new Set<string>()
   for (const todo of todos as any[]) {
     if (todo.field === undefined || !TxProcessor.hasUpdate(ops, todo.field)) continue
@@ -383,7 +384,18 @@ async function reassignToDos (card: Card, ops: DocumentUpdate<Card>, control: Tr
       if (handledGroups.has(request.group)) continue
       handledGroups.add(request.group)
 
-      const newUsers = (card[todo.field as keyof Card] as any[]) ?? []
+      const execution =
+        cache.get(todo.execution) ??
+        (await control.findAll(control.ctx, process.class.Execution, { _id: todo.execution }, { limit: 1 }))[0]
+      if (execution === undefined) continue
+      cache.set(todo.execution, execution)
+      const _process = control.modelDb.findObject(execution.process)
+      if (_process === undefined) continue
+      const h = control.hierarchy
+
+      const target = h.isMixin(_process.masterTag) ? h.asIf(card, _process.masterTag) : card
+      if (target === undefined) continue
+      const newUsers = (target[todo.field as keyof Card] as any[]) ?? []
       if (newUsers.length === 0) {
         continue
       }
diff --git a/services/calendar/pod-calendar/src/main.ts b/services/calendar/pod-calendar/src/main.ts
index f1137348d6..637d11933c 100644
--- a/services/calendar/pod-calendar/src/main.ts
+++ b/services/calendar/pod-calendar/src/main.ts
@@ -173,7 +173,9 @@ export const main = async (): Promise<void> => {
           res.status(400).send({ err: "'event' or 'workspace' or 'type' is missing" })
           return
         }
-        void OutcomingClient.push(ctx, accountClient, workspace, event, type)
+        void OutcomingClient.push(ctx, accountClient, workspace, event, type).catch((err: any) => {
+          ctx.error('Outcoming sync failed', { eventId: event.eventId, workspace, type, error: err.message })
+        })
         res.send()
       }
     }
diff --git a/services/calendar/pod-calendar/src/outcomingClient.ts b/services/calendar/pod-calendar/src/outcomingClient.ts
index ac82d05016..a88e957cd7 100644
--- a/services/calendar/pod-calendar/src/outcomingClient.ts
+++ b/services/calendar/pod-calendar/src/outcomingClient.ts
@@ -153,10 +153,20 @@ export class OutcomingClient {
     const calendarId = calendar.externalId
     if (calendarId !== undefined) {
       await this.rateLimiter.take(1)
-      await this.calendar.events.insert({
-        calendarId,
-        requestBody: body
-      })
+      try {
+        await this.calendar.events.insert({
+          calendarId,
+          requestBody: body
+        })
+      } catch (err: any) {
+        this.ctx.error('Google API insert error', {
+          calendarId,
+          eventId: event.eventId,
+          error: err.message,
+          code: err.code
+        })
+        throw err
+      }
     }
   }
 
@@ -380,17 +390,33 @@ export class OutcomingClient {
   }
 
   private async remove (eventId: string, calendarId: string): Promise<void> {
-    const current = await this.calendar.events.get({ calendarId, eventId })
-    if (current?.data !== undefined) {
-      if (current.data.organizer?.self === true) {
-        await this.rateLimiter.take(1)
-        try {
-          await this.calendar.events.delete({
-            eventId,
-            calendarId
-          })
-        } catch {}
+    try {
+      const current = await this.calendar.events.get({ calendarId, eventId })
+      if (current?.data !== undefined) {
+        if (current.data.organizer?.self === true) {
+          await this.rateLimiter.take(1)
+          try {
+            await this.calendar.events.delete({
+              eventId,
+              calendarId
+            })
+          } catch (err: any) {
+            this.ctx.error('Google API delete error', {
+              calendarId,
+              eventId,
+              error: err.message,
+              code: err.code
+            })
+          }
+        }
       }
+    } catch (err: any) {
+      this.ctx.error('Failed to get event for deletion', {
+        calendarId,
+        eventId,
+        error: err.message,
+        code: err.code
+      })
     }
   }
 
diff --git a/services/github/pod-github/src/sync/comments.ts b/services/github/pod-github/src/sync/comments.ts
index b64b290a75..10e8f506dd 100644
--- a/services/github/pod-github/src/sync/comments.ts
+++ b/services/github/pod-github/src/sync/comments.ts
@@ -24,7 +24,15 @@ import {
   githubExternalSyncVersion,
   githubSyncVersion
 } from '../types'
-import { collectUpdate, deleteObjects, ensureGraphQLOctokit, errorToObj, getSince, isGHWriteAllowed } from './utils'
+import {
+  collectUpdate,
+  deleteObjects,
+  ensureGraphQLOctokit,
+  ensureRESTOctokit,
+  errorToObj,
+  getSince,
+  isGHWriteAllowed
+} from './utils'
 
 import { Analytics } from '@hcengineering/analytics'
 import { IssueComment, IssueCommentCreatedEvent, IssueCommentEvent } from '@octokit/webhooks-types'
@@ -353,7 +361,10 @@ export class CommentSyncManager implements DocSyncManager {
 
     if (Object.keys(platformUpdate).length > 0) {
       // Check and update body with external
-      const okit = (await this.provider.getOctokit(ctx, existing.modifiedBy)) ?? container.container.octokit
+      const okit = ensureRESTOctokit(
+        (await this.provider.getOctokit(ctx, existing.modifiedBy)) ?? container.container.octokit,
+        container
+      )
       const mdown = await this.provider.getMarkdown(existingComment.message)
       if (mdown.trim().length > 0) {
         await okit.rest.issues.updateComment({
@@ -426,7 +437,10 @@ export class CommentSyncManager implements DocSyncManager {
       return {}
     }
     const chatMessage = existing as ChatMessage
-    const okit = (await this.provider.getOctokit(ctx, chatMessage.modifiedBy)) ?? container.container.octokit
+    const okit = ensureRESTOctokit(
+      (await this.provider.getOctokit(ctx, chatMessage.modifiedBy)) ?? container.container.octokit,
+      container
+    )
 
     // No external version yet, create it.
     try {
diff --git a/services/github/pod-github/src/sync/utils.ts b/services/github/pod-github/src/sync/utils.ts
index 5feafce402..5667a6c9d9 100644
--- a/services/github/pod-github/src/sync/utils.ts
+++ b/services/github/pod-github/src/sync/utils.ts
@@ -50,6 +50,17 @@ export function ensureGraphQLOctokit (okit: Octokit | undefined, container: Cont
   return container.container.octokit
 }
 
+/**
+ * Ensures an Octokit instance has the REST API available.
+ * If the provided okit doesn't have rest.issues, falls back to container.octokit which is guaranteed to have it.
+ */
+export function ensureRESTOctokit (okit: Octokit | undefined, container: ContainerFocus): Octokit {
+  if (okit !== undefined && typeof (okit as any).rest?.issues?.createComment === 'function') {
+    return okit
+  }
+  return container.container.octokit
+}
+
 /**
  * @public
  */