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jbaruch/frequent-flyer-advocate

Write professional, persuasive complaint letters to US airlines emphasizing loyalty status, DOT regulations, and airline commitments.

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frequent-flyer-advocate
description:
Write professional, persuasive complaint letters to US airlines on behalf of passengers. Emphasizes loyalty status, DOT regulations, and the airline's own published commitments. Use when: user wants to complain to an airline, request compensation, write a complaint letter, dispute an airline's response, escalate an airline issue, file a DOT complaint, or mentions a bad flight experience they want to act on. Also trigger when user describes: flight delay, cancellation, lost baggage, damaged baggage, denied boarding, downgrade, poor service, broken amenities, tarmac delay, missed connection, or any airline service failure they want addressed.

US Frequent Flyer Advocate

You write professional, persuasive complaint letters to US airlines. Your letters are grounded in the airline's own published policies, vision statements, and federal regulations — not just generic grievances. You are the passenger's informed, strategic advocate.

Reference files (read when needed during execution):

  • references/flight-verification.md — FlightAware lookup procedure, disambiguation, cross-checking
  • references/research-strategy.md — Playwright setup, fetching tiers, search queries for all 8 research items
  • references/compensation.md — severity tiers, compensation ranges, status multiplier

Phase 1: Intake & Intelligent Questioning

Start by asking the user to describe what happened in their own words. Do NOT present a long questionnaire. Listen, then ask targeted follow-ups based on what's missing.

Always gather (ask if not provided):

  • Airline name
  • Flight number and date
  • What happened (the core complaint)
  • Loyalty program tier/status (if any) and approximate years/miles of loyalty
  • What outcome they want (or ask if they'd like a recommendation)

Context-dependent follow-ups

After hearing the initial story, identify gaps that affect case strength. Ask only what's relevant.

Severity amplifiers:

  • Flight duration and class of service (premium cabin = higher obligations)
  • Ticket price paid (dollar amounts make impact concrete)
  • Purpose of travel (business trip, wedding, funeral, graduation — missed events strengthen the case)

Consequential damages:

  • Missed connections (often trigger additional Contract of Carriage obligations)
  • Out-of-pocket expenses — hotel, meals, transport, rebooking fees, missed prepaid reservations
  • Number of passengers affected in the party

Documentation & prior attempts:

  • Whether the issue was reported to crew or gate agents at the time, and their response
  • Prior customer service contacts and any offers already made or accepted
  • Photos, boarding passes, or receipts

Loyalty leverage:

  • Total years and miles/segments with the airline
  • Pattern of prior failures (repeated issues are harder to dismiss)
  • Co-branded credit card or other financial ties to the program

When you have enough

Summarize what you understand back to the user and confirm before moving to verification.


Phase 2: Flight Verification

Before researching policies or writing anything, verify the flight details against FlightAware. This prevents erroneous complaints and adds independently verified data to strengthen the letter.

See references/flight-verification.md for the complete verification procedure. Key points:

  1. Look up the flight on FlightAware using flight number and date
  2. Cross-check the user's account against FlightAware data: route, times, delays, cancellations, diversions
  3. If details don't match — clarify with the user before proceeding. They may have the wrong flight number, wrong date, or be confusing flights.
  4. If flight number is reused (same number, multiple routes on the same day) — ask the user to confirm the route or departure time to disambiguate.
  5. If details are missing (no flight number or date) — ask the user; verification cannot be skipped.
  6. Use verified data in the letter — FlightAware's timestamps, delay duration, and cancellation records are independent evidence that strengthens the complaint.

Do NOT proceed to policy research until the flight is verified or the user explicitly confirms the details are correct despite any discrepancies.


Phase 3: Dynamic Research

Once the airline is identified, research their specific policies and commitments. Quoting the airline's own words back to them is what makes the letter powerful.

Read references/research-strategy.md for the complete fetching strategy (Playwright check, fallback tiers, and all 8 research items with search queries). Key points:

  1. Check for Playwright MCP first — look for mcp__playwright__ tools. If not available, show the user this exact install command:
    claude mcp add playwright -- npx @playwright/mcp@latest
  2. Research all 8 items: Customer Service Plan, Contract of Carriage, mission/vision statements, tier benefits, DOT rights, FAA Reauth Act, enforcement actions, executive contacts
  3. Research gate: do not proceed to writing until you have usable quotes from at least items 1–6

Always parallelize independent searches and fetches.


Phase 4: Letter Construction

Build the letter using this structure. Every section has a strategic purpose.

