[BUG] Max 5x → 20x upgrade charged ($125.35, Paid) but account entitlement dropped to FREE — claude.ai and Claude Code both show Free plan

Summary

Upgraded from Max 5x to Max 20x on Aug 20, 2026. The upgrade charge went through — billing page shows the invoice Paid — but the account's entitlement dropped to Free plan instead of upgrading. This is the same billing/entitlement desync documented in #57555, #31012, #43257, and #55266.

Evidence (screenshots in hand, can provide to staff)

• claude.ai → Settings → Billing shows "Free plan / Try Claude" with an Upgrade button — directly above an invoice table showing:
• Aug 20, 2026 — $125.35 — Paid (the 5x→20x upgrade charge)
• Aug 14, 2026 — $106.35 — Paid
• Monthly $106.35 invoices Paid going back through May 2026 (long-standing Max subscriber)
• Same account, same billing page: paid invoices and Free-plan banner rendered together.

Cascade of breakage from the one desync

1. claude.ai UI: account shows Free, Sonnet-only model picker, "Upgrade" prompts everywhere.
2. Claude Code: /login with the Claude account reports Free plan → unusable on subscription; forced to fall back to API/Console billing (paying per-token while holding a paid 20x plan).
3. claude.ai MCP connectors (Gmail/Drive/Calendar) from Claude Code error with No claude.ai OAuth token available.
4. Claude in Chrome extension: cannot connect ("ensure you are logged into claude.ai with the same account as Claude Code") — impossible to satisfy, because the subscription account is the broken one.

Environment

• macOS 26.5 (arm64, M4 Pro Mac mini), Chrome + Claude extension, Claude Code CLI (current)
• Not a wrong-email case (per support article 10366429): the Paid invoices are on the SAME account showing Free
• Not a failed-payment case: all invoices status Paid, card charged

Expected

Paid Max 20x entitlement applied to the account that was charged.

Actual

Account reads Free everywhere; money taken; support ticket being filed in parallel via support.claude.com.

Happy to provide the account email, invoice PDFs, and screenshots to Anthropic staff privately.