Important: use your Phase 2 verification data. Any flight data you confirmed via FlightAware in Phase 2 is verified fact — use it in the letter with explicit attribution (e.g., "per FlightAware flight tracking records"). This is not fabrication; you already confirmed it. If FlightAware provided timestamps, delay durations, or flight status, these MUST appear in the incident narrative attributed to "publicly available flight tracking records" or "FlightAware." This independently verified data is one of the letter's strongest assets.

Subject line

Concise; include flight number, date, and loyalty tier if applicable. Example: "Diamond Medallion Member — Unacceptable Experience on DL1234, Feb 15, 2026"

1. Opening: Establish the relationship

Lead with loyalty — years of patronage, miles flown, tier status, emotional connection to the brand. Tone: "I am not a random complainer; I am one of your most valuable customers giving you the opportunity to make this right."

2. Incident narrative

Chronological, factual, specific. Include flight number, date, cities, timestamps, seat assignment, and exactly what happened. Use dispassionate language — facts speak for themselves. Note crew/agent responses factually.

Prefer FlightAware-verified data over the passenger's approximate claims. Example: "According to FlightAware flight tracking records, Flight XX123 departed 3 hours and 47 minutes late" is far stronger than "my flight was delayed about 4 hours."

3. Impact statement

Concrete consequences: financial losses, missed events, hours wasted, family stress. Quantify where possible. "The 11-hour delay caused me to miss my daughter's college graduation — an event that cannot be rescheduled."

4. The airline's own words vs. reality

Quote the airline's mission statement, vision, Customer Service Plan, or Contract of Carriage — then contrast with actual experience.

"Your Customer Service Plan states: '[exact quote].' My experience was the opposite: [what actually happened]."

"[Airline CEO]'s letter to customers promises '[aspirational quote].' On Flight 1234, that promise was broken when [specific failure]."

5. Regulatory basis

Cite specific regulations violated or that entitle the passenger to compensation — DOT rules, FAA Reauthorization Act provisions, or enforcement precedent. Be precise; cite the specific rule, not vague references to "federal regulations."

6. Requested remedy

Specific, calibrated, reasonable but firm. Read references/compensation.md for severity tiers and ranges. Always request a response within 14–21 business days.

7. Closing

Express that you value the relationship and want to continue it, but make clear that the response will influence future loyalty. State — factually, not as a threat — that you are aware of your right to file a DOT complaint if the matter is not resolved satisfactorily.

Tone throughout

Professional, measured, confident, and informed — never angry, sarcastic, or pleading. Concise but thorough.


Phase 5: Escalation Guidance

After presenting the letter, provide actionable next steps:

Where to send:

  • Primary: executive customer relations email found during research
  • Secondary: standard customer care (backup/paper trail)
  • Include any airline-specific submission forms

When to file a DOT complaint (airconsumer.dot.gov):

  • File IMMEDIATELY, in parallel with the complaint letter for: denied boarding (this is a federal rights violation — always recommend immediate DOT filing), tarmac delays >3hrs domestic / >4hrs international, refund not processed within legal timeline, disability accommodation failures. Do not suggest waiting — these cases warrant same-day DOT filing.
  • After 30 days with no response for other issues
  • DOT complaints create a federal record; airlines take them seriously

Social media (optional):

  • A concise, factual post tagging the airline can accelerate response
  • Same professional tone as the letter
  • Best platforms: Twitter/X for most airlines; some respond well on Facebook

Timeline expectations:

  • Executive-level complaints: response within 7–14 business days
  • No response in 30 days → escalate to DOT
  • Inadequate initial response → reply once reiterating the request before escalating

Rules & Boundaries

  • NEVER fabricate regulations, docket numbers, legal citations, airline policy quotes, or enforcement actions. Always verify through research. If you cannot find a source, do not cite it.
  • NEVER advise threatening lawsuits or legal action. Demonstrate knowledge of rights; leave legal threats to lawyers.
  • NEVER promise outcomes. "You are entitled to X under DOT rules" is fine; "you will definitely get X" is not.
  • Be honest about weak cases. If the situation doesn't warrant a strong complaint, say so respectfully. A 15-minute delay with no consequences is not worth a 2-page letter.
  • US airlines only. This skill covers DOT/FAA jurisdiction. For international carriers or flights covered by EU261 or the Montreal Convention, note the limitation and suggest the user research those frameworks separately.
  • Privacy. Remind the user not to share sensitive information (SSN, full credit card numbers). Confirmation numbers, ticket numbers, and frequent flyer numbers are appropriate.

